ZA200104066B - Method for producing chiral carboxylic acids from nitriles with the assistance of a nitrilase or microorganisms which contain a gene for the nitrilase. - Google Patents

Method for producing chiral carboxylic acids from nitriles with the assistance of a nitrilase or microorganisms which contain a gene for the nitrilase. Download PDF

Info

Publication number: ZA200104066B
Authority: ZA; South Africa
Prior art keywords: nucleic acid; acid sequence; seq; methyl; ala
Prior art date: 1998-10-19

Application number

ZA200104066A

Other languages

English (en)

Inventor

Marion Ress-Loeschke

Thomas Friedrich

Bernhard Hauer

Ralf Mattes

Dirk Engels

Original Assignee

Basf Ag

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.)

1998-10-19

Filing date

2001-05-18

Publication date

2002-07-01

2001-05-18 Application filed by Basf Ag filed Critical Basf Ag

2002-07-01 Publication of ZA200104066B publication Critical patent/ZA200104066B/en

Links

150000002825 nitriles Chemical class 0.000 title claims description 42
108090000623 proteins and genes Proteins 0.000 title claims description 40
108010033272 Nitrilase Proteins 0.000 title claims description 38
150000001735 carboxylic acids Chemical class 0.000 title claims description 22
244000005700 microbiome Species 0.000 title claims description 22
238000004519 manufacturing process Methods 0.000 title claims description 10
150000007523 nucleic acids Chemical group 0.000 claims description 70
238000000034 method Methods 0.000 claims description 38
108020004707 nucleic acids Proteins 0.000 claims description 35
102000039446 nucleic acids Human genes 0.000 claims description 35
230000008569 process Effects 0.000 claims description 33
238000006243 chemical reaction Methods 0.000 claims description 32
150000001413 amino acids Chemical class 0.000 claims description 27
108091028043 Nucleic acid sequence Proteins 0.000 claims description 26
125000003118 aryl group Chemical group 0.000 claims description 26
102000004169 proteins and genes Human genes 0.000 claims description 22
108090000765 processed proteins & peptides Proteins 0.000 claims description 20
LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims description 16
230000001105 regulatory effect Effects 0.000 claims description 15
125000001424 substituent group Chemical group 0.000 claims description 15
239000013598 vector Substances 0.000 claims description 14
238000002425 crystallisation Methods 0.000 claims description 13
230000008025 crystallization Effects 0.000 claims description 13
230000000694 effects Effects 0.000 claims description 12
229910052739 hydrogen Inorganic materials 0.000 claims description 12
239000001257 hydrogen Substances 0.000 claims description 12
102000004196 processed proteins & peptides Human genes 0.000 claims description 12
241000894006 Bacteria Species 0.000 claims description 11
125000001072 heteroaryl group Chemical group 0.000 claims description 11
229920001184 polypeptide Polymers 0.000 claims description 10
230000003287 optical effect Effects 0.000 claims description 9
241000588986 Alcaligenes Species 0.000 claims description 8
150000001299 aldehydes Chemical class 0.000 claims description 8
230000002255 enzymatic effect Effects 0.000 claims description 8
238000000605 extraction Methods 0.000 claims description 8
FWMNVWWHGCHHJJ-SKKKGAJSSA-N 4-amino-1-[(2r)-6-amino-2-[[(2r)-2-[[(2r)-2-[[(2r)-2-amino-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]piperidine-4-carboxylic acid Chemical compound C([C@H](C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCCCN)C(=O)N1CCC(N)(CC1)C(O)=O)NC(=O)[C@H](N)CC=1C=CC=CC=1)C1=CC=CC=C1 FWMNVWWHGCHHJJ-SKKKGAJSSA-N 0.000 claims description 6
241000589516 Pseudomonas Species 0.000 claims description 4
150000002576 ketones Chemical class 0.000 claims description 4
230000009467 reduction Effects 0.000 claims description 4
125000005129 aryl carbonyl group Chemical group 0.000 claims description 3
230000002068 genetic effect Effects 0.000 claims description 3
241000588722 Escherichia Species 0.000 claims description 2
125000003275 alpha amino acid group Chemical group 0.000 claims 6
125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
-1 Alkyl radicals Chemical class 0.000 description 182
NNICRUQPODTGRU-UHFFFAOYSA-N mandelonitrile Chemical compound N#CC(O)C1=CC=CC=C1 NNICRUQPODTGRU-UHFFFAOYSA-N 0.000 description 34
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IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 17
239000000872 buffer Substances 0.000 description 17
QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 14
241000588813 Alcaligenes faecalis Species 0.000 description 14
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FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
239000002253 acid Substances 0.000 description 10
238000009396 hybridization Methods 0.000 description 10
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
239000000523 sample Substances 0.000 description 10
IWYDHOAUDWTVEP-SSDOTTSWSA-N (R)-mandelic acid Chemical compound OC(=O)[C@H](O)C1=CC=CC=C1 IWYDHOAUDWTVEP-SSDOTTSWSA-N 0.000 description 9
BYXHQQCXAJARLQ-ZLUOBGJFSA-N Ala-Ala-Ala Chemical compound C[C@H](N)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(O)=O BYXHQQCXAJARLQ-ZLUOBGJFSA-N 0.000 description 9
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KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 8
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230000000692 anti-sense effect Effects 0.000 description 8
230000015572 biosynthetic process Effects 0.000 description 8
125000004122 cyclic group Chemical group 0.000 description 8
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 8
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125000000217 alkyl group Chemical group 0.000 description 7
238000004587 chromatography analysis Methods 0.000 description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 6
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 6
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 6
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 6
PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 6
150000005840 aryl radicals Chemical class 0.000 description 6
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 6
229910052794 bromium Inorganic materials 0.000 description 6
239000000460 chlorine Substances 0.000 description 6
229910052801 chlorine Inorganic materials 0.000 description 6
229910052731 fluorine Inorganic materials 0.000 description 6
239000011737 fluorine Substances 0.000 description 6
229910052736 halogen Inorganic materials 0.000 description 6
150000002367 halogens Chemical class 0.000 description 6
150000002431 hydrogen Chemical class 0.000 description 6
101150034067 nit gene Proteins 0.000 description 6
229910052757 nitrogen Inorganic materials 0.000 description 6
229910052760 oxygen Inorganic materials 0.000 description 6
238000000746 purification Methods 0.000 description 6
239000002904 solvent Substances 0.000 description 6
238000003786 synthesis reaction Methods 0.000 description 6
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 6
230000033228 biological regulation Effects 0.000 description 5
125000004432 carbon atom Chemical group C* 0.000 description 5
239000003795 chemical substances by application Substances 0.000 description 5
238000003776 cleavage reaction Methods 0.000 description 5
125000005842 heteroatom Chemical group 0.000 description 5
238000004128 high performance liquid chromatography Methods 0.000 description 5
238000004255 ion exchange chromatography Methods 0.000 description 5
239000002609 medium Substances 0.000 description 5
239000002808 molecular sieve Substances 0.000 description 5
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
229920006395 saturated elastomer Polymers 0.000 description 5
230000007017 scission Effects 0.000 description 5
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 5
239000011780 sodium chloride Substances 0.000 description 5
239000000758 substrate Substances 0.000 description 5
239000006228 supernatant Substances 0.000 description 5
108091032973 (ribonucleotides)n+m Proteins 0.000 description 4
ARHJJAAWNWOACN-FXQIFTODSA-N Ala-Ser-Val Chemical compound [H]N[C@@H](C)C(=O)N[C@@H](CO)C(=O)N[C@@H](C(C)C)C(O)=O ARHJJAAWNWOACN-FXQIFTODSA-N 0.000 description 4
OZNSCVPYWZRQPY-CIUDSAMLSA-N Arg-Asp-Glu Chemical compound [H]N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(O)=O OZNSCVPYWZRQPY-CIUDSAMLSA-N 0.000 description 4
FEZJJKXNPSEYEV-CIUDSAMLSA-N Arg-Gln-Ala Chemical compound [H]N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](C)C(O)=O FEZJJKXNPSEYEV-CIUDSAMLSA-N 0.000 description 4
JNNVNVRBYUJYGS-CIUDSAMLSA-N Asp-Leu-Ala Chemical compound [H]N[C@@H](CC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(O)=O JNNVNVRBYUJYGS-CIUDSAMLSA-N 0.000 description 4
DONWIPDSZZJHHK-HJGDQZAQSA-N Asp-Lys-Thr Chemical compound C[C@H]([C@@H](C(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)N)O DONWIPDSZZJHHK-HJGDQZAQSA-N 0.000 description 4
108020004705 Codon Proteins 0.000 description 4
CGOHAEBMDSEKFB-FXQIFTODSA-N Glu-Glu-Ala Chemical compound [H]N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(O)=O CGOHAEBMDSEKFB-FXQIFTODSA-N 0.000 description 4
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Classifications

- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/11—DNA or RNA fragments; Modified forms thereof; Non-coding nucleic acids having a biological activity
- C12N15/52—Genes encoding for enzymes or proenzymes
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/78—Hydrolases (3) acting on carbon to nitrogen bonds other than peptide bonds (3.5)
- 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
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/006—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
- 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
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
- C12P7/42—Hydroxy-carboxylic acids

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Medicinal Chemistry (AREA)
Analytical Chemistry (AREA)
Physics & Mathematics (AREA)
Biophysics (AREA)
Plant Pathology (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Micro-Organisms Or Cultivation Processes Thereof (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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ZA200104066A 1998-10-19 2001-05-18 Method for producing chiral carboxylic acids from nitriles with the assistance of a nitrilase or microorganisms which contain a gene for the nitrilase. ZA200104066B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19848129A DE19848129A1 (de)	1998-10-19	1998-10-19	Verfahren zur Herstellung chiraler Carbonsäuren aus Nitrilen mit Hilfe einer Nitrilase oder Mikroorganismen, die ein Gen für die Nitrilase enthalten

Publications (1)

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ZA200104066A ZA200104066B (en)	1998-10-19	2001-05-18	Method for producing chiral carboxylic acids from nitriles with the assistance of a nitrilase or microorganisms which contain a gene for the nitrilase.

Country Status (21)

Country	Link
US (1)	US6869783B1 (fr)
EP (1)	EP1123386B1 (fr)
JP (1)	JP4489298B2 (fr)
KR (1)	KR100715744B1 (fr)
CN (1)	CN100422319C (fr)
AT (1)	ATE349517T1 (fr)
AU (1)	AU765480B2 (fr)
BR (1)	BR9914629A (fr)
CA (1)	CA2347521C (fr)
CZ (1)	CZ302494B6 (fr)
DE (2)	DE19848129A1 (fr)
DK (1)	DK1123386T3 (fr)
EE (1)	EE05008B1 (fr)
ES (1)	ES2280125T3 (fr)
HU (1)	HU228092B1 (fr)
ID (1)	ID29136A (fr)
IL (2)	IL142397A0 (fr)
NO (1)	NO327857B1 (fr)
PT (1)	PT1123386E (fr)
WO (1)	WO2000023577A1 (fr)
ZA (1)	ZA200104066B (fr)

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US20040002147A1 (en) *	1999-12-29	2004-01-01	Desantis Grace	Nitrilases
DE10010149A1 (de) *	2000-03-03	2001-09-06	Basf Ag	Nitrilase aus Rhodococcus rhodochrous NCIMB 11216
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US6455730B1 (en)	2000-08-04	2002-09-24	E. I. Du Pont De Nemours & Company	Preparation of dicarboxylic acid monoesters from cyanocarboxylic acid esters
US20020137153A1 (en) *	2000-10-04	2002-09-26	Ramer Sandra W.	Enantioselective production of amino carboxylic acids
FR2822460B1 (fr) *	2001-03-26	2005-04-29	Rhodia Chimie Sa	Procede de preparation enantioselectif d'acides carboxyliques optiquement actifs par hydrolyse enzymatique de nitriles
DK2327765T3 (en)	2001-06-21	2015-07-13	Basf Enzymes Llc	nitrilases
ITMI20011826A1 (it) *	2001-08-30	2003-03-02	Istituto Biochimico Italiano	Microorganismo dotato di attivita' nitrile-idratasica/amidasica enantioselettiva e regioselettiva
WO2004050877A1 (fr)	2002-12-02	2004-06-17	Basf Aktiengesellschaft	Systemes d'expression pouvant etre induits par le l-rhamnose
WO2004063357A1 (fr) *	2003-01-08	2004-07-29	Basf Aktiengesellschaft	Procede pour conserver et/ou stocker des cellules ayant une activite de nitrilase ou de nitrilhydratase
AT412092B (de) *	2003-02-27	2004-09-27	Dsm Fine Chem Austria Gmbh	Verfahren zur herstellung chiraler alpha-hydroxycarbonsäuren durch enzymatische hydrolyse von chiralen cyanhydrinen
WO2004076655A1 (fr) *	2003-02-27	2004-09-10	Basf Aktiengesellschaft	Nitrilases modifiees et leur utilisation dans des procedes de production d'acides carboxyliques
CN102816799B (zh) *	2004-12-22	2014-06-04	纳幕尔杜邦公司	乙醇酸的酶促生产
US20100267100A1 (en) *	2007-03-21	2010-10-21	Ling Hua	Enzymatic synthesis of optically pure beta-hydroxy carboxylic acids and their derivatives
US20090004720A1 (en) *	2007-06-26	2009-01-01	Ling Hua	Smart Biocatalysts For Organic Synthesis
EP2338987A1 (fr)	2009-11-16	2011-06-29	ZYRUS Beteiligungsgesellschaft mbH & Co. Patente I KG	Biocatalyseur de cellules entières
JP2013162746A (ja) *	2010-05-24	2013-08-22	Mitsui Chemicals Inc	アミド化合物の製造方法
WO2012069434A1 (fr)	2010-11-24	2012-05-31	Basf Se	Procédé de fabrication d'alcools optiquement actifs n-hétérocycliques
KR101223663B1 (ko) *	2011-01-26	2013-01-21	재단법인 경북해양바이오산업연구원	나이트릴레이즈 ｖｍｎ１을 이용한 카르복실산의 제조방법
KR101223666B1 (ko) *	2011-01-26	2013-01-17	재단법인 경북해양바이오산업연구원	나이트릴레이즈 ｏｒｎ을 이용한 카르복실산의 제조방법
KR101223665B1 (ko) *	2011-01-26	2013-01-17	재단법인 경북해양바이오산업연구원	나이트릴레이즈 ｒｍｎ２을 이용한 카르복실산의 제조방법
KR101223664B1 (ko) *	2011-01-26	2013-01-17	재단법인 경북해양바이오산업연구원	나이트릴레이즈 ｒｍｎ１을 이용한 카르복실산의 제조방법
WO2021229106A1 (fr)	2020-05-15	2021-11-18	Basf Se	Procédé amélioré pour la production d'isoprénoïdes
US20250049037A1 (en)	2021-12-10	2025-02-13	Basf Se	Herbicidal activity of alkyl phosphinates
EP4444731A1 (fr)	2021-12-10	2024-10-16	Basf Se	Décarbamoylation enzymatique de dérivés de glufosinate
AR127934A1 (es)	2021-12-10	2024-03-13	Basf Se	Síntesis de glufosinato mediante el uso de un proceso basado en hidantoinasa
WO2024126202A1 (fr)	2022-12-16	2024-06-20	Basf Se	Nouvelles synthases d'acide éthylènediamine-n,n'-disuccinique (edds)
AR132932A1 (es)	2023-06-13	2025-08-13	Basf Se	Síntesis de glufosinato mediante un proceso basado en amidasa
WO2025104224A1 (fr)	2023-11-17	2025-05-22	Basf Se	Variants de synthase d'edds
EP4556568A1 (fr)	2023-11-17	2025-05-21	Basf Se	Procédés biocatalytiques de production d'acide éthylènediamine-n,n'-disuccinique
WO2025104259A2 (fr)	2023-11-17	2025-05-22	Basf Se	Formes cristallines d'acide s, s-éthylènediamine-n, n'-disuccinique, procédés et utilisations respectifs
WO2025219237A1 (fr)	2024-04-15	2025-10-23	Basf Se	Procédé de préparation d'acide 2-oxo-4-(hydroxy(méthyl)phosphinoyl)butyrique
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JP2720140B2 (ja)	1993-02-03	1998-02-25	日東化学工業株式会社	フェニル基を有する光学活性α−ヒドロキシカルボン酸の製造法
JP3218133B2 (ja)	1993-02-03	2001-10-15	三菱レイヨン株式会社	フェニル基を有する光学活性α−ヒドロキシカルボン酸の製造法
JP3354688B2 (ja)	1994-01-28	2002-12-09	三菱レイヨン株式会社	微生物によるα−ヒドロキシ酸またはα−ヒドロキシアミドの製造法
JP3154633B2 (ja)	1994-12-28	2001-04-09	三菱レイヨン株式会社	ニトリラーゼ遺伝子発現のための調節因子およびその遺伝子
ES2285728T3 (es)	1996-02-29	2007-11-16	Nippon Soda Co., Ltd.	Procedimiento para la preparacion de alfa hidroxiacidos empleando un microorganismo, y un nuevo microorganismo.
DE19848129A1 (de) *	1998-10-19	2000-04-20	Basf Ag	Verfahren zur Herstellung chiraler Carbonsäuren aus Nitrilen mit Hilfe einer Nitrilase oder Mikroorganismen, die ein Gen für die Nitrilase enthalten

1998
- 1998-10-19 DE DE19848129A patent/DE19848129A1/de not_active Withdrawn
1999
- 1999-10-13 JP JP2000577288A patent/JP4489298B2/ja not_active Expired - Fee Related
- 1999-10-13 DE DE59914102T patent/DE59914102D1/de not_active Expired - Lifetime
- 1999-10-13 DK DK99952558T patent/DK1123386T3/da active
- 1999-10-13 IL IL14239799A patent/IL142397A0/xx active IP Right Grant
- 1999-10-13 EE EEP200100232A patent/EE05008B1/xx unknown
- 1999-10-13 HU HU0104802A patent/HU228092B1/hu unknown
- 1999-10-13 US US09/806,876 patent/US6869783B1/en not_active Expired - Lifetime
- 1999-10-13 CN CNB998147656A patent/CN100422319C/zh not_active Expired - Lifetime
- 1999-10-13 PT PT99952558T patent/PT1123386E/pt unknown
- 1999-10-13 BR BR9914629-0A patent/BR9914629A/pt not_active Application Discontinuation
- 1999-10-13 EP EP99952558A patent/EP1123386B1/fr not_active Expired - Lifetime
- 1999-10-13 ID IDW20010881A patent/ID29136A/id unknown
- 1999-10-13 WO PCT/EP1999/007679 patent/WO2000023577A1/fr not_active Ceased
- 1999-10-13 KR KR1020017004906A patent/KR100715744B1/ko not_active Expired - Fee Related
- 1999-10-13 ES ES99952558T patent/ES2280125T3/es not_active Expired - Lifetime
- 1999-10-13 AU AU64708/99A patent/AU765480B2/en not_active Expired
- 1999-10-13 CZ CZ20011382A patent/CZ302494B6/cs not_active IP Right Cessation
- 1999-10-13 AT AT99952558T patent/ATE349517T1/de active
- 1999-10-13 CA CA2347521A patent/CA2347521C/fr not_active Expired - Lifetime
2001
- 2001-04-03 IL IL142397A patent/IL142397A/en not_active IP Right Cessation
- 2001-04-18 NO NO20011912A patent/NO327857B1/no not_active IP Right Cessation
- 2001-05-18 ZA ZA200104066A patent/ZA200104066B/en unknown

Also Published As

Publication number	Publication date
HUP0104802A2 (hu)	2002-04-29
ES2280125T3 (es)	2007-09-01
DE19848129A1 (de)	2000-04-20
PT1123386E (pt)	2007-03-30
EE05008B1 (et)	2008-04-15
WO2000023577A1 (fr)	2000-04-27
CA2347521C (fr)	2010-02-23
JP4489298B2 (ja)	2010-06-23
HU228092B1 (en)	2012-10-29
EE200100232A (et)	2002-08-15
CZ302494B6 (cs)	2011-06-15
ID29136A (id)	2001-08-02
ATE349517T1 (de)	2007-01-15
KR20010085938A (ko)	2001-09-07
US6869783B1 (en)	2005-03-22
EP1123386B1 (fr)	2006-12-27
DK1123386T3 (da)	2007-05-07
DE59914102D1 (de)	2007-02-08
JP2002527106A (ja)	2002-08-27
IL142397A0 (en)	2002-03-10
IL142397A (en)	2008-03-20
EP1123386A1 (fr)	2001-08-16
BR9914629A (pt)	2001-06-26
AU765480B2 (en)	2003-09-18
HUP0104802A3 (en)	2005-10-28
CN1331743A (zh)	2002-01-16
CZ20011382A3 (cs)	2002-03-13
NO20011912D0 (no)	2001-04-18
CA2347521A1 (fr)	2000-04-27
NO327857B1 (no)	2009-10-05
KR100715744B1 (ko)	2007-05-08
NO20011912L (no)	2001-04-18
CN100422319C (zh)	2008-10-01
AU6470899A (en)	2000-05-08

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