JPH0424992B2 - - Google Patents

Info

Publication number: JPH0424992B2
Authority: JP; Japan
Prior art keywords: valine; isopropylhydantoin; carbamoyl; reaction; producing
Prior art date: 1984-08-14
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.): Expired

Application number

JP16886684A

Other languages

English (en)

Japanese (ja)

Other versions

JPS6147194A (ja

Inventor

Masao Shimada

Yoshuki Asai

Kenichi Ishiwatari

Shinichiro Tawaki

Teruyoshi Nakamura

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Mitsui Toatsu Chemicals Inc

Original Assignee

Mitsui Toatsu Chemicals Inc

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.)

1984-08-14

Filing date

1984-08-14

Publication date

1992-04-28

1984-08-14 Application filed by Mitsui Toatsu Chemicals Inc filed Critical Mitsui Toatsu Chemicals Inc

1984-08-14 Priority to JP16886684A priority Critical patent/JPS6147194A/ja

1986-03-07 Publication of JPS6147194A publication Critical patent/JPS6147194A/ja

1992-04-28 Publication of JPH0424992B2 publication Critical patent/JPH0424992B2/ja

Status Granted legal-status Critical Current

Links

KZSNJWFQEVHDMF-SCSAIBSYSA-N D-valine Chemical compound CC(C)[C@@H](N)C(O)=O KZSNJWFQEVHDMF-SCSAIBSYSA-N 0.000 claims description 17
229930182831 D-valine Natural products 0.000 claims description 17
244000005700 microbiome Species 0.000 claims description 12
238000004519 manufacturing process Methods 0.000 claims description 7
LTJKEWJBNJGKCM-UHFFFAOYSA-N 1-propan-2-ylimidazolidine-2,4-dione Chemical compound CC(C)N1CC(=O)NC1=O LTJKEWJBNJGKCM-UHFFFAOYSA-N 0.000 claims description 6
KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims description 3
KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 claims description 3
239000004474 valine Substances 0.000 claims description 3
210000004748 cultured cell Anatomy 0.000 claims description 2
238000006243 chemical reaction Methods 0.000 description 10
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
JDXMIYHOSFNZKO-SCSAIBSYSA-N N-carbamoyl-D-valine Chemical compound CC(C)[C@H](C(O)=O)NC(N)=O JDXMIYHOSFNZKO-SCSAIBSYSA-N 0.000 description 8
230000001580 bacterial effect Effects 0.000 description 5
210000004027 cell Anatomy 0.000 description 5
238000000034 method Methods 0.000 description 5
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
229910052799 carbon Inorganic materials 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
239000002994 raw material Substances 0.000 description 4
241000894006 Bacteria Species 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
239000006285 cell suspension Substances 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
239000000243 solution Substances 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
238000005119 centrifugation Methods 0.000 description 2
239000000284 extract Substances 0.000 description 2
239000001963 growth medium Substances 0.000 description 2
239000000203 mixture Substances 0.000 description 2
230000003287 optical effect Effects 0.000 description 2
125000001477 organic nitrogen group Chemical group 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
235000002639 sodium chloride Nutrition 0.000 description 2
238000003756 stirring Methods 0.000 description 2
239000000126 substance Substances 0.000 description 2
239000000758 substrate Substances 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
239000005695 Ammonium acetate Substances 0.000 description 1
ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
241000222120 Candida <Saccharomycetales> Species 0.000 description 1
102000004190 Enzymes Human genes 0.000 description 1
108090000790 Enzymes 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
JDXMIYHOSFNZKO-UHFFFAOYSA-N N-carbamoylvaline Chemical compound CC(C)C(C(O)=O)NC(N)=O JDXMIYHOSFNZKO-UHFFFAOYSA-N 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
241000192000 Trigonopsis vinaria Species 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
238000005273 aeration Methods 0.000 description 1
239000003905 agrochemical Substances 0.000 description 1
WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
229940043376 ammonium acetate Drugs 0.000 description 1
235000019257 ammonium acetate Nutrition 0.000 description 1
239000001099 ammonium carbonate Substances 0.000 description 1
235000012501 ammonium carbonate Nutrition 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
229910052921 ammonium sulfate Inorganic materials 0.000 description 1
235000011130 ammonium sulphate Nutrition 0.000 description 1
239000007864 aqueous solution Substances 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
229940041514 candida albicans extract Drugs 0.000 description 1
150000001720 carbohydrates Chemical class 0.000 description 1
235000014633 carbohydrates Nutrition 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
235000005822 corn Nutrition 0.000 description 1
238000012258 culturing Methods 0.000 description 1
ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
229910000396 dipotassium phosphate Inorganic materials 0.000 description 1
235000019797 dipotassium phosphate Nutrition 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
230000000694 effects Effects 0.000 description 1
235000003891 ferrous sulphate Nutrition 0.000 description 1
239000011790 ferrous sulphate Substances 0.000 description 1
229930182830 galactose Natural products 0.000 description 1
239000008103 glucose Substances 0.000 description 1
230000003100 immobilizing effect Effects 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
238000002955 isolation Methods 0.000 description 1
238000004811 liquid chromatography Methods 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
235000012054 meals Nutrition 0.000 description 1
235000013372 meat Nutrition 0.000 description 1
239000002609 medium Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
235000013379 molasses Nutrition 0.000 description 1
229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
235000019796 monopotassium phosphate Nutrition 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
239000002504 physiological saline solution Substances 0.000 description 1
239000001103 potassium chloride Substances 0.000 description 1
235000011164 potassium chloride Nutrition 0.000 description 1
230000006340 racemization Effects 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008107 starch Substances 0.000 description 1
239000012138 yeast extract Substances 0.000 description 1

Landscapes

Preparation Of Compounds By Using Micro-Organisms (AREA)

JP16886684A 1984-08-14 1984-08-14 Ｎ−カルバモイル−ｄ−バリンまたはｄ−バリンの製造法 Granted JPS6147194A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP16886684A JPS6147194A (ja)	1984-08-14	1984-08-14	Ｎ−カルバモイル−ｄ−バリンまたはｄ−バリンの製造法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP16886684A JPS6147194A (ja)	1984-08-14	1984-08-14	Ｎ−カルバモイル−ｄ−バリンまたはｄ−バリンの製造法

Publications (2)

Publication Number	Publication Date
JPS6147194A JPS6147194A (ja)	1986-03-07
JPH0424992B2 true JPH0424992B2 (de)	1992-04-28

Family

ID=15876013

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP16886684A Granted JPS6147194A (ja)	1984-08-14	1984-08-14	Ｎ−カルバモイル−ｄ−バリンまたはｄ−バリンの製造法

Country Status (1)

Country	Link
JP (1)	JPS6147194A (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP1852510A4 (de)	2005-01-31	2009-11-11	Kaneka Corp	5-substituiertes-hydantoin-racemase, dafür codierende dna, rekombinante dna, transformierte zelle und verfahren zur herstellung optisch aktiver n-carbamylaminosäure oder optisch aktiver aminosäure
CN103667088B (zh) *	2013-12-12	2016-01-13	大连工业大学	一种假丝酵母菌及一种微生物代谢制备d-缬氨酸的方法

1984
- 1984-08-14 JP JP16886684A patent/JPS6147194A/ja active Granted

Also Published As

Publication number	Publication date
JPS6147194A (ja)	1986-03-07

Publication	Publication Date	Title
JPH0424992B2 (de)	1992-04-28
JPH0155879B2 (de)	1989-11-28
US2443919A (en)	1948-06-22	Fermentation process for production of alpha-ketoglutaric acid
US3589982A (en)	1971-06-29	Production of l-asparaginase
JPS60145095A (ja)	1985-07-31	固定化微生物によるキシリト−ルの製造法
JPS5923794B2 (ja)	1984-06-05	ジヒドロキシアセトンの製造法
US3310475A (en)	1967-03-21	Method for producing l-aspartic acid
JP3030916B2 (ja)	2000-04-10	βーグルコオリゴ糖の製造方法
SU619508A1 (ru)	1978-08-15	Способ получени полинуклеотидов, обладающих полирибонуклеотидфосфорилазной активностью
JPH0591895A (ja)	1993-04-16	Ｄ−セリンの製造法
JPH01228490A (ja)	1989-09-12	糖リン酸の製造方法
JPS6117475B2 (de)	1986-05-07
JPS61242586A (ja)	1986-10-28	ケトパント酸塩または／およびケトパントラクトンの製造方法
JPS6057833B2 (ja)	1985-12-17	Ｌ−トリプトフアンの製造方法
JPS6219095A (ja)	1987-01-27	２−オキソ−オキサゾリジン−４−カルボン酸のラセミ化法
SU971877A1 (ru)	1982-11-07	Среда дл получени протеолитических ферментов
JPS5978697A (ja)	1984-05-07	５′−グアニル酸の製造法
JPH03228693A (ja)	1991-10-09	光学活性１，３―ブタンジオールの製法
JPS5939296A (ja)	1984-03-03	微生物を利用するｌ−トリプトフアンの製造法
JPH0353890A (ja)	1991-03-07	４‐ハロ‐３‐ヒドロキシブチロニトリルの製造法
JPS5840471B2 (ja)	1983-09-06	グルタミン酸脱水素酵素の製造法
JPH04316496A (ja)	1992-11-06	（ｒ）−（＋）−３−ハロ乳酸の製造法
JPS6243679B2 (de)	1987-09-16
JPH01273586A (ja)	1989-11-01	Ｄ−スレオニンアルドラーゼの製造法
JPS6269996A (ja)	1987-03-31	カルニチン・アルキルエステルの製造法