WO1999047684A3 - Dehydrogenasen mit verbesserter nad-abhängigkeit, deren herstellung und verwendung - Google Patents
Dehydrogenasen mit verbesserter nad-abhängigkeit, deren herstellung und verwendung Download PDFInfo
- Publication number
- WO1999047684A3 WO1999047684A3 PCT/DE1999/000848 DE9900848W WO9947684A3 WO 1999047684 A3 WO1999047684 A3 WO 1999047684A3 DE 9900848 W DE9900848 W DE 9900848W WO 9947684 A3 WO9947684 A3 WO 9947684A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- amino acid
- dehydrogenases
- codes
- gene
- coenzyme
- Prior art date
Links
- 108020005199 Dehydrogenases Proteins 0.000 title abstract 3
- 150000001413 amino acids Chemical class 0.000 abstract 4
- 108090000623 proteins and genes Proteins 0.000 abstract 4
- 239000005515 coenzyme Substances 0.000 abstract 3
- 108090000790 Enzymes Proteins 0.000 abstract 2
- 102000004190 Enzymes Human genes 0.000 abstract 2
- 125000003275 alpha amino acid group Chemical group 0.000 abstract 2
- 229930027945 nicotinamide-adenine dinucleotide Natural products 0.000 abstract 2
- 102000007698 Alcohol dehydrogenase Human genes 0.000 abstract 1
- 108010021809 Alcohol dehydrogenase Proteins 0.000 abstract 1
- 101710088194 Dehydrogenase Proteins 0.000 abstract 1
- 241000588724 Escherichia coli Species 0.000 abstract 1
- BAWFJGJZGIEFAR-NNYOXOHSSA-O NAD(+) Chemical compound NC(=O)C1=CC=C[N+]([C@H]2[C@@H]([C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]3[C@H]([C@@H](O)[C@@H](O3)N3C4=NC=NC(N)=C4N=C3)O)O2)O)=C1 BAWFJGJZGIEFAR-NNYOXOHSSA-O 0.000 abstract 1
- ACFIXJIJDZMPPO-NNYOXOHSSA-N NADPH Chemical compound C1=CCC(C(=O)N)=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2[C@H]([C@@H](OP(O)(O)=O)[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)O)O1 ACFIXJIJDZMPPO-NNYOXOHSSA-N 0.000 abstract 1
- 102000009105 Short Chain Dehydrogenase-Reductases Human genes 0.000 abstract 1
- 108010048287 Short Chain Dehydrogenase-Reductases Proteins 0.000 abstract 1
- 230000001419 dependent effect Effects 0.000 abstract 1
- 230000002068 genetic effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- 238000003032 molecular docking Methods 0.000 abstract 1
- BOPGDPNILDQYTO-NNYOXOHSSA-N nicotinamide-adenine dinucleotide Chemical compound C1=CCC(C(=O)N)=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2[C@H]([C@@H](O)[C@@H](O2)N2C3=NC=NC(N)=C3N=C2)O)O1 BOPGDPNILDQYTO-NNYOXOHSSA-N 0.000 abstract 1
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
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/0004—Oxidoreductases (1.)
- C12N9/0006—Oxidoreductases (1.) acting on CH-OH groups as donors (1.1)
-
- 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
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Enzymes And Modification Thereof (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Abstract
Die NADH-Spezifität von bevorzugt NADPH-abhängigen Dehydrogenasen kann durch Basizitätsminderung im Coenzym-Andockbereich durch entsprechende gentechnologische Abwandlung der relevanten Aminosäure-Sequenz verbessert werden. So können Dehydrogenasen mit für präparative Zwecke tauglicher NADH-Abhängigkeit entsprechend einem kcat/KM- Wert für NAD+ ≥ 20 mikrobiell dadurch gewonnen werden, daß man einen für das Enzym kodierenden Mikroorganismus mit einer Gen-Sequenz im genetischen Kode verwendet, die für das Enzym mit einer Aminosäure-Sequenz kodiert, deren basische Aminosäure(n) an der Coenzym-Bindungsstelle bzw. den -stellen zumindest teilweise durch ungeladene Aminosäuren ersetzt ist bzw. sind. Alternativ oder zusätzlich können basische bzw. positiv geladene oder ungeladene Aminosäure(n) durch negativ geladene Aminosäure(n) ersetzt sein. Das Verfahren wird insbesondere für die Gewinnung von short-chain Dehydrogenasen mit Coenzym-Bindungsstellen am N-Terminus angewandt. Gemäß Beispiel wurde Alkohol-Dehydrogenase mit Hilfe von E.coli HB101+ (pUBS 520) gewonnen, der das für die Dehydrogenase kodierende mutierte Gen, kloniert im Expressionsplasmi pKK-117-3HB, überexprimiert enthält.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99923384A EP1002097A2 (de) | 1998-03-19 | 1999-03-18 | Dehydrogenasen mit verbesserter nad-abhängigkeit, deren herstellung und verwendung |
| JP54640799A JP2001526547A (ja) | 1998-03-19 | 1999-03-18 | 改善されたｎａｄ−依存性を有すデヒドロゲナーゼ、その製造方法およびその用途 |
| US09/447,125 US6413750B1 (en) | 1998-03-19 | 1999-11-18 | (R)-specific alcohol dehydrogenases from lactobacillus with improved catalytic activity using an NAD+ substrate |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19812004A DE19812004A1 (de) | 1998-03-19 | 1998-03-19 | Dehydrogenasen mit verbesserter NAD-Abhängigkeit, deren Herstellung und Verwendung |
| DE19812004.4 | 1998-03-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1999047684A2 WO1999047684A2 (de) | 1999-09-23 |
| WO1999047684A3 true WO1999047684A3 (de) | 2000-03-23 |
Family
ID=7861488
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/DE1999/000848 WO1999047684A2 (de) | 1998-03-19 | 1999-03-18 | Dehydrogenasen mit verbesserter nad-abhängigkeit, deren herstellung und verwendung |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US6413750B1 (de) |
| EP (1) | EP1002097A2 (de) |
| JP (1) | JP2001526547A (de) |
| DE (1) | DE19812004A1 (de) |
| WO (1) | WO1999047684A2 (de) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1194582A1 (de) * | 1999-07-09 | 2002-04-10 | Forschungszentrum Jülich Gmbh | Verfahren zur reduktion von keto-carbonsäuren und deren estern |
| DE10037101A1 (de) * | 2000-07-27 | 2002-02-07 | Degussa | Rekombinant hergestellte Enzyme mit verbesserter NAD(H)-Akzeptanz |
| CZ299669B6 (cs) * | 2000-07-28 | 2008-10-08 | Liponova Ag | Lécivo pro imunoterapii maligních nádoru |
| US7202070B2 (en) * | 2000-10-31 | 2007-04-10 | Biocatalytics, Inc. | Method for reductive amination of a ketone using a mutated enzyme |
| MXPA03011813A (es) * | 2001-07-02 | 2004-07-01 | Kaneka Corp | Metodo para la modificacion de enzimas y variantes de oxido reductasa. |
| KR100609779B1 (ko) | 2004-11-29 | 2006-08-08 | 주식회사한국야쿠르트 | 알코올과 아세트알데하이드를 분해하는 젖산균 |
| WO2008042876A2 (en) | 2006-10-02 | 2008-04-10 | Codexis, Inc. | Compositions and methods for producing stereoisomerically pure statins and synthetic intermediates therefor |
| EP2115130B1 (de) | 2007-02-08 | 2011-08-03 | Codexis, Inc. | Ketoreduktasen und anwendungen davon |
| US7977078B2 (en) | 2007-08-24 | 2011-07-12 | Codexis, Inc. | Ketoreductase polypeptides for the production of (R)-3-hydroxythiolane |
| US8748143B2 (en) | 2007-09-13 | 2014-06-10 | Codexis, Inc. | Ketoreductase polypeptides for the reduction of acetophenones |
| JP2010539948A (ja) | 2007-09-28 | 2010-12-24 | コデクシス， インコーポレイテッド | ケトレダクターゼポリペプチドおよびその使用 |
| EP2205727B1 (de) | 2007-10-01 | 2015-06-24 | Codexis, Inc. | Ketoreduktase-polypeptide zur herstellung von azetidinon |
| US8288141B2 (en) * | 2008-08-27 | 2012-10-16 | Codexis, Inc. | Ketoreductase polypeptides for the production of 3-aryl-3-hydroxypropanamine from a 3-aryl-3-ketopropanamine |
| WO2010025238A2 (en) * | 2008-08-27 | 2010-03-04 | Codexis, Inc. | Ketoreductase polypeptides for the production of a 3-aryl-3-hydroxypropanamine from a 3-aryl-3-ketopropanamine |
| SG10201404330VA (en) | 2008-08-29 | 2014-10-30 | Codexis Inc | Ketoreductase Polypeptides For The Stereoselective Production Of (4S)-3[(5S)-5(4-Fluorophenyl)-5-Hydroxypentanoyl]-4-Phenyl-1,3-Oxazolidin-2-One |
| SG10201405022PA (en) | 2009-08-19 | 2014-10-30 | Codexis Inc | Ketoreductase polypeptides for the preparation of phenylephrine |
| HUE026367T2 (en) | 2010-05-04 | 2016-06-28 | Codexis Inc | Biocatalysts of ezetimibe synthesis |
| KR101371648B1 (ko) | 2012-02-10 | 2014-03-07 | 매일유업주식회사 | 알코올 분해능이 우수한 락토바실러스 브레비스 및 그를 함유하는 조성물 |
| KR101333758B1 (ko) | 2012-02-10 | 2013-11-28 | 매일유업주식회사 | 아세트알데하이드 분해능이 우수한 락토바실러스 플란타룸 및 그를 함유하는 조성물 |
| CN110938608A (zh) * | 2019-12-20 | 2020-03-31 | 台州酶易生物技术有限公司 | 醛酮还原酶突变体、编码基因及其在合成(s)-tcpe中的应用 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19610984A1 (de) * | 1996-03-21 | 1997-09-25 | Boehringer Mannheim Gmbh | Alkohol-Dehydrogenase und deren Verwendung zur enzymatischen Herstellung chiraler Hydroxyverbindungen |
-
1998
- 1998-03-19 DE DE19812004A patent/DE19812004A1/de not_active Ceased
-
1999
- 1999-03-18 WO PCT/DE1999/000848 patent/WO1999047684A2/de not_active Application Discontinuation
- 1999-03-18 JP JP54640799A patent/JP2001526547A/ja not_active Withdrawn
- 1999-03-18 EP EP99923384A patent/EP1002097A2/de not_active Withdrawn
- 1999-11-18 US US09/447,125 patent/US6413750B1/en not_active Expired - Fee Related
Non-Patent Citations (3)
| Title |
|---|
| HUMMEL W: "NEW ALCOHOL DEHYDROGENASES FOR THE SYNTHESIS OF CHIRAL COMPOUNDS", ADVANCES IN BIOCHEMICAL ENGINEERING, BIOTECHNOLOGY,DE,SPRINGER, BERLIN, vol. 58, pages 145-184, XP000677754, ISSN: 0724-6145 * |
| NAKANISHI M ET AL: "Involvement of two basic residues (Lys-17 and Arg-39) of mouse lung carbonyl reductase in NADP(H)-binding and fatty acid activation: site-directed mutagenesis and kinetic analyses", JOURNAL OF BIOCHEMISTRY, vol. 120, 1996, TOKYO JP, pages 257 - 263, XP002127500 * |
| NAKANISHI M ET AL: "Swith of coenzyme specificity of mouse lung carbonyl reductase by substitution of threonine 38 with aspartic acid", JOURNAL OF BIOLOGICAL CHEMISTRY, vol. 272, no. 4, 1997, MD US, pages 2218 - 2222, XP002127499 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2001526547A (ja) | 2001-12-18 |
| DE19812004A1 (de) | 1999-09-30 |
| WO1999047684A2 (de) | 1999-09-23 |
| US6413750B1 (en) | 2002-07-02 |
| EP1002097A2 (de) | 2000-05-24 |
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