CH659824A5 - Verfahren zur verhinderung der herabsetzung der aktivitaet eines enzyms in einer enzymreaktion in waessriger phase. - Google Patents

Verfahren zur verhinderung der herabsetzung der aktivitaet eines enzyms in einer enzymreaktion in waessriger phase. Download PDF

Info

Publication number: CH659824A5
Authority: CH; Switzerland
Prior art keywords: indole; reaction; enzyme; tryptophan; concentration
Prior art date: 1982-07-08

Application number

CH696983A

Other languages

German (de)

English (en)

Inventor

Masaharu Ohoka

Yukihiro Yoshikawa

Nobuyuki Kawashima

Nobuhiro Kawashima

Syosuke Magao

Takao Takano

Original Assignee

Mitsui Toatsu Chemicals

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.)

1982-07-08

Filing date

1983-12-29

Publication date

1987-02-27

1983-12-29 Application filed by Mitsui Toatsu Chemicals filed Critical Mitsui Toatsu Chemicals

1987-02-27 Publication of CH659824A5 publication Critical patent/CH659824A5/de

Links

108090000790 Enzymes Proteins 0.000 title description 75
102000004190 Enzymes Human genes 0.000 title description 75
238000000034 method Methods 0.000 title description 48
239000008346 aqueous phase Substances 0.000 title description 42
238000006911 enzymatic reaction Methods 0.000 title description 13
230000009467 reduction Effects 0.000 title description 2
SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 286
PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 143
RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 143
QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 134
238000006243 chemical reaction Methods 0.000 description 103
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 93
229960004799 tryptophan Drugs 0.000 description 71
239000003960 organic solvent Substances 0.000 description 58
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239000011541 reaction mixture Substances 0.000 description 44
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239000010410 layer Substances 0.000 description 31
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239000006071 cream Substances 0.000 description 13
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MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 12
230000005764 inhibitory process Effects 0.000 description 12
230000000813 microbial effect Effects 0.000 description 11
238000004519 manufacturing process Methods 0.000 description 10
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ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
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HCFAJYNVAYBARA-UHFFFAOYSA-N 4-heptanone Chemical compound CCCC(=O)CCC HCFAJYNVAYBARA-UHFFFAOYSA-N 0.000 description 2
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IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
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 2
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
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COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 2
OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 2
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239000000839 emulsion Substances 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
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239000008103 glucose Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 2
238000004128 high performance liquid chromatography Methods 0.000 description 2
MLFHJEHSLIIPHL-UHFFFAOYSA-N isoamyl acetate Chemical compound CC(C)CCOC(C)=O MLFHJEHSLIIPHL-UHFFFAOYSA-N 0.000 description 2
238000004811 liquid chromatography Methods 0.000 description 2
239000007791 liquid phase Substances 0.000 description 2
239000012528 membrane Substances 0.000 description 2
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LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
238000004064 recycling Methods 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 description 1
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QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
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241000894006 Bacteria Species 0.000 description 1
UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
235000005979 Citrus limon Nutrition 0.000 description 1
244000131522 Citrus pyriformis Species 0.000 description 1
239000004470 DL Methionine Substances 0.000 description 1
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
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108010073771 Soybean Proteins Proteins 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
102100040653 Tryptophan 2,3-dioxygenase Human genes 0.000 description 1
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125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
238000005273 aeration Methods 0.000 description 1
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-1 aliphatic ketones Chemical class 0.000 description 1
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BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
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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
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
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238000002485 combustion reaction Methods 0.000 description 1
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ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
235000019797 dipotassium phosphate Nutrition 0.000 description 1
229940079593 drug Drugs 0.000 description 1
239000003814 drug Substances 0.000 description 1
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229910001385 heavy metal Inorganic materials 0.000 description 1
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229910052500 inorganic mineral Inorganic materials 0.000 description 1
229910000358 iron sulfate Inorganic materials 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
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239000003531 protein hydrolysate Substances 0.000 description 1
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ZUFQODAHGAHPFQ-UHFFFAOYSA-N pyridoxine hydrochloride Chemical compound Cl.CC1=NC=C(CO)C(CO)=C1O ZUFQODAHGAHPFQ-UHFFFAOYSA-N 0.000 description 1
229960004172 pyridoxine hydrochloride Drugs 0.000 description 1
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239000011764 pyridoxine hydrochloride Substances 0.000 description 1
239000002994 raw material Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000013049 sediment Substances 0.000 description 1
WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
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239000007858 starting material Substances 0.000 description 1
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WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 description 1
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229960004441 tyrosine Drugs 0.000 description 1
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239000012138 yeast extract Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
- C12P13/22—Tryptophan; Tyrosine; Phenylalanine; 3,4-Dihydroxyphenylalanine
- C12P13/227—Tryptophan
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P1/00—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes

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Biochemistry (AREA)
Bioinformatics & Cheminformatics (AREA)
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Preparation Of Compounds By Using Micro-Organisms (AREA)

CH696983A 1982-07-08 1983-12-29 Verfahren zur verhinderung der herabsetzung der aktivitaet eines enzyms in einer enzymreaktion in waessriger phase. CH659824A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP57117825A JPH0724587B2 (ja)	1982-07-08	1982-07-08	酵素を利用した反応方法

Publications (1)

Publication Number	Publication Date
CH659824A5 true CH659824A5 (de)	1987-02-27

Family

ID=14721171

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH696983A CH659824A5 (de)	1982-07-08	1983-12-29	Verfahren zur verhinderung der herabsetzung der aktivitaet eines enzyms in einer enzymreaktion in waessriger phase.

Country Status (8)

Country	Link
JP (1)	JPH0724587B2 (fr)
AU (1)	AU564178B2 (fr)
CA (1)	CA1207689A (fr)
CH (1)	CH659824A5 (fr)
DE (1)	DE3347617C2 (fr)
FR (1)	FR2557590B1 (fr)
GB (1)	GB2151634B (fr)
NL (1)	NL8304495A (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR920008598B1 (ko) *	1987-09-25	1992-10-02	미츠이 도아츠 카가쿠 가부시기가이샤	정제된 인돌 수용액의 제조방법
JPH1142097A (ja) *	1997-01-09	1999-02-16	Daicel Chem Ind Ltd	Ｄ−トリプトファンの製造方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT978495B (it) *	1973-01-26	1974-09-20	Antonimi E	Procedimento per condurre reazio ni enzimatiche mediante l uso di sistemi bifasici acquoso organici
US4102744A (en) *	1976-12-20	1978-07-25	Exxon Research & Engineering Co.	Two phase fermentation
JPS55135595A (en) *	1979-04-03	1980-10-22	Toyo Soda Mfg Co Ltd	Preparation of dipeptide
NL8103168A (nl) *	1981-07-01	1983-02-01	Tno	Werkwijze voor het uitvoeren van een enzymatische reaktie.

1982
- 1982-07-08 JP JP57117825A patent/JPH0724587B2/ja not_active Expired - Lifetime
1983
- 1983-12-20 GB GB08333899A patent/GB2151634B/en not_active Expired
- 1983-12-22 CA CA000443995A patent/CA1207689A/fr not_active Expired
- 1983-12-22 AU AU22801/83A patent/AU564178B2/en not_active Expired
- 1983-12-29 CH CH696983A patent/CH659824A5/de not_active IP Right Cessation
- 1983-12-30 FR FR8321118A patent/FR2557590B1/fr not_active Expired
- 1983-12-30 DE DE19833347617 patent/DE3347617C2/de not_active Expired
- 1983-12-30 NL NL8304495A patent/NL8304495A/nl not_active Application Discontinuation

Also Published As

Publication number	Publication date
CA1207689A (fr)	1986-07-15
JPS5911187A (ja)	1984-01-20
GB2151634A (en)	1985-07-24
DE3347617A1 (de)	1985-07-11
FR2557590B1 (fr)	1988-03-04
GB2151634B (en)	1988-06-15
AU564178B2 (en)	1987-08-06
GB8333899D0 (en)	1984-02-01
FR2557590A1 (fr)	1985-07-05
NL8304495A (nl)	1985-07-16
DE3347617C2 (de)	1986-08-28
AU2280183A (en)	1985-06-27
JPH0724587B2 (ja)	1995-03-22

Legal Events

Date	Code	Title	Description
1987-04-15	PK	Correction
1998-06-30	PFA	Name/firm changed	Owner name: MITSUI TOATSU CHEMICALS, INCORPORATED TRANSFER- MI
2004-01-30	PL	Patent ceased

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