DK145922B - Aromastoffer - Google Patents

Aromastoffer Download PDF

Info

Publication number: DK145922B
Authority: DK; Denmark
Prior art keywords: water; reaction; minutes; methyl; mixture
Prior art date: 1968-07-01

Application number

DK351969AA

Other languages

Danish (da)

English (en)

Inventor

G A M V D Ouweland

H G Peer

Original Assignee

Unilever Nv

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1968-07-01

Filing date

1969-06-27

Publication date

1983-04-18

1969-06-27 Application filed by Unilever Nv filed Critical Unilever Nv

1983-04-18 Publication of DK145922B publication Critical patent/DK145922B/da

Links

239000000126 substance Substances 0.000 title description 5
150000001875 compounds Chemical class 0.000 claims description 58
239000000796 flavoring agent Substances 0.000 claims description 37
235000019634 flavors Nutrition 0.000 claims description 33
229910052717 sulfur Inorganic materials 0.000 claims description 27
235000013305 food Nutrition 0.000 claims description 17
125000004432 carbon atom Chemical group C* 0.000 claims description 12
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
125000004434 sulfur atom Chemical group 0.000 claims description 8
239000001257 hydrogen Substances 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 6
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 5
229910052720 vanadium Inorganic materials 0.000 claims description 5
235000013355 food flavoring agent Nutrition 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
229910052760 oxygen Inorganic materials 0.000 claims description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
239000001301 oxygen Substances 0.000 claims description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 65
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 53
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 48
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 36
239000000203 mixture Substances 0.000 description 34
239000000243 solution Substances 0.000 description 33
238000006243 chemical reaction Methods 0.000 description 32
229910000037 hydrogen sulfide Inorganic materials 0.000 description 30
238000009835 boiling Methods 0.000 description 24
239000011541 reaction mixture Substances 0.000 description 24
SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 22
238000002360 preparation method Methods 0.000 description 21
238000010521 absorption reaction Methods 0.000 description 20
235000013372 meat Nutrition 0.000 description 20
150000002576 ketones Chemical class 0.000 description 19
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 18
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 18
239000000284 extract Substances 0.000 description 18
239000011593 sulfur Substances 0.000 description 18
230000014759 maintenance of location Effects 0.000 description 17
235000014347 soups Nutrition 0.000 description 16
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
239000004615 ingredient Substances 0.000 description 15
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 13
239000007795 chemical reaction product Substances 0.000 description 13
238000000034 method Methods 0.000 description 13
150000003839 salts Chemical class 0.000 description 13
238000003756 stirring Methods 0.000 description 13
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
238000003822 preparative gas chromatography Methods 0.000 description 12
-1 4-hydroxy-2-methyl-5-ethyl-2,3-dihydrofuran-3-one 4-hydroxy-5-methyl-2-ethyl-2,3-dihydrofuran-3-one 4-hydroxy-2,5-diethyl-2,3-dihydrofuran-3-one 4-acetoxy-5-methyl-2,3-dihydrofuran-3-one Chemical compound 0.000 description 11
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 11
239000000843 powder Substances 0.000 description 11
229920006395 saturated elastomer Polymers 0.000 description 11
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 10
235000015067 sauces Nutrition 0.000 description 10
YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 description 9
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
239000002253 acid Substances 0.000 description 9
241000287828 Gallus gallus Species 0.000 description 8
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
229910052753 mercury Inorganic materials 0.000 description 8
239000000047 product Substances 0.000 description 8
235000019640 taste Nutrition 0.000 description 8
241000234282 Allium Species 0.000 description 7
235000002732 Allium cepa var. cepa Nutrition 0.000 description 7
XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 7
XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 7
229960002433 cysteine Drugs 0.000 description 7
235000018417 cysteine Nutrition 0.000 description 7
238000004821 distillation Methods 0.000 description 7
150000002148 esters Chemical class 0.000 description 7
235000013312 flour Nutrition 0.000 description 7
HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
241000209140 Triticum Species 0.000 description 6
235000021307 Triticum Nutrition 0.000 description 6
230000015572 biosynthetic process Effects 0.000 description 6
238000001816 cooling Methods 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
239000007789 gas Substances 0.000 description 6
230000007062 hydrolysis Effects 0.000 description 6
238000006460 hydrolysis reaction Methods 0.000 description 6
229910052757 nitrogen Inorganic materials 0.000 description 6
238000010992 reflux Methods 0.000 description 6
240000004160 Capsicum annuum Species 0.000 description 5
235000008534 Capsicum annuum var annuum Nutrition 0.000 description 5
229910010082 LiAlH Inorganic materials 0.000 description 5
229940024606 amino acid Drugs 0.000 description 5
235000001014 amino acid Nutrition 0.000 description 5
150000001413 amino acids Chemical class 0.000 description 5
235000015278 beef Nutrition 0.000 description 5
239000007788 liquid Substances 0.000 description 5
239000002609 medium Substances 0.000 description 5
229920001223 polyethylene glycol Polymers 0.000 description 5
VYQLXFDWYFQLHL-UHFFFAOYSA-M potassium;2-thiophen-2-ylacetate Chemical compound [K+].[O-]C(=O)CC1=CC=CS1 VYQLXFDWYFQLHL-UHFFFAOYSA-M 0.000 description 5
229920001592 potato starch Polymers 0.000 description 5
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 5
230000035484 reaction time Effects 0.000 description 5
238000003786 synthesis reaction Methods 0.000 description 5
LMGFTFOLCQQHHC-UHFFFAOYSA-N 4-hydroxy-2,5-dimethylthiophen-3-one Chemical compound CC1SC(C)=C(O)C1=O LMGFTFOLCQQHHC-UHFFFAOYSA-N 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
150000007513 acids Chemical class 0.000 description 4
239000012736 aqueous medium Substances 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 4
244000309464 bull Species 0.000 description 4
229910052799 carbon Inorganic materials 0.000 description 4
150000001735 carboxylic acids Chemical class 0.000 description 4
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
238000001704 evaporation Methods 0.000 description 4
230000008020 evaporation Effects 0.000 description 4
150000002241 furanones Chemical class 0.000 description 4
239000011521 glass Substances 0.000 description 4
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
229910000041 hydrogen chloride Inorganic materials 0.000 description 4
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
150000002772 monosaccharides Chemical class 0.000 description 4
238000005192 partition Methods 0.000 description 4
239000012286 potassium permanganate Substances 0.000 description 4
239000003531 protein hydrolysate Substances 0.000 description 4
238000000746 purification Methods 0.000 description 4
239000000376 reactant Substances 0.000 description 4
229910052938 sodium sulfate Inorganic materials 0.000 description 4
235000011152 sodium sulphate Nutrition 0.000 description 4
PRNBHEPDGSQXGK-UHFFFAOYSA-N 2,5-dimethyl-4-sulfanylthiophen-3-one Chemical compound CC1SC(C)=C(S)C1=O PRNBHEPDGSQXGK-UHFFFAOYSA-N 0.000 description 3
NCZOZNJILSPDMQ-UHFFFAOYSA-N 2,5-dimethylthiolan-3-one Chemical compound CC1CC(=O)C(C)S1 NCZOZNJILSPDMQ-UHFFFAOYSA-N 0.000 description 3
MIDXCONKKJTLDX-UHFFFAOYSA-N 3,5-dimethylcyclopentane-1,2-dione Chemical compound CC1CC(C)C(=O)C1=O MIDXCONKKJTLDX-UHFFFAOYSA-N 0.000 description 3
GIVVLEIYPVKDNV-UHFFFAOYSA-N 4-Hydroxy-5-methyl-3(2H)-thiophenone Chemical compound CC1=C(O)C(=O)CS1 GIVVLEIYPVKDNV-UHFFFAOYSA-N 0.000 description 3
PQKQGARVVUSJKY-UHFFFAOYSA-N 5-Methyl-4-sulfanyl-2,3-dihydrothiophen-3-one Chemical compound CC1=C(S)C(=O)CS1 PQKQGARVVUSJKY-UHFFFAOYSA-N 0.000 description 3
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
235000002566 Capsicum Nutrition 0.000 description 3
LEVWYRKDKASIDU-QWWZWVQMSA-N D-cystine Chemical compound OC(=O)[C@H](N)CSSC[C@@H](N)C(O)=O LEVWYRKDKASIDU-QWWZWVQMSA-N 0.000 description 3
QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
235000007688 Lycopersicon esculentum Nutrition 0.000 description 3
239000006002 Pepper Substances 0.000 description 3
235000016761 Piper aduncum Nutrition 0.000 description 3
240000003889 Piper guineense Species 0.000 description 3
235000017804 Piper guineense Nutrition 0.000 description 3
235000008184 Piper nigrum Nutrition 0.000 description 3
240000003768 Solanum lycopersicum Species 0.000 description 3
150000001298 alcohols Chemical class 0.000 description 3
150000001299 aldehydes Chemical class 0.000 description 3
ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 3
235000013736 caramel Nutrition 0.000 description 3
239000012159 carrier gas Substances 0.000 description 3
239000013078 crystal Substances 0.000 description 3
150000001923 cyclic compounds Chemical class 0.000 description 3
229960003067 cystine Drugs 0.000 description 3
238000001035 drying Methods 0.000 description 3
235000019197 fats Nutrition 0.000 description 3
125000005456 glyceride group Chemical group 0.000 description 3
238000002156 mixing Methods 0.000 description 3
LPUQAYUQRXPFSQ-DFWYDOINSA-M monosodium L-glutamate Chemical compound [Na+].[O-]C(=O)[C@@H](N)CCC(O)=O LPUQAYUQRXPFSQ-DFWYDOINSA-M 0.000 description 3
235000013923 monosodium glutamate Nutrition 0.000 description 3
239000004223 monosodium glutamate Substances 0.000 description 3
229940048181 sodium sulfide nonahydrate Drugs 0.000 description 3
WMDLZMCDBSJMTM-UHFFFAOYSA-M sodium;sulfanide;nonahydrate Chemical compound O.O.O.O.O.O.O.O.O.[Na+].[SH-] WMDLZMCDBSJMTM-UHFFFAOYSA-M 0.000 description 3
239000002904 solvent Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
239000003760 tallow Substances 0.000 description 3
LWRYDHOHXNQTSK-UHFFFAOYSA-N thiophene oxide Chemical compound O=S1C=CC=C1 LWRYDHOHXNQTSK-UHFFFAOYSA-N 0.000 description 3
HFVMEOPYDLEHBR-UHFFFAOYSA-N (2-fluorophenyl)-phenylmethanol Chemical compound C=1C=CC=C(F)C=1C(O)C1=CC=CC=C1 HFVMEOPYDLEHBR-UHFFFAOYSA-N 0.000 description 2
MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 2
DBPHPBLAKVZXOY-CRCLSJGQSA-N (2s,3r)-2-methyloxolane-3-thiol Chemical compound C[C@@H]1OCC[C@H]1S DBPHPBLAKVZXOY-CRCLSJGQSA-N 0.000 description 2
MGWXWWVAPZYSKP-WHFBIAKZSA-N (3S,5S)-5-methyloxolane-3-thiol Chemical compound C[C@H]1C[C@H](S)CO1 MGWXWWVAPZYSKP-WHFBIAKZSA-N 0.000 description 2
KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
RQFCJASXJCIDSX-UHFFFAOYSA-N 14C-Guanosin-5'-monophosphat Natural products C1=2NC(N)=NC(=O)C=2N=CN1C1OC(COP(O)(O)=O)C(O)C1O RQFCJASXJCIDSX-UHFFFAOYSA-N 0.000 description 2
PAZYIUKTJFPTKT-UHFFFAOYSA-N 2,5-dimethyloxolan-3-one Chemical compound CC1CC(=O)C(C)O1 PAZYIUKTJFPTKT-UHFFFAOYSA-N 0.000 description 2
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 2
YMZZPMVKABUEBL-UHFFFAOYSA-N 2-methylthiolan-3-one Chemical compound CC1SCCC1=O YMZZPMVKABUEBL-UHFFFAOYSA-N 0.000 description 2
INAXVXBDKKUCGI-UHFFFAOYSA-N 4-hydroxy-2,5-dimethylfuran-3-one Chemical compound CC1OC(C)=C(O)C1=O INAXVXBDKKUCGI-UHFFFAOYSA-N 0.000 description 2
DLVYTANECMRFGX-UHFFFAOYSA-N 4-hydroxy-5-methyl-3-furanone Chemical compound CC1=C(O)C(=O)CO1 DLVYTANECMRFGX-UHFFFAOYSA-N 0.000 description 2
ZQZZGNSWBZRTGG-UHFFFAOYSA-N 5-methyl-4-sulfanylfuran-3-one Chemical compound CC1=C(S)C(=O)CO1 ZQZZGNSWBZRTGG-UHFFFAOYSA-N 0.000 description 2
GYAWKNURSWKRNU-UHFFFAOYSA-N 5-methylthiolan-3-one Chemical compound CC1CC(=O)CS1 GYAWKNURSWKRNU-UHFFFAOYSA-N 0.000 description 2
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
UBJVUCKUDDKUJF-UHFFFAOYSA-N Diallyl sulfide Chemical compound C=CCSCC=C UBJVUCKUDDKUJF-UHFFFAOYSA-N 0.000 description 2
108010082495 Dietary Plant Proteins Proteins 0.000 description 2
IHRSRTFITLMUQC-UHFFFAOYSA-N Dihydro-2-methyl-3(2H)-furanthione Chemical compound CC1=C(S)CCO1 IHRSRTFITLMUQC-UHFFFAOYSA-N 0.000 description 2
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
NYHBQMYGNKIUIF-UUOKFMHZSA-N Guanosine Chemical compound C1=NC=2C(=O)NC(N)=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O NYHBQMYGNKIUIF-UUOKFMHZSA-N 0.000 description 2
SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 2
244000147568 Laurus nobilis Species 0.000 description 2
235000017858 Laurus nobilis Nutrition 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
244000223014 Syzygium aromaticum Species 0.000 description 2
235000016639 Syzygium aromaticum Nutrition 0.000 description 2
235000005212 Terminalia tomentosa Nutrition 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
235000011054 acetic acid Nutrition 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
230000009471 action Effects 0.000 description 2
150000001335 aliphatic alkanes Chemical class 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 2
SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
GKPOMITUDGXOSB-UHFFFAOYSA-N but-3-yn-2-ol Chemical compound CC(O)C#C GKPOMITUDGXOSB-UHFFFAOYSA-N 0.000 description 2
239000001511 capsicum annuum Substances 0.000 description 2
229950005499 carbon tetrachloride Drugs 0.000 description 2
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
CVSVTCORWBXHQV-UHFFFAOYSA-N creatine Chemical compound NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 2
DDRJAANPRJIHGJ-UHFFFAOYSA-N creatinine Chemical compound CN1CC(=O)NC1=N DDRJAANPRJIHGJ-UHFFFAOYSA-N 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
239000000975 dye Substances 0.000 description 2
230000032050 esterification Effects 0.000 description 2
238000005886 esterification reaction Methods 0.000 description 2
DUYAAUVXQSMXQP-UHFFFAOYSA-N ethanethioic S-acid Chemical class CC(S)=O DUYAAUVXQSMXQP-UHFFFAOYSA-N 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
238000001914 filtration Methods 0.000 description 2
RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 description 2
UYTPUPDQBNUYGX-UHFFFAOYSA-N guanine Chemical compound O=C1NC(N)=NC2=C1N=CN2 UYTPUPDQBNUYGX-UHFFFAOYSA-N 0.000 description 2
RQFCJASXJCIDSX-UUOKFMHZSA-N guanosine 5'-monophosphate Chemical compound C1=2NC(N)=NC(=O)C=2N=CN1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O RQFCJASXJCIDSX-UUOKFMHZSA-N 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
235000015143 herbs and spices Nutrition 0.000 description 2
150000002391 heterocyclic compounds Chemical class 0.000 description 2
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
FDGQSTZJBFJUBT-UHFFFAOYSA-N hypoxanthine Chemical compound O=C1NC=NC2=C1NC=N2 FDGQSTZJBFJUBT-UHFFFAOYSA-N 0.000 description 2
239000005457 ice water Substances 0.000 description 2
230000001939 inductive effect Effects 0.000 description 2
238000002329 infrared spectrum Methods 0.000 description 2
HPIGCVXMBGOWTF-UHFFFAOYSA-N isomaltol Chemical compound CC(=O)C=1OC=CC=1O HPIGCVXMBGOWTF-UHFFFAOYSA-N 0.000 description 2
239000004310 lactic acid Substances 0.000 description 2
235000014655 lactic acid Nutrition 0.000 description 2
DZKOKXZNCDGVRY-UHFFFAOYSA-N lenthionine Chemical compound C1SSCSSS1 DZKOKXZNCDGVRY-UHFFFAOYSA-N 0.000 description 2
WRUGWIBCXHJTDG-UHFFFAOYSA-L magnesium sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Mg+2].[O-]S([O-])(=O)=O WRUGWIBCXHJTDG-UHFFFAOYSA-L 0.000 description 2
229940061634 magnesium sulfate heptahydrate Drugs 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
235000012149 noodles Nutrition 0.000 description 2
239000002773 nucleotide Substances 0.000 description 2
125000003729 nucleotide group Chemical group 0.000 description 2
MNGJFJYSFMFYIN-UHFFFAOYSA-N o-(5-methyl-2,3-dihydrofuran-4-yl) ethanethioate Chemical compound CC(=S)OC1=C(C)OCC1 MNGJFJYSFMFYIN-UHFFFAOYSA-N 0.000 description 2
239000003921 oil Substances 0.000 description 2
239000012044 organic layer Substances 0.000 description 2
125000004430 oxygen atom Chemical group O* 0.000 description 2
WYMDIPTZPQAKJW-UHFFFAOYSA-N pent-2-yne-1,4-diol Chemical compound CC(O)C#CCO WYMDIPTZPQAKJW-UHFFFAOYSA-N 0.000 description 2
CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 2
239000011591 potassium Substances 0.000 description 2
229910052700 potassium Inorganic materials 0.000 description 2
230000008569 process Effects 0.000 description 2
108090000765 processed proteins & peptides Proteins 0.000 description 2
235000019260 propionic acid Nutrition 0.000 description 2
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
229910000077 silane Inorganic materials 0.000 description 2
239000000741 silica gel Substances 0.000 description 2
229910002027 silica gel Inorganic materials 0.000 description 2
ZFRKQXVRDFCRJG-UHFFFAOYSA-N skatole Chemical compound C1=CC=C2C(C)=CNC2=C1 ZFRKQXVRDFCRJG-UHFFFAOYSA-N 0.000 description 2
239000011734 sodium Substances 0.000 description 2
235000017557 sodium bicarbonate Nutrition 0.000 description 2
229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
229910052979 sodium sulfide Inorganic materials 0.000 description 2
235000013599 spices Nutrition 0.000 description 2
150000003464 sulfur compounds Chemical class 0.000 description 2
239000006188 syrup Substances 0.000 description 2
235000020357 syrup Nutrition 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
SMJRBWINMFUUDS-UHFFFAOYSA-M thien-2-ylacetate Chemical compound [O-]C(=O)CC1=CC=CS1 SMJRBWINMFUUDS-UHFFFAOYSA-M 0.000 description 2
150000003568 thioethers Chemical class 0.000 description 2
150000003577 thiophenes Chemical class 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
FXEWGDPFRBYQAM-UHFFFAOYSA-N (2,5-dimethyl-4-oxofuran-3-yl) 4-methylbenzenesulfonate Chemical compound O=C1C(C)OC(C)=C1OS(=O)(=O)C1=CC=C(C)C=C1 FXEWGDPFRBYQAM-UHFFFAOYSA-N 0.000 description 1
DPEXPKGKIRGPKJ-CRCLSJGQSA-N (2S,3R)-2-methylthiolane-3-thiol Chemical compound S[C@H]1[C@@H](SCC1)C DPEXPKGKIRGPKJ-CRCLSJGQSA-N 0.000 description 1
NMGIAOGZUZGJBE-CRCLSJGQSA-N (2S,3R)-3-chloro-2-methyloxolane Chemical compound C[C@@H]1OCC[C@H]1Cl NMGIAOGZUZGJBE-CRCLSJGQSA-N 0.000 description 1
BQUDFUKGPXKNNH-UHFFFAOYSA-N (5-methyloxolan-3-yl) 4-methylbenzenesulfonate Chemical compound C1(=CC=C(C=C1)S(=O)(=O)OC1COC(C1)C)C BQUDFUKGPXKNNH-UHFFFAOYSA-N 0.000 description 1
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
YVBZZCOVACFNOO-UHFFFAOYSA-N 1-pyrrol-1-ylpropan-2-one Chemical compound CC(=O)CN1C=CC=C1 YVBZZCOVACFNOO-UHFFFAOYSA-N 0.000 description 1
ASOSVCXGWPDUGN-UHFFFAOYSA-N 2,5-Dimethyl-3(2H)-furanone Chemical compound CC1OC(C)=CC1=O ASOSVCXGWPDUGN-UHFFFAOYSA-N 0.000 description 1
WBELUTNLJPCIHS-UHFFFAOYSA-N 2,5-Dimethyl-3-mercaptotetrahydrofuran Chemical compound CC1CC(S)C(C)O1 WBELUTNLJPCIHS-UHFFFAOYSA-N 0.000 description 1
AXFXFJKAKVONJK-UHFFFAOYSA-N 2,5-dimethyl-2,3-dihydrofuran-4-thiol Chemical compound CC1CC(S)=C(C)O1 AXFXFJKAKVONJK-UHFFFAOYSA-N 0.000 description 1
KQQPNTOFWSKHKN-UHFFFAOYSA-N 2,5-dimethyl-2,3-dihydrothiophene-4-thiol Chemical compound CC1CC(S)=C(C)S1 KQQPNTOFWSKHKN-UHFFFAOYSA-N 0.000 description 1
PCMJRNYEMLQEJG-UHFFFAOYSA-N 2,5-dimethyloxolan-3-ol Chemical compound CC1CC(O)C(C)O1 PCMJRNYEMLQEJG-UHFFFAOYSA-N 0.000 description 1
AXZOBGAZCVRMQS-UHFFFAOYSA-N 2,5-dimethylthiolane-3-thiol Chemical compound CC1CC(S)C(C)S1 AXZOBGAZCVRMQS-UHFFFAOYSA-N 0.000 description 1
JYWKEVKEKOTYEX-UHFFFAOYSA-N 2,6-dibromo-4-chloroiminocyclohexa-2,5-dien-1-one Chemical compound ClN=C1C=C(Br)C(=O)C(Br)=C1 JYWKEVKEKOTYEX-UHFFFAOYSA-N 0.000 description 1
LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
REXKLZQAPVBECN-UHFFFAOYSA-N 2-ethyl-4-hydroxy-5-methylthiophen-3-one Chemical compound CCC1SC(C)=C(O)C1=O REXKLZQAPVBECN-UHFFFAOYSA-N 0.000 description 1
QSTGBDQUVJRPGZ-UHFFFAOYSA-N 2-methyl-2,3-dihydrofuran-4-thiol Chemical compound CC1CC(S)=CO1 QSTGBDQUVJRPGZ-UHFFFAOYSA-N 0.000 description 1
GYXHHICIFZSKKZ-UHFFFAOYSA-N 2-sulfanylacetamide Chemical compound NC(=O)CS GYXHHICIFZSKKZ-UHFFFAOYSA-N 0.000 description 1
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
FYWDUQCSMYWUHV-UHFFFAOYSA-N 3-chloro-5-hydroxypentan-2-one Chemical compound CC(=O)C(Cl)CCO FYWDUQCSMYWUHV-UHFFFAOYSA-N 0.000 description 1
SHTOTWJJNXTUDB-UHFFFAOYSA-N 4,5-Dihydro-2-methyl-3-thiophenethiol Chemical compound CC1=C(S)CCS1 SHTOTWJJNXTUDB-UHFFFAOYSA-N 0.000 description 1
JPJBGDKFMKAFRU-UHFFFAOYSA-N 4,5-Dihydro-5-methyl-3-thiophenethiol Chemical compound CC1CC(S)=CS1 JPJBGDKFMKAFRU-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
SJZRECIVHVDYJC-UHFFFAOYSA-N 4-hydroxybutyric acid Chemical compound OCCCC(O)=O SJZRECIVHVDYJC-UHFFFAOYSA-N 0.000 description 1
DCTLYFZHFGENCW-UUOKFMHZSA-N 5'-xanthylic acid Chemical compound O[C@@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H]1N1C(NC(=O)NC2=O)=C2N=C1 DCTLYFZHFGENCW-UUOKFMHZSA-N 0.000 description 1
OCKGFTQIICXDQW-ZEQRLZLVSA-N 5-[(1r)-1-hydroxy-2-[4-[(2r)-2-hydroxy-2-(4-methyl-1-oxo-3h-2-benzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]-4-methyl-3h-2-benzofuran-1-one Chemical compound C1=C2C(=O)OCC2=C(C)C([C@@H](O)CN2CCN(CC2)C[C@H](O)C2=CC=C3C(=O)OCC3=C2C)=C1 OCKGFTQIICXDQW-ZEQRLZLVSA-N 0.000 description 1
KSTOUTVBGBEWOS-UHFFFAOYSA-N 5-methyloxolan-3-ol Chemical compound CC1CC(O)CO1 KSTOUTVBGBEWOS-UHFFFAOYSA-N 0.000 description 1
YJZXJDJWRQIWDL-UHFFFAOYSA-N 5-methyloxolan-3-one Chemical compound CC1CC(=O)CO1 YJZXJDJWRQIWDL-UHFFFAOYSA-N 0.000 description 1
NZSYOEXEZHJNTE-UHFFFAOYSA-N 5-methylthiolan-3-ol Chemical compound CC1CC(O)CS1 NZSYOEXEZHJNTE-UHFFFAOYSA-N 0.000 description 1
FVYBPSNFZOTVMV-UHFFFAOYSA-N 5-methylthiolane-3-thiol Chemical compound CC1CC(S)CS1 FVYBPSNFZOTVMV-UHFFFAOYSA-N 0.000 description 1
ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 description 1
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
OMNVYXHOSHNURL-WPRPVWTQSA-N Ala-Phe Chemical compound C[C@H](N)C(=O)N[C@H](C(O)=O)CC1=CC=CC=C1 OMNVYXHOSHNURL-WPRPVWTQSA-N 0.000 description 1
239000004254 Ammonium phosphate Substances 0.000 description 1
235000019737 Animal fat Nutrition 0.000 description 1
239000004475 Arginine Substances 0.000 description 1
208000035404 Autolysis Diseases 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
238000006418 Brown reaction Methods 0.000 description 1
FVYBPSNFZOTVMV-WHFBIAKZSA-N C[C@H]1C[C@@H](CS1)S Chemical compound C[C@H]1C[C@@H](CS1)S FVYBPSNFZOTVMV-WHFBIAKZSA-N 0.000 description 1
235000007862 Capsicum baccatum Nutrition 0.000 description 1
108010076119 Caseins Proteins 0.000 description 1
206010057248 Cell death Diseases 0.000 description 1
UDMBCSSLTHHNCD-UHFFFAOYSA-N Coenzym Q(11) Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(O)=O)C(O)C1O UDMBCSSLTHHNCD-UHFFFAOYSA-N 0.000 description 1
229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
229920002261 Corn starch Polymers 0.000 description 1
MIKUYHXYGGJMLM-GIMIYPNGSA-N Crotonoside Natural products C1=NC2=C(N)NC(=O)N=C2N1[C@H]1O[C@@H](CO)[C@H](O)[C@@H]1O MIKUYHXYGGJMLM-GIMIYPNGSA-N 0.000 description 1
241000195493 Cryptophyta Species 0.000 description 1
235000014375 Curcuma Nutrition 0.000 description 1
244000164480 Curcuma aromatica Species 0.000 description 1
UDIPTWFVPPPURJ-UHFFFAOYSA-M Cyclamate Chemical compound [Na+].[O-]S(=O)(=O)NC1CCCCC1 UDIPTWFVPPPURJ-UHFFFAOYSA-M 0.000 description 1
NYHBQMYGNKIUIF-UHFFFAOYSA-N D-guanosine Natural products C1=2NC(N)=NC(=O)C=2N=CN1C1OC(CO)C(O)C1O NYHBQMYGNKIUIF-UHFFFAOYSA-N 0.000 description 1
SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 description 1
HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 description 1
QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
MBMLMWLHJBBADN-UHFFFAOYSA-N Ferrous sulfide Chemical compound [Fe]=S MBMLMWLHJBBADN-UHFFFAOYSA-N 0.000 description 1
230000005526 G1 to G0 transition Effects 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
108010024636 Glutathione Proteins 0.000 description 1
108010068370 Glutens Proteins 0.000 description 1
239000004471 Glycine Substances 0.000 description 1
UGQMRVRMYYASKQ-UHFFFAOYSA-N Hypoxanthine nucleoside Natural products OC1C(O)C(CO)OC1N1C(NC=NC2=O)=C2N=C1 UGQMRVRMYYASKQ-UHFFFAOYSA-N 0.000 description 1
GRSZFWQUAKGDAV-KQYNXXCUSA-N IMP Chemical compound O[C@@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H]1N1C(NC=NC2=O)=C2N=C1 GRSZFWQUAKGDAV-KQYNXXCUSA-N 0.000 description 1
GRSZFWQUAKGDAV-KQYNXXCUSA-L IMP(2-) Chemical compound O[C@@H]1[C@H](O)[C@@H](COP([O-])([O-])=O)O[C@H]1N1C(N=CNC2=O)=C2N=C1 GRSZFWQUAKGDAV-KQYNXXCUSA-L 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
UGQMRVRMYYASKQ-KQYNXXCUSA-N Inosine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C2=NC=NC(O)=C2N=C1 UGQMRVRMYYASKQ-KQYNXXCUSA-N 0.000 description 1
229930010555 Inosine Natural products 0.000 description 1
ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 1
QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
DEFJQIDDEAULHB-IMJSIDKUSA-N L-alanyl-L-alanine Chemical compound C[C@H](N)C(=O)N[C@@H](C)C(O)=O DEFJQIDDEAULHB-IMJSIDKUSA-N 0.000 description 1
ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 1
ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 1
KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 description 1
PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 description 1
AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 1
KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
239000004472 Lysine Substances 0.000 description 1
SIMKGHMLPVDSJE-UHFFFAOYSA-N Mesifurane Chemical compound COC1=C(C)OC(C)C1=O SIMKGHMLPVDSJE-UHFFFAOYSA-N 0.000 description 1
LBZOVRXKUSQSQY-CAHLUQPWSA-N O-[(2S,3R)-2-methyloxolan-3-yl] ethanethioate Chemical compound C[C@@H]1OCC[C@H]1OC(C)=S LBZOVRXKUSQSQY-CAHLUQPWSA-N 0.000 description 1
239000005642 Oleic acid Substances 0.000 description 1
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
235000021314 Palmitic acid Nutrition 0.000 description 1
240000009164 Petroselinum crispum Species 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 description 1
MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
108010073771 Soybean Proteins Proteins 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
229930006000 Sucrose Natural products 0.000 description 1
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
DBPHPBLAKVZXOY-UHFFFAOYSA-N Tetrahydro-2-methyl-3-furanthiol Chemical compound CC1OCCC1S DBPHPBLAKVZXOY-UHFFFAOYSA-N 0.000 description 1
HAUQWGSXLBQNPN-UHFFFAOYSA-N Tetrahydro-2-methylthiophen-3-ol Chemical compound CC1SCCC1O HAUQWGSXLBQNPN-UHFFFAOYSA-N 0.000 description 1
AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 description 1
239000004473 Threonine Substances 0.000 description 1
NTHMUJMQOXQYBR-UHFFFAOYSA-N Tricholominsaeure Natural products OC(=O)C(N)C1CC(=O)NO1 NTHMUJMQOXQYBR-UHFFFAOYSA-N 0.000 description 1
DJJCXFVJDGTHFX-UHFFFAOYSA-N Uridinemonophosphate Natural products OC1C(O)C(COP(O)(O)=O)OC1N1C(=O)NC(=O)C=C1 DJJCXFVJDGTHFX-UHFFFAOYSA-N 0.000 description 1
KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
SAOOCMBKXPHFPL-UHFFFAOYSA-M [K+].CC(O)C([O-])=S Chemical compound [K+].CC(O)C([O-])=S SAOOCMBKXPHFPL-UHFFFAOYSA-M 0.000 description 1
IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
239000000654 additive Substances 0.000 description 1
UDMBCSSLTHHNCD-KQYNXXCUSA-N adenosine 5'-monophosphate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O UDMBCSSLTHHNCD-KQYNXXCUSA-N 0.000 description 1
229950006790 adenosine phosphate Drugs 0.000 description 1
229960003767 alanine Drugs 0.000 description 1
CCUAQNUWXLYFRA-UHFFFAOYSA-N alanyl-asparagine Chemical compound CC(N)C(=O)NC(C(O)=O)CC(N)=O CCUAQNUWXLYFRA-UHFFFAOYSA-N 0.000 description 1
108010056243 alanylalanine Proteins 0.000 description 1
108010011559 alanylphenylalanine Proteins 0.000 description 1
150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
HMFHBZSHGGEWLO-UHFFFAOYSA-N alpha-D-Furanose-Ribose Natural products OCC1OC(O)C(O)C1O HMFHBZSHGGEWLO-UHFFFAOYSA-N 0.000 description 1
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
ZRIUUUJAJJNDSS-UHFFFAOYSA-N ammonium phosphates Chemical class [NH4+].[NH4+].[NH4+].[O-]P([O-])([O-])=O ZRIUUUJAJJNDSS-UHFFFAOYSA-N 0.000 description 1
235000019289 ammonium phosphates Nutrition 0.000 description 1
UYJXRRSPUVSSMN-UHFFFAOYSA-P ammonium sulfide Chemical compound [NH4+].[NH4+].[S-2] UYJXRRSPUVSSMN-UHFFFAOYSA-P 0.000 description 1
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
235000021120 animal protein Nutrition 0.000 description 1
PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 1
ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
238000000222 aromatherapy Methods 0.000 description 1
150000001491 aromatic compounds Chemical class 0.000 description 1
235000010323 ascorbic acid Nutrition 0.000 description 1
229960005070 ascorbic acid Drugs 0.000 description 1
239000011668 ascorbic acid Substances 0.000 description 1
230000008901 benefit Effects 0.000 description 1
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical compound O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 description 1
JGIATAMCQXIDNZ-UHFFFAOYSA-N calcium sulfide Chemical compound [Ca]=S JGIATAMCQXIDNZ-UHFFFAOYSA-N 0.000 description 1
239000001728 capsicum frutescens Substances 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
150000001720 carbohydrates Chemical class 0.000 description 1
235000014633 carbohydrates Nutrition 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
239000005018 casein Substances 0.000 description 1
BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
235000021240 caseins Nutrition 0.000 description 1
239000002026 chloroform extract Substances 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
229940125758 compound 15 Drugs 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000010411 cooking Methods 0.000 description 1
OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
239000008120 corn starch Substances 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
229960003624 creatine Drugs 0.000 description 1
239000006046 creatine Substances 0.000 description 1
229940109239 creatinine Drugs 0.000 description 1
MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 description 1
229940109275 cyclamate Drugs 0.000 description 1
DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical compound CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 description 1
230000000911 decarboxylating effect Effects 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
239000002027 dichloromethane extract Substances 0.000 description 1
150000005690 diesters Chemical class 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000000378 dietary effect Effects 0.000 description 1
150000002016 disaccharides Chemical class 0.000 description 1
BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
150000002019 disulfides Chemical class 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000003480 eluent Substances 0.000 description 1
238000010828 elution Methods 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
238000006266 etherification reaction Methods 0.000 description 1
125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
238000000605 extraction Methods 0.000 description 1
238000000855 fermentation Methods 0.000 description 1
230000004151 fermentation Effects 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
235000003599 food sweetener Nutrition 0.000 description 1
239000008098 formaldehyde solution Substances 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
150000002240 furans Chemical class 0.000 description 1
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
229940029982 garlic powder Drugs 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
238000001030 gas--liquid chromatography Methods 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
239000008103 glucose Substances 0.000 description 1
235000013922 glutamic acid Nutrition 0.000 description 1
239000004220 glutamic acid Substances 0.000 description 1
229960003180 glutathione Drugs 0.000 description 1
235000021312 gluten Nutrition 0.000 description 1
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
239000010931 gold Substances 0.000 description 1
229910052737 gold Inorganic materials 0.000 description 1
238000000227 grinding Methods 0.000 description 1
150000002357 guanidines Chemical class 0.000 description 1
229940029575 guanosine Drugs 0.000 description 1
150000002366 halogen compounds Chemical class 0.000 description 1
239000001307 helium Substances 0.000 description 1
229910052734 helium Inorganic materials 0.000 description 1
SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
DTVARWVRNUFXLQ-UHFFFAOYSA-N hept-3-yne-2,5-diol Chemical compound CCC(O)C#CC(C)O DTVARWVRNUFXLQ-UHFFFAOYSA-N 0.000 description 1
235000008216 herbs Nutrition 0.000 description 1
KDOWHHULNTXTNS-UHFFFAOYSA-N hex-3-yne-2,5-diol Chemical compound CC(O)C#CC(C)O KDOWHHULNTXTNS-UHFFFAOYSA-N 0.000 description 1
150000002402 hexoses Chemical class 0.000 description 1
229960002885 histidine Drugs 0.000 description 1
HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
150000003840 hydrochlorides Chemical class 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
150000002484 inorganic compounds Chemical class 0.000 description 1
229910010272 inorganic material Inorganic materials 0.000 description 1
229960003786 inosine Drugs 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
238000002955 isolation Methods 0.000 description 1
229960000310 isoleucine Drugs 0.000 description 1
AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
229960003136 leucine Drugs 0.000 description 1
125000005647 linker group Chemical group 0.000 description 1
229960003646 lysine Drugs 0.000 description 1
FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
235000013622 meat product Nutrition 0.000 description 1
229910052976 metal sulfide Inorganic materials 0.000 description 1
MCVVUJPXSBQTRZ-ONEGZZNKSA-N methyl (e)-but-2-enoate Chemical compound COC(=O)\C=C\C MCVVUJPXSBQTRZ-ONEGZZNKSA-N 0.000 description 1
XEZQSVJQOFUSGG-UHFFFAOYSA-N methyl 2,5-dimethyl-4-oxothiolane-3-carboxylate Chemical compound COC(=O)C1C(C)SC(C)C1=O XEZQSVJQOFUSGG-UHFFFAOYSA-N 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
239000012452 mother liquor Substances 0.000 description 1
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
VSUZOMFSGZIAKL-UHFFFAOYSA-N o-(4-ethanethioyloxypent-2-ynyl) ethanethioate Chemical compound CC(=S)OC(C)C#CCOC(C)=S VSUZOMFSGZIAKL-UHFFFAOYSA-N 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
150000007524 organic acids Chemical group 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
125000001741 organic sulfur group Chemical group 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
150000002927 oxygen compounds Chemical class 0.000 description 1
230000020477 pH reduction Effects 0.000 description 1
NEGYEDYHPHMHGK-UHFFFAOYSA-N para-methoxyamphetamine Chemical compound COC1=CC=C(CC(C)N)C=C1 NEGYEDYHPHMHGK-UHFFFAOYSA-N 0.000 description 1
239000006072 paste Substances 0.000 description 1
235000014594 pastries Nutrition 0.000 description 1
230000037361 pathway Effects 0.000 description 1
150000002972 pentoses Chemical class 0.000 description 1
235000011197 perejil Nutrition 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
235000011007 phosphoric acid Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
DPLVEEXVKBWGHE-UHFFFAOYSA-N potassium sulfide Chemical compound [S-2].[K+].[K+] DPLVEEXVKBWGHE-UHFFFAOYSA-N 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000002243 precursor Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
102000004196 processed proteins & peptides Human genes 0.000 description 1
235000018102 proteins Nutrition 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
229940079889 pyrrolidonecarboxylic acid Drugs 0.000 description 1
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
229940081974 saccharin Drugs 0.000 description 1
235000019204 saccharin Nutrition 0.000 description 1
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
239000011833 salt mixture Substances 0.000 description 1
235000013580 sausages Nutrition 0.000 description 1
230000028043 self proteolysis Effects 0.000 description 1
229960001153 serine Drugs 0.000 description 1
229940074386 skatole Drugs 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
229940079101 sodium sulfide Drugs 0.000 description 1
GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
ZGHLCBJZQLNUAZ-UHFFFAOYSA-N sodium sulfide nonahydrate Chemical compound O.O.O.O.O.O.O.O.O.[Na+].[Na+].[S-2] ZGHLCBJZQLNUAZ-UHFFFAOYSA-N 0.000 description 1
MUGOLZIMHOUKSI-QHTZZOMLSA-M sodium;(2s)-2-amino-5-hydroxy-5-oxopentanoate;(2s)-2-aminopentanedioic acid Chemical compound [Na+].OC(=O)[C@@H](N)CCC(O)=O.[O-]C(=O)[C@@H](N)CCC(O)=O MUGOLZIMHOUKSI-QHTZZOMLSA-M 0.000 description 1
239000007787 solid Substances 0.000 description 1
235000019710 soybean protein Nutrition 0.000 description 1
235000019565 spicy aroma Nutrition 0.000 description 1
235000019654 spicy taste Nutrition 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008107 starch Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000003765 sweetening agent Substances 0.000 description 1
MLGCXEBRWGEOQX-UHFFFAOYSA-N tetradifon Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC(Cl)=C(Cl)C=C1Cl MLGCXEBRWGEOQX-UHFFFAOYSA-N 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical compound CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 description 1
DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 1
DUYAAUVXQSMXQP-UHFFFAOYSA-M thioacetate Chemical compound CC([S-])=O DUYAAUVXQSMXQP-UHFFFAOYSA-M 0.000 description 1
125000005323 thioketone group Chemical group 0.000 description 1
150000003573 thiols Chemical class 0.000 description 1
229960002898 threonine Drugs 0.000 description 1
235000015113 tomato pastes and purées Nutrition 0.000 description 1
NTHMUJMQOXQYBR-OKKQSCSOSA-N tricholomic acid Chemical compound OC(=O)[C@@H](N)[C@@H]1CC(=O)NO1 NTHMUJMQOXQYBR-OKKQSCSOSA-N 0.000 description 1
229910052721 tungsten Inorganic materials 0.000 description 1
DJJCXFVJDGTHFX-ZAKLUEHWSA-N uridine-5'-monophosphate Chemical compound O[C@@H]1[C@@H](O)[C@H](COP(O)(O)=O)O[C@H]1N1C(=O)NC(=O)C=C1 DJJCXFVJDGTHFX-ZAKLUEHWSA-N 0.000 description 1
229960004295 valine Drugs 0.000 description 1
239000004474 valine Substances 0.000 description 1
238000009423 ventilation Methods 0.000 description 1
229910052727 yttrium Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/205—Heterocyclic compounds
- A23L27/2052—Heterocyclic compounds having oxygen or sulfur as the only hetero atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/20—Oxygen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/58—One oxygen atom, e.g. butenolide
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/60—Two oxygen atoms, e.g. succinic anhydride
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/64—Sulfur atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/34—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D309/36—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
- C07D309/38—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms one oxygen atom in position 2 or 4, e.g. pyrones
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0069—Heterocyclic compounds
- C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
- C11B9/008—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing six atoms
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0069—Heterocyclic compounds
- C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
- C11B9/0084—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing more than six atoms
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S426/00—Food or edible material: processes, compositions, and products
- Y10S426/802—Simulated animal flesh

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
Oil, Petroleum & Natural Gas (AREA)
Wood Science & Technology (AREA)
Polymers & Plastics (AREA)
Food Science & Technology (AREA)
Health & Medical Sciences (AREA)
Nutrition Science (AREA)
Seasonings (AREA)
Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
Anti-Oxidant Or Stabilizer Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Plural Heterocyclic Compounds (AREA)
Fats And Perfumes (AREA)
Meat, Egg Or Seafood Products (AREA)
Threshing Machine Elements (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

DK351969AA 1968-07-01 1969-06-27 Aromastoffer DK145922B (da)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB3137868		1968-07-01
GB31378/68A GB1283912A (en)	1968-07-01	1968-07-01	Mercapto furane and mercapto thiophene derivatives

Publications (1)

Publication Number	Publication Date
DK145922B true DK145922B (da)	1983-04-18

Family

ID=10322200

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
DK351969AA DK145922B (da)	1968-07-01	1969-06-27	Aromastoffer
DK354569AA DK140783B (da)	1968-07-01	1969-06-30	Blanding af svovlholdige, heterocycliske forbindelser til anvendelse som kødsmags- og kødaromagivende middel.

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
DK354569AA DK140783B (da)	1968-07-01	1969-06-30	Blanding af svovlholdige, heterocycliske forbindelser til anvendelse som kødsmags- og kødaromagivende middel.

Country Status (17)

Country	Link
US (2)	US3697295A (de)
JP (1)	JPS4824268B1 (de)
AT (1)	AT303020B (de)
BE (2)	BE735341A (de)
CA (2)	CA931152A (de)
CH (2)	CH541296A (de)
DE (1)	DE1932799C3 (de)
DK (2)	DK145922B (de)
ES (2)	ES368983A1 (de)
FR (2)	FR2012073A1 (de)
GB (1)	GB1283912A (de)
IE (2)	IE33378B1 (de)
IT (2)	IT1050453B (de)
NL (2)	NL150663C (de)
NO (2)	NO133688C (de)
SE (3)	SE400456B (de)
ZA (2)	ZA694539B (de)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4134901A (en) *	1968-07-01	1979-01-16	Lever Brothers Company	Flavoring substances
BE760075A (fr) *	1970-01-13	1971-06-09	Int Flavors & Fragrances Inc	Methodes et compositions pour aromatiser les denrees alimentaires
US3958029A (en) *	1974-06-11	1976-05-18	International Flavors & Fragrances Inc.	Novel flavoring compositions and products comprising 2,5-dimethyl-3-thioisovaleryl furan
US3961093A (en)	1974-06-11	1976-06-01	International Flavors & Fragrances Inc.	Novel flavoring compositions and products containing 2-methyl-3-thio-(2-methylbutyryl)-furan
NL163105C (nl) *	1975-02-19	1980-08-15	Int Flavors & Fragrances Inc	Werkwijze voor het veranderen, modificeren of versterken van de leversmaak van een voedingsmiddel, alsmede voor het bereiden van een daarvoor bruikbaar preparaat.
US4031256A (en) *	1975-02-19	1977-06-21	International Flavors & Fragrances Inc.	Foodstuff flavor compositions comprising 3-furyl alkyl sulfides and processes
US4434293A (en)	1980-01-28	1984-02-28	American Hoechst Corporation	Tetrahydrothiophene derivatives and methods of preparation
US5368876A (en) *	1985-09-16	1994-11-29	Naarden-International N.V.	Flavoring and perfume compositions and flavored and perfumed products which contain one or more substituted thiophenes
NL8502530A (nl) *	1985-09-16	1987-04-16	Naarden International Nv	Aroma- en parfumcomposities, gearomatiseerde voedings- en genotmiddelen, resp. geparfumeerde produkten die een of meer gesubstitueerde thiofenen als grondstof bevatten, alsmede gesubstitueerde thiofenen.
ES2089565T3 (es) *	1991-10-11	1996-10-01	Givaudan Roure Int	Procedimiento para la obtencion de derivados de 3-s-furano.
EP0571031A3 (de) *	1992-05-21	1994-01-05	Quest International B.V.	Verfahren zur Herstellung von wohlschmeckenden Geschmackstoffen
EP0784936A1 (de)	1996-01-17	1997-07-23	Unilever Plc	Verfahren zur Herstellung eines Geschmacksmittel
GB9706235D0 (en) *	1997-03-26	1997-05-14	Dalgety Plc	Flavouring agents
ZA200001224B (en) *	1999-03-26	2001-09-10	Unilever Plc	Method for imparting a fried onion aroma to foodstuffs.
DK1090557T3 (da)	1999-09-30	2006-02-13	Quest Int	Velsmagende aroma der omfatter 2-methyl-furan-3-thiol og/eller et derivat og methylendithiol og/eller et derivat
DE10124565A1 (de) *	2001-05-15	2002-11-28	Hettich Hetal Werke	Beschlagvorrichtung für eine Möbelklappe
US20140220217A1 (en)	2011-07-12	2014-08-07	Maraxi, Inc.	Method and compositions for consumables
RU2769287C2 (ru)	2013-01-11	2022-03-30	Импоссибл Фудз Инк.	Способы и композиции пригодных к потреблению материалов
KR102669270B1 (ko)	2014-03-31	2024-05-27	임파서블 푸즈 인크.	재조합 효모
JP7316804B2 (ja) *	2019-02-21	2023-07-28	日清食品ホールディングス株式会社	風味増強剤
CN113341066B (zh) *	2021-05-24	2022-04-08	西南石油大学	基于多传感器融合技术的四氢噻吩浓度的在线检测方法及系统

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3156569A (en) *	1962-02-01	1964-11-10	Pfizer & Co C	Seasoning composition and method of enhancing the flavor of foods containing a glutamic acid salt
US3271167A (en) *	1963-06-17	1966-09-06	Pfizer & Co C	Beef-type flavoring composition, soup and gravy
US3394016A (en) *	1965-07-07	1968-07-23	Int Flavors & Fragrances Inc	Roasted meat flavor and process for producing same
GB1224989A (en) *	1967-09-22	1971-03-10	Unilever Ltd	Meat flavoured products

1968
- 1968-07-01 GB GB31378/68A patent/GB1283912A/en not_active Expired
1969
- 1969-06-25 IE IE868/69A patent/IE33378B1/xx unknown
- 1969-06-25 CA CA055296A patent/CA931152A/en not_active Expired
- 1969-06-26 US US836968A patent/US3697295A/en not_active Expired - Lifetime
- 1969-06-26 ZA ZA694539*A patent/ZA694539B/xx unknown
- 1969-06-27 SE SE7208894A patent/SE400456B/xx unknown
- 1969-06-27 NO NO2704/69A patent/NO133688C/no unknown
- 1969-06-27 IT IT52426/69A patent/IT1050453B/it active
- 1969-06-27 DE DE1932799A patent/DE1932799C3/de not_active Expired
- 1969-06-27 CH CH993069A patent/CH541296A/de not_active IP Right Cessation
- 1969-06-27 IT IT52425/69A patent/IT1036020B/it active
- 1969-06-27 ZA ZA694568*A patent/ZA694568B/xx unknown
- 1969-06-27 DK DK351969AA patent/DK145922B/da not_active Application Discontinuation
- 1969-06-27 CA CA055,531A patent/CA1035777A/en not_active Expired
- 1969-06-27 BE BE735341D patent/BE735341A/xx not_active IP Right Cessation
- 1969-06-27 US US04/838,053 patent/US4020170A/en not_active Expired - Lifetime
- 1969-06-27 CH CH992969A patent/CH552348A/de not_active IP Right Cessation
- 1969-06-27 BE BE735342D patent/BE735342A/xx not_active IP Right Cessation
- 1969-06-27 SE SE6909221*A patent/SE372939B/xx unknown
- 1969-06-27 SE SE6909222A patent/SE416016B/sv unknown
- 1969-06-27 AT AT615369A patent/AT303020B/de not_active IP Right Cessation
- 1969-06-30 FR FR6922061A patent/FR2012073A1/fr active Pending
- 1969-06-30 ES ES368983A patent/ES368983A1/es not_active Expired
- 1969-06-30 DK DK354569AA patent/DK140783B/da unknown
- 1969-06-30 ES ES368982A patent/ES368982A1/es not_active Expired
- 1969-06-30 NO NO2733/69A patent/NO132480C/no unknown
- 1969-06-30 FR FR6922062A patent/FR2012074A1/fr active Pending
- 1969-06-30 IE IE886/69A patent/IE33182B1/xx unknown
- 1969-07-01 NL NL6910103.A patent/NL150663C/xx not_active IP Right Cessation
- 1969-07-01 JP JP44052109A patent/JPS4824268B1/ja active Pending
- 1969-07-01 NL NL696910102A patent/NL150120B/xx not_active IP Right Cessation

Also Published As

Publication number	Publication date
FR2012073A1 (de)	1970-03-13
ES368983A1 (es)	1971-04-01
CA931152A (en)	1973-07-31
NO133688B (de)	1976-03-08
BE735341A (de)	1969-12-29
IE33182L (en)	1970-01-01
FR2012074A1 (de)	1970-03-13
DE1932799A1 (de)	1970-01-08
IE33378B1 (en)	1974-06-12
IT1050453B (it)	1981-03-10
ZA694539B (en)	1971-02-24
GB1283912A (en)	1972-08-02
IE33378L (en)	1970-01-01
NL150663C (nl)	1981-05-15
NL6910103A (de)	1970-01-05
CA1035777A (en)	1978-08-01
CH541296A (de)	1973-09-15
DE1932799B2 (de)	1977-02-03
ZA694568B (en)	1971-02-24
IT1036020B (it)	1979-10-30
DK140783B (da)	1979-11-19
DE1932799C3 (de)	1986-01-09
BE735342A (de)	1969-12-29
JPS4824268B1 (de)	1973-07-19
NL150120B (nl)	1976-07-15
CH552348A (de)	1974-08-15
SE400456B (sv)	1978-04-03
NO132480B (de)	1975-08-11
SE416016B (sv)	1980-11-24
DE1932800B2 (de)	1977-05-05
US4020170A (en)	1977-04-26
NO132480C (de)	1975-11-19
US3697295A (en)	1972-10-10
NL6910102A (de)	1970-01-05
SE372939B (de)	1975-01-20
NO133688C (de)	1976-06-16
IE33182B1 (en)	1974-04-17
NL150663B (nl)	1976-09-15
ES368982A1 (es)	1971-07-16
AT303020B (de)	1972-11-10
DK140783C (de)	1980-04-14
DE1932800A1 (de)	1970-01-08

Publication	Publication Date	Title
DK145922B (da)	1983-04-18	Aromastoffer
US4080367A (en)	1978-03-21	Flavoring substances
US3769040A (en)	1973-10-30	Substituted thiazoles in flavoring processes and products produced thereby
US4380655A (en)	1983-04-19	Novel sulfur-containing flavoring agents
US4134901A (en)	1979-01-16	Flavoring substances
US4464409A (en)	1984-08-07	Process for preparing 4-hydroxy-5-methyl-2,3-dihydro-furanone-3 and changing organoleptic properties of foods
DE2336356A1 (de)	1974-02-07	Geschmacks- und aromabeeinflussung mit einer 5- oder 6-gliedrigen heterozyklischen dithioverbindung
US3904655A (en)	1975-09-09	Process for the preparation of a flavor substance by reacting a 4-oxy-5-alkyl-3-furanone with a hydrogen sulfide liberating substance
NO122571B (de)	1971-07-12
US3891710A (en)	1975-06-24	Novel 3-thia alkane-1,4-diones
US3985907A (en)	1976-10-12	Novel 3-furyl beta oxoalkyl sulfides, processes for producing same and methods for using same for altering the organoleptic properties of foodstuffs
AT340748B (de)	1977-12-27	Verfahren zur aromatisierung von lebensmitteln
US3836563A (en)	1974-09-17	3-thioacetyl or benzoyl-alkane-1,4-diones
US3872111A (en)	1975-03-18	Esters of 3-furanthiols
US4228278A (en)	1980-10-14	Preparation of 2,4,6-tri-isobutyl dihydro-1,3,5-dithiazine
US4031256A (en)	1977-06-21	Foodstuff flavor compositions comprising 3-furyl alkyl sulfides and processes
JPS5941701B2 (ja)	1984-10-09	食品の付香方法
DE1932800C3 (de)	1978-01-12	Aromasubstanzen und deren Verwendung zum Aromatisieren von Lebensmitteln
US4041186A (en)	1977-08-09	Flavoring with (2-methyl-3-furyl)(methylthiomethyl) sulfide
US3787473A (en)	1974-01-22	Thioether substituted thiolcarbonates
US4259507A (en)	1981-03-31	3,5-Di-(2-methylpropyl)-1,2,4-trithiolane and uses thereof for augmenting or enhancing the flavor or aroma of a foodstuff
US4020175A (en)	1977-04-26	Certain 3-furyl sulfides
US4073957A (en)	1978-02-14	Spiro-1,2,4-trithiolan containing flavoring agents and method of use
US4263331A (en)	1981-04-21	Flavoring with mixture of 2,5-dimethyl-3-acetyl-furan and 3,5-di-(2-methylpropyl)-1,2,4-trithiolane
US3922288A (en)	1975-11-25	Processes for producing 3-thia furans and 3-furan thiols

Legal Events

Date	Code	Title	Description
1986-03-03	PHB	Application deemed withdrawn due to non-payment or other reasons