JP2008511708A - 色素の可溶化方法、色素組成物およびその使用方法 - Google Patents
色素の可溶化方法、色素組成物およびその使用方法 Download PDFInfo
- Publication number
- JP2008511708A JP2008511708A JP2007528847A JP2007528847A JP2008511708A JP 2008511708 A JP2008511708 A JP 2008511708A JP 2007528847 A JP2007528847 A JP 2007528847A JP 2007528847 A JP2007528847 A JP 2007528847A JP 2008511708 A JP2008511708 A JP 2008511708A
- Authority
- JP
- Japan
- Prior art keywords
- oil
- dye
- edible
- water
- soluble
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 58
- 238000000034 method Methods 0.000 title claims abstract description 45
- 238000005063 solubilization Methods 0.000 title description 16
- 230000007928 solubilization Effects 0.000 title description 16
- 239000003921 oil Substances 0.000 claims abstract description 53
- 239000000049 pigment Substances 0.000 claims abstract description 47
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 36
- 239000008188 pellet Substances 0.000 claims abstract description 35
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 20
- 238000000605 extraction Methods 0.000 claims abstract description 18
- 239000007787 solid Substances 0.000 claims abstract description 17
- 239000008157 edible vegetable oil Substances 0.000 claims abstract description 16
- 238000002360 preparation method Methods 0.000 claims abstract description 15
- 230000003381 solubilizing effect Effects 0.000 claims abstract description 11
- 241001465754 Metazoa Species 0.000 claims abstract description 10
- 239000002243 precursor Substances 0.000 claims abstract description 10
- 238000002156 mixing Methods 0.000 claims abstract description 7
- 125000002252 acyl group Chemical group 0.000 claims abstract description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 3
- 235000019198 oils Nutrition 0.000 claims description 49
- 239000000975 dye Substances 0.000 claims description 41
- 235000013793 astaxanthin Nutrition 0.000 claims description 27
- 239000001168 astaxanthin Substances 0.000 claims description 27
- 229940022405 astaxanthin Drugs 0.000 claims description 27
- JEBFVOLFMLUKLF-IFPLVEIFSA-N Astaxanthin Natural products CC(=C/C=C/C(=C/C=C/C1=C(C)C(=O)C(O)CC1(C)C)/C)C=CC=C(/C)C=CC=C(/C)C=CC2=C(C)C(=O)C(O)CC2(C)C JEBFVOLFMLUKLF-IFPLVEIFSA-N 0.000 claims description 26
- MQZIGYBFDRPAKN-ZWAPEEGVSA-N astaxanthin Chemical compound C([C@H](O)C(=O)C=1C)C(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)C(=O)[C@@H](O)CC1(C)C MQZIGYBFDRPAKN-ZWAPEEGVSA-N 0.000 claims description 26
- 239000004094 surface-active agent Substances 0.000 claims description 24
- 239000004359 castor oil Substances 0.000 claims description 22
- 235000019438 castor oil Nutrition 0.000 claims description 22
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 22
- FDSDTBUPSURDBL-LOFNIBRQSA-N canthaxanthin Chemical compound CC=1C(=O)CCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)C(=O)CCC1(C)C FDSDTBUPSURDBL-LOFNIBRQSA-N 0.000 claims description 18
- 150000002148 esters Chemical group 0.000 claims description 10
- OOUTWVMJGMVRQF-DOYZGLONSA-N Phoenicoxanthin Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C(=O)C(O)CC1(C)C)C=CC=C(/C)C=CC2=C(C)C(=O)CCC2(C)C OOUTWVMJGMVRQF-DOYZGLONSA-N 0.000 claims description 9
- 235000012682 canthaxanthin Nutrition 0.000 claims description 9
- 239000001659 canthaxanthin Substances 0.000 claims description 9
- 229940008033 canthaxanthin Drugs 0.000 claims description 9
- 235000021323 fish oil Nutrition 0.000 claims description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
- 238000011049 filling Methods 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 6
- 230000008018 melting Effects 0.000 claims description 6
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 5
- 235000021466 carotenoid Nutrition 0.000 claims description 5
- 150000001747 carotenoids Chemical group 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 239000003549 soybean oil Substances 0.000 claims description 4
- 235000012424 soybean oil Nutrition 0.000 claims description 4
- DNISEZBAYYIQFB-PHDIDXHHSA-N (2r,3r)-2,3-diacetyloxybutanedioic acid Chemical compound CC(=O)O[C@@H](C(O)=O)[C@H](C(O)=O)OC(C)=O DNISEZBAYYIQFB-PHDIDXHHSA-N 0.000 claims description 3
- 239000002285 corn oil Substances 0.000 claims description 2
- 235000005687 corn oil Nutrition 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 241000047703 Nonion Species 0.000 claims 1
- 239000003925 fat Substances 0.000 abstract description 33
- 235000019197 fats Nutrition 0.000 description 29
- 239000000047 product Substances 0.000 description 15
- 239000008187 granular material Substances 0.000 description 12
- 238000009472 formulation Methods 0.000 description 11
- 238000002474 experimental method Methods 0.000 description 10
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 9
- OENHQHLEOONYIE-UKMVMLAPSA-N all-trans beta-carotene Natural products CC=1CCCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C OENHQHLEOONYIE-UKMVMLAPSA-N 0.000 description 8
- 235000013734 beta-carotene Nutrition 0.000 description 8
- 239000011648 beta-carotene Substances 0.000 description 8
- TUPZEYHYWIEDIH-WAIFQNFQSA-N beta-carotene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2=CCCCC2(C)C TUPZEYHYWIEDIH-WAIFQNFQSA-N 0.000 description 8
- 229960002747 betacarotene Drugs 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 108091005804 Peptidases Proteins 0.000 description 6
- 239000004365 Protease Substances 0.000 description 6
- 150000001720 carbohydrates Chemical class 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 5
- 230000000975 bioactive effect Effects 0.000 description 5
- 235000014633 carbohydrates Nutrition 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 241000251468 Actinopterygii Species 0.000 description 4
- 108010010803 Gelatin Proteins 0.000 description 4
- 238000002835 absorbance Methods 0.000 description 4
- 235000019688 fish Nutrition 0.000 description 4
- 229920000159 gelatin Polymers 0.000 description 4
- 239000008273 gelatin Substances 0.000 description 4
- 235000019322 gelatine Nutrition 0.000 description 4
- 235000011852 gelatine desserts Nutrition 0.000 description 4
- 235000013372 meat Nutrition 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 3
- 108090000790 Enzymes Proteins 0.000 description 3
- 238000009360 aquaculture Methods 0.000 description 3
- 244000144974 aquaculture Species 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 238000006911 enzymatic reaction Methods 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 235000011069 sorbitan monooleate Nutrition 0.000 description 3
- 239000001593 sorbitan monooleate Substances 0.000 description 3
- 229940035049 sorbitan monooleate Drugs 0.000 description 3
- -1 starch Chemical class 0.000 description 3
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 2
- 239000001422 FEMA 4092 Substances 0.000 description 2
- UPYKUZBSLRQECL-UKMVMLAPSA-N Lycopene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1C(=C)CCCC1(C)C)C=CC=C(/C)C=CC2C(=C)CCCC2(C)C UPYKUZBSLRQECL-UKMVMLAPSA-N 0.000 description 2
- 235000019482 Palm oil Nutrition 0.000 description 2
- 241001125048 Sardina Species 0.000 description 2
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 2
- 235000019486 Sunflower oil Nutrition 0.000 description 2
- ANVAOWXLWRTKGA-XHGAXZNDSA-N all-trans-alpha-carotene Chemical compound CC=1CCCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1C(C)=CCCC1(C)C ANVAOWXLWRTKGA-XHGAXZNDSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 2
- 150000001746 carotenes Chemical class 0.000 description 2
- 235000005473 carotenes Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000002255 enzymatic effect Effects 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 235000010445 lecithin Nutrition 0.000 description 2
- 239000000787 lecithin Substances 0.000 description 2
- 229940067606 lecithin Drugs 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000004006 olive oil Substances 0.000 description 2
- 235000008390 olive oil Nutrition 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 2
- 229920000053 polysorbate 80 Polymers 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 235000019512 sardine Nutrition 0.000 description 2
- 239000002600 sunflower oil Substances 0.000 description 2
- KBPHJBAIARWVSC-XQIHNALSSA-N trans-lutein Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C(=CC(O)CC2(C)C)C KBPHJBAIARWVSC-XQIHNALSSA-N 0.000 description 2
- 235000013343 vitamin Nutrition 0.000 description 2
- 239000011782 vitamin Substances 0.000 description 2
- 229940088594 vitamin Drugs 0.000 description 2
- 229930003231 vitamin Natural products 0.000 description 2
- 150000003735 xanthophylls Chemical class 0.000 description 2
- 235000008210 xanthophylls Nutrition 0.000 description 2
- DMASLKHVQRHNES-UPOGUZCLSA-N (3R)-beta,beta-caroten-3-ol Chemical compound C([C@H](O)CC=1C)C(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C DMASLKHVQRHNES-UPOGUZCLSA-N 0.000 description 1
- JKQXZKUSFCKOGQ-JLGXGRJMSA-N (3R,3'R)-beta,beta-carotene-3,3'-diol Chemical compound C([C@H](O)CC=1C)C(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)C[C@@H](O)CC1(C)C JKQXZKUSFCKOGQ-JLGXGRJMSA-N 0.000 description 1
- 241000273930 Brevoortia tyrannus Species 0.000 description 1
- 241000238366 Cephalopoda Species 0.000 description 1
- 241000252203 Clupea harengus Species 0.000 description 1
- 229920002261 Corn starch Polymers 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- 102000002322 Egg Proteins Human genes 0.000 description 1
- 108010000912 Egg Proteins Proteins 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- JEVVKJMRZMXFBT-XWDZUXABSA-N Lycophyll Natural products OC/C(=C/CC/C(=C\C=C\C(=C/C=C/C(=C\C=C\C=C(/C=C/C=C(\C=C\C=C(/CC/C=C(/CO)\C)\C)/C)\C)/C)\C)/C)/C JEVVKJMRZMXFBT-XWDZUXABSA-N 0.000 description 1
- 241000277334 Oncorhynchus Species 0.000 description 1
- 241001282110 Pagrus major Species 0.000 description 1
- 102000035195 Peptidases Human genes 0.000 description 1
- 241000277331 Salmonidae Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241000187392 Streptomyces griseus Species 0.000 description 1
- JKQXZKUSFCKOGQ-LQFQNGICSA-N Z-zeaxanthin Natural products C([C@H](O)CC=1C)C(C)(C)C=1C=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC1=C(C)C[C@@H](O)CC1(C)C JKQXZKUSFCKOGQ-LQFQNGICSA-N 0.000 description 1
- QOPRSMDTRDMBNK-RNUUUQFGSA-N Zeaxanthin Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCC(O)C1(C)C)C=CC=C(/C)C=CC2=C(C)CC(O)CC2(C)C QOPRSMDTRDMBNK-RNUUUQFGSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- JKQXZKUSFCKOGQ-LOFNIBRQSA-N all-trans-Zeaxanthin Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2=C(C)CC(O)CC2(C)C JKQXZKUSFCKOGQ-LOFNIBRQSA-N 0.000 description 1
- NBZANZVJRKXVBH-ITUXNECMSA-N all-trans-alpha-cryptoxanthin Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C(=CCCC2(C)C)C NBZANZVJRKXVBH-ITUXNECMSA-N 0.000 description 1
- 239000011795 alpha-carotene Substances 0.000 description 1
- 235000003903 alpha-carotene Nutrition 0.000 description 1
- ANVAOWXLWRTKGA-HLLMEWEMSA-N alpha-carotene Natural products C(=C\C=C\C=C(/C=C/C=C(\C=C\C=1C(C)(C)CCCC=1C)/C)\C)(\C=C\C=C(/C=C/[C@H]1C(C)=CCCC1(C)C)\C)/C ANVAOWXLWRTKGA-HLLMEWEMSA-N 0.000 description 1
- 239000003674 animal food additive Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- MQZIGYBFDRPAKN-UWFIBFSHSA-N astaxanthin Chemical compound C([C@H](O)C(=O)C=1C)C(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)C(=O)[C@@H](O)CC1(C)C MQZIGYBFDRPAKN-UWFIBFSHSA-N 0.000 description 1
- 150000001514 astaxanthins Chemical class 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 125000001409 beta-carotene group Chemical group 0.000 description 1
- 235000002360 beta-cryptoxanthin Nutrition 0.000 description 1
- 239000011774 beta-cryptoxanthin Substances 0.000 description 1
- DMASLKHVQRHNES-ITUXNECMSA-N beta-cryptoxanthin Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2=C(C)CCCC2(C)C DMASLKHVQRHNES-ITUXNECMSA-N 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 235000013345 egg yolk Nutrition 0.000 description 1
- 210000002969 egg yolk Anatomy 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229940013317 fish oils Drugs 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 230000007407 health benefit Effects 0.000 description 1
- 235000019514 herring Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000012680 lutein Nutrition 0.000 description 1
- 239000001656 lutein Substances 0.000 description 1
- KBPHJBAIARWVSC-RGZFRNHPSA-N lutein Chemical compound C([C@H](O)CC=1C)C(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C KBPHJBAIARWVSC-RGZFRNHPSA-N 0.000 description 1
- 229960005375 lutein Drugs 0.000 description 1
- ORAKUVXRZWMARG-WZLJTJAWSA-N lutein Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2C(=CC(O)CC2(C)C)C ORAKUVXRZWMARG-WZLJTJAWSA-N 0.000 description 1
- 235000012661 lycopene Nutrition 0.000 description 1
- 239000001751 lycopene Substances 0.000 description 1
- OAIJSZIZWZSQBC-GYZMGTAESA-N lycopene Chemical compound CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C OAIJSZIZWZSQBC-GYZMGTAESA-N 0.000 description 1
- 229960004999 lycopene Drugs 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 235000015277 pork Nutrition 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000003899 tartaric acid esters Chemical class 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
- FJHBOVDFOQMZRV-XQIHNALSSA-N xanthophyll Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C=C(C)C(O)CC2(C)C FJHBOVDFOQMZRV-XQIHNALSSA-N 0.000 description 1
- 235000010930 zeaxanthin Nutrition 0.000 description 1
- 239000001775 zeaxanthin Substances 0.000 description 1
- 229940043269 zeaxanthin Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/005—Edible oil or fat compositions containing an aqueous phase, e.g. margarines characterised by ingredients other than fatty acid triglycerides
- A23D7/0053—Compositions other than spreads
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/01—Other fatty acid esters, e.g. phosphatides
- A23D7/011—Compositions other than spreads
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
- A23D9/007—Other edible oils or fats, e.g. shortenings or cooking oils characterised by ingredients other than fatty acid triglycerides
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
- A23D9/007—Other edible oils or fats, e.g. shortenings or cooking oils characterised by ingredients other than fatty acid triglycerides
- A23D9/013—Other fatty acid esters, e.g. phosphatides
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/105—Aliphatic or alicyclic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/158—Fatty acids; Fats; Products containing oils or fats
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/179—Colouring agents, e.g. pigmenting or dyeing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Medicinal Preparation (AREA)
- Fodder In General (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Feed For Specific Animals (AREA)
- Edible Oils And Fats (AREA)
Abstract
【選択図】なし
Description
a)色素を含有する固形調製物を水、食用油または食用脂肪を含有する抽出媒体、および少なくとも6の炭素原子を有するヒドロカルビル基、アシル基、置換ヒドロカルビル基または置換アシル基を有する非イオン界面活性剤と混合すること、並びに
b)任意的に、該得られた混合物を遠心分離し、油相を分離すること
の段階を含む、油溶性色素を含有する固形調製物の抽出によって、該油溶性色素を油または脂肪中へと可溶化する方法に関する。
a)コーティングされた色素が4〜100℃の温度において水中で撹拌され、得られた混合物に、非イオン界面活性剤を含んでいる食用油または食用脂肪が、該油または脂肪の融点〜100℃の温度で撹拌下に添加されること、または
コーティングされた色素および非イオン界面活性剤が4〜100℃の温度において水中で撹拌され、該色素−界面活性剤混合物に、食用油または食用脂肪が、該油または脂肪の融点〜100℃の温度で撹拌下に添加されること、
b)任意的に、得られた混合物が遠心分離され、油相が分離されること、および
c)段階a)で得られた混合物または段階b)で得られた分離された油相が、多孔性飼料ペレット前駆体に添加されて、飼料ペレットが製造されること。
Claims (14)
- a)色素を含有する固形調製物を、水;食用油または食用脂肪を含有する抽出媒体;および、少なくとも6の炭素原子を有するヒドロカルビル基、アシル基、置換ヒドロカルビル基または置換アシル基を有する非イオン界面活性剤と混合すること、並びに
b)任意的に、該得られた混合物を遠心分離し、油相を分離すること
の段階を含む、油溶性色素を含有する固形調製物の抽出によって、該油溶性色素を油または脂肪中へと可溶化する方法。 - 色素を含有する固形調製物がコーティングされた色素であり、かつ、a)該コーティングされた色素が4〜100℃の温度において水中で撹拌され、得られた混合物に、非イオン界面活性剤を含んでいる食用油または食用脂肪が、該油または脂肪の融点〜100℃の温度で撹拌下に添加される、または、該コーティングされた色素および非イオン界面活性剤が4〜100℃の温度において水中で撹拌され、該色素−界面活性剤混合物に、食用油または食用脂肪が、該油または脂肪の融点〜100℃の温度で撹拌下に添加される、請求項1に従う方法。
- 非イオン界面活性剤が、エステル、エステルのアルコキシレートまたはアルコールのアルコキシレートである、請求項1または2に従う方法。
- 界面活性剤が、エチレンオキシド2〜25モルを有するヒマシ油エトキシレートまたはモノおよび/若しくはジグリセリドのジアセチル酒石酸エステルである、請求項3に従う方法。
- 色素がカロテノイドである、請求項1〜4のいずれか1項に従う方法。
- 色素が、アスタキサンチン、カンタキサンチンおよびβ−カロチンの群から選択される、請求項1〜5のいずれか1項に従う方法。
- 請求項1〜4のいずれか1項に従う非イオン界面活性剤の1以上0.25〜15重量%、1以上の油溶性色素0.0005〜1重量%、および他の成分、たとえば水0〜20重量%を含んでいる、食用油組成物または食用脂肪組成物。
- 色素がカロテノイドである、請求項7に従う組成物。
- 油が、ヒマシ油、魚油、ナタネ油、トウモロコシ油およびダイズ油の群から選択される、請求項7または8に従う組成物。
- 請求項1〜6のいずれか1項で得られた可溶化された油溶性色素と多孔性飼料ペレット前駆体とを一緒にすることによって、飼料ペレットを製造する方法。
- エステル、エステルのアルコキシレートまたはアルコールのアルコキシレートである非イオン界面活性剤を、食用油中への油溶性色素の可溶化剤として使用する方法。
- 請求項11に従う界面活性剤を使用する方法において、該界面活性剤が、エチレンオキシド2〜25モルを有するヒマシ油エトキシレートまたはモノおよび/若しくはジグリセリドのジアセチル酒石酸エステルである、上記方法。
- 動物飼料用ペレットの製造のために、請求項7〜9のいずれか1項に従う組成物を使用する方法。
- 請求項7〜9のいずれか1項に従う組成物を飼料ペレット前駆体に充填することによって得られたものであり、かつ油の量が該充填された飼料ペレットの1〜50重量%であることを特徴とするペレット組成物。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP04077425 | 2004-08-31 | ||
PCT/EP2005/054145 WO2006024620A1 (en) | 2004-08-31 | 2005-08-24 | Method for pigment solubilisation, a pigment composition and its use |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2008511708A true JP2008511708A (ja) | 2008-04-17 |
JP2008511708A5 JP2008511708A5 (ja) | 2008-10-02 |
Family
ID=34928481
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2007528847A Pending JP2008511708A (ja) | 2004-08-31 | 2005-08-24 | 色素の可溶化方法、色素組成物およびその使用方法 |
Country Status (10)
Country | Link |
---|---|
US (1) | US20080044538A1 (ja) |
EP (1) | EP1786274A1 (ja) |
JP (1) | JP2008511708A (ja) |
CN (1) | CN101005768B (ja) |
AU (1) | AU2005279201B2 (ja) |
BR (1) | BRPI0515122A (ja) |
CA (1) | CA2578903A1 (ja) |
MX (1) | MX2007002374A (ja) |
NO (1) | NO333623B1 (ja) |
WO (1) | WO2006024620A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009540846A (ja) * | 2006-06-27 | 2009-11-26 | アクゾ ノーベル ナムローゼ フェンノートシャップ | ビタミンを含む組成物及び強化飼料及びパーソナルケア組成物を作る為にそれらを使用する方法 |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4969370B2 (ja) | 2007-08-29 | 2012-07-04 | Jx日鉱日石エネルギー株式会社 | カロテノイドの製造方法 |
EP2461700B1 (en) | 2009-08-06 | 2016-04-20 | Anitox Corporation | Water and feed preservative |
AU2009351659B2 (en) * | 2009-08-31 | 2014-07-10 | Anitox Corporation | Improved method for conditioning animal feed |
ITMI20111050A1 (it) | 2011-06-10 | 2012-12-11 | Sevecom Spa | Uso di emulsionanti in associazione con oleine vegetali in un alimento per animali. |
TWI571207B (zh) | 2011-06-26 | 2017-02-21 | 安麗托克斯公司 | 用於條件化動物飼料之寒冷天氣調配物 |
EP2785205B1 (en) | 2011-11-30 | 2020-12-30 | Anitox Corporation | Antimicrobial mixture of aldehydes, organic acids and organic acid esters |
WO2016012881A1 (en) | 2014-07-21 | 2016-01-28 | Sevecom S.P.A. | Powdered emulsion for animal feed |
US20180014557A1 (en) * | 2015-02-02 | 2018-01-18 | Benemilk Oy | Animal feed composition and method of making same |
USD806351S1 (en) | 2016-09-06 | 2018-01-02 | Mars, Incorporated | Food product |
USD805728S1 (en) | 2016-09-06 | 2017-12-26 | Mars, Incorporated | Food product |
GB201701417D0 (en) | 2017-01-27 | 2017-03-15 | Mars Inc | Pet food |
CN110934758A (zh) * | 2018-09-21 | 2020-03-31 | 上海睿泰生物科技股份有限公司 | 雨生红球藻提取的高纯度虾红素在不同剂型化妆品中的应用 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5224535B2 (ja) * | 1974-01-24 | 1977-07-01 | ||
JPS63196242A (ja) * | 1987-01-24 | 1988-08-15 | バスフ・アクチェンゲゼルシャフト | 粉末状の水に分散しうるカロチノイド製剤及びその製法 |
JPH09157159A (ja) * | 1995-12-11 | 1997-06-17 | Lion Corp | カロチノイド含有組成物 |
JPH10182493A (ja) * | 1996-12-20 | 1998-07-07 | Basf Ag | 食品および医薬製剤を着色するための、可溶化したカロテノイド製剤の使用 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2756177A (en) * | 1953-03-09 | 1956-07-24 | Hoffmann La Roche | Process for making fat-soluble vitamin active powder |
DE3237814A1 (de) * | 1982-10-12 | 1984-04-12 | Warner-Lambert Co., 07950 Morris Plains, N.J. | Wasserfreie emulsionen und verwendung derselben |
FI920646A0 (fi) * | 1989-08-17 | 1992-02-14 | Cortecs Ltd | Farmaceutiska preparat. |
DE19609538A1 (de) * | 1996-03-11 | 1997-09-18 | Basf Ag | Feinverteilte Carotinoid- und Retinoidsuspensionen und Verfahren zu ihrer Herstellung |
GB9405304D0 (en) * | 1994-03-16 | 1994-04-27 | Scherer Ltd R P | Delivery systems for hydrophobic drugs |
SE502700C2 (sv) * | 1994-04-14 | 1995-12-11 | Berol Nobel Ab | Sätt att framställa ett djurfoder innehållande ricinoljeetoxilat, det framställda djurfodret och dess användning |
SE9401738D0 (sv) * | 1994-05-19 | 1994-05-19 | Ewos Ab | Bioactive feed |
SE9403484L (sv) * | 1994-10-13 | 1996-04-14 | Akzo Nobel | Djurfoder med förbättrat näringsvärde, förfarande för dess framställning och användning av en polyetylenglykolförening |
DK0807431T3 (da) * | 1996-05-14 | 2004-07-26 | Dsm Ip Assets Bv | Fremgangsmåde til fremstilling af carotenoidpræparater |
DE19649062A1 (de) * | 1996-11-27 | 1998-05-28 | Basf Ag | Flüssige, mit Öl mischbare Carotinoid-Zubereitungen |
NO309795B1 (no) * | 1998-07-01 | 2001-04-02 | Norsk Hydro As | FremgangsmOte for O stabilisere oljer samt anvendelse derav, fremgangsmOte for O stabilisere pigmenter, og fremgangsmOte for fremstilling av for |
GB2358862B (en) * | 1999-12-21 | 2004-07-21 | Fermentron Ltd | Processes for Extracting Carotenoids from Biomass Carotenoid Sources |
KR20050019088A (ko) * | 2002-05-30 | 2005-02-28 | 파레스 파머수티컬 리서치 엔.브이. | 지용성 조성물 |
WO2004021798A1 (es) * | 2002-09-03 | 2004-03-18 | Centro De Investigacion En Alimentacion Y Desarrollo A.C. | Metodo de preparacion de microcapsulas de astaxantina en quitosano y producto obtenido |
WO2004043163A2 (en) * | 2002-11-12 | 2004-05-27 | Water Solutions, Inc. | Process for extracting carotenoids from fruit and vegetable processing waste |
-
2005
- 2005-08-24 EP EP05787146A patent/EP1786274A1/en not_active Withdrawn
- 2005-08-24 US US11/660,347 patent/US20080044538A1/en not_active Abandoned
- 2005-08-24 WO PCT/EP2005/054145 patent/WO2006024620A1/en active Application Filing
- 2005-08-24 MX MX2007002374A patent/MX2007002374A/es active IP Right Grant
- 2005-08-24 CA CA002578903A patent/CA2578903A1/en not_active Abandoned
- 2005-08-24 BR BRPI0515122-8A patent/BRPI0515122A/pt not_active Application Discontinuation
- 2005-08-24 JP JP2007528847A patent/JP2008511708A/ja active Pending
- 2005-08-24 AU AU2005279201A patent/AU2005279201B2/en not_active Ceased
- 2005-08-24 CN CN2005800282473A patent/CN101005768B/zh not_active Expired - Fee Related
-
2007
- 2007-02-21 NO NO20070982A patent/NO333623B1/no not_active IP Right Cessation
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5224535B2 (ja) * | 1974-01-24 | 1977-07-01 | ||
JPS63196242A (ja) * | 1987-01-24 | 1988-08-15 | バスフ・アクチェンゲゼルシャフト | 粉末状の水に分散しうるカロチノイド製剤及びその製法 |
JPH09157159A (ja) * | 1995-12-11 | 1997-06-17 | Lion Corp | カロチノイド含有組成物 |
JPH10182493A (ja) * | 1996-12-20 | 1998-07-07 | Basf Ag | 食品および医薬製剤を着色するための、可溶化したカロテノイド製剤の使用 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009540846A (ja) * | 2006-06-27 | 2009-11-26 | アクゾ ノーベル ナムローゼ フェンノートシャップ | ビタミンを含む組成物及び強化飼料及びパーソナルケア組成物を作る為にそれらを使用する方法 |
Also Published As
Publication number | Publication date |
---|---|
US20080044538A1 (en) | 2008-02-21 |
CA2578903A1 (en) | 2006-03-09 |
BRPI0515122A (pt) | 2008-07-08 |
WO2006024620A1 (en) | 2006-03-09 |
AU2005279201B2 (en) | 2011-08-04 |
CN101005768B (zh) | 2012-07-11 |
CN101005768A (zh) | 2007-07-25 |
MX2007002374A (es) | 2007-04-23 |
AU2005279201A1 (en) | 2006-03-09 |
EP1786274A1 (en) | 2007-05-23 |
NO333623B1 (no) | 2013-07-29 |
NO20070982L (no) | 2007-05-24 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
NO333623B1 (no) | Fremgangsmate for pigmentsolubilisering, en pigmentsammensetning og dens anvendelse | |
US7435846B2 (en) | Absorption and bioavailability of carotenoids, formulations and applications | |
EP1250058B1 (en) | Marine lipid composition for feeding aquatic organisms | |
US5780056A (en) | Microcapsules of the multi-core structure containing natural carotenoid | |
CN101396068B (zh) | 类胡萝卜素制剂及其应用和包含该制剂的饲料及其制备方法 | |
US20090191312A1 (en) | Novel stabilized carotenoid compositions | |
AU2017274414B2 (en) | Fish feed prepared from oilseed plants producing omega-3 fatty acids | |
JP2002500868A (ja) | 稚魚に不可欠な栄養素で生飼料を栄養強化する方法 | |
EP2403362B1 (de) | Pulverförmige zusammensetzungen von astaxanthin-derivaten ii | |
EP2403360B1 (de) | Formulierung von astaxanthin-derivaten und deren verwendung iii | |
JP2008511708A5 (ja) | ||
JP4172849B2 (ja) | キサントフィル結晶の製造方法 | |
EP2599485B1 (en) | Fat-containing composition and oral formulation containing same | |
JPH07289885A (ja) | マイクロカプセル化酵母、その製造法、並びにそれを含有してなる飼料 | |
JP2765694B2 (ja) | 酸化感受性化合物の安定な組成物 | |
AU2002336971B2 (en) | Novel stabilized carotenoid compositions | |
Bennion et al. | Baking fats | |
HK1145945A (en) | Water-dispersable carotenoid formulation | |
MXPA97008439A (en) | Procedure for the isomerization of lutein to zeaxanthin, and the product obtained with me | |
BE571438A (ja) |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20080812 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20080812 |
|
RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20090731 |
|
RD03 | Notification of appointment of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7423 Effective date: 20090722 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20100818 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20100824 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20110712 |