JP6643987B2 - ケトン化合物およびアミン化合物の還元的アミノ化のための操作されたイミンレダクターゼおよび方法 - Google Patents

ケトン化合物およびアミン化合物の還元的アミノ化のための操作されたイミンレダクターゼおよび方法 Download PDF

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JP6643987B2
JP6643987B2 JP2016529958A JP2016529958A JP6643987B2 JP 6643987 B2 JP6643987 B2 JP 6643987B2 JP 2016529958 A JP2016529958 A JP 2016529958A JP 2016529958 A JP2016529958 A JP 2016529958A JP 6643987 B2 JP6643987 B2 JP 6643987B2
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compound
polypeptide
seq
sequence
amino acid
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JP2016536990A (ja
JP2016536990A5 (https=
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ニコラス ジェイ． アガード，
ニコラス ジェイ． アガード，
オスカー アルビゾ，
オスカー アルビゾ，
メリッサ アン メイヨー，
メリッサ アン メイヨー，
マイナー， ステファニー ウン
マイナー， ステファニー ウン
ジェイムズ ニコラス リギンズ，
ジェイムズ ニコラス リギンズ，
ジェフリー シー． ムーア，
ジェフリー シー． ムーア，
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コデクシス， インコーポレイテッド
コデクシス， インコーポレイテッド
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/195—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria
    • C07K14/305—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Micrococcaceae (F)
    • 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.)
    • C12N9/0012—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7)
    • C12N9/0026—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on CH-NH groups of donors (1.5)
    • C12N9/0028—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on CH-NH groups of donors (1.5) with NAD or NADP as acceptor (1.5.1)
    • 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
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/001—Amines; Imines
    • 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
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/10—Nitrogen as only ring hetero atom
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y105/00—Oxidoreductases acting on the CH-NH group of donors (1.5)
    • C12Y105/01—Oxidoreductases acting on the CH-NH group of donors (1.5) with NAD+ or NADP+ as acceptor (1.5.1)
    • C12Y105/01028—Opine dehydrogenase (1.5.1.28)

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biomedical Technology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Biophysics (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
JP2016529958A 2013-11-13 2014-11-12 ケトン化合物およびアミン化合物の還元的アミノ化のための操作されたイミンレダクターゼおよび方法 Active JP6643987B2 (ja)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US201361903772P 2013-11-13 2013-11-13
US61/903,772 2013-11-13
US201462022315P 2014-07-09 2014-07-09
US201462022323P 2014-07-09 2014-07-09
US62/022,323 2014-07-09
US62/022,315 2014-07-09
PCT/US2014/065259 WO2015073555A1 (en) 2013-11-13 2014-11-12 Engineered imine reductases and methods for the reductive amination of ketone and amine compounds

Publications (3)

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JP2016536990A JP2016536990A (ja) 2016-12-01
JP2016536990A5 JP2016536990A5 (https=) 2019-04-11
JP6643987B2 true JP6643987B2 (ja) 2020-02-12

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US (5) US9822346B2 (https=)
EP (1) EP3068793B1 (https=)
JP (1) JP6643987B2 (https=)
CN (1) CN106232619B (https=)
CA (1) CA2929664C (https=)
DK (1) DK3068793T3 (https=)
HU (1) HUE053379T2 (https=)
IL (1) IL245453B (https=)
WO (1) WO2015073555A1 (https=)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2512226B1 (en) * 2009-12-17 2019-05-01 Pioneer Hi-Bred International, Inc. Maize event dp-004114-3 and methods for detection thereof
JP6643987B2 (ja) 2013-11-13 2020-02-12 コデクシス， インコーポレイテッド ケトン化合物およびアミン化合物の還元的アミノ化のための操作されたイミンレダクターゼおよび方法
DK3224354T3 (da) * 2014-11-25 2021-03-01 Codexis Inc Manipulerede iminreductaser og fremgangsmåder til den reduktive aminering af keton- og aminforbindelser
KR101761830B1 (ko) 2015-10-21 2017-07-26 주식회사 엘지화학 리간드 화합물, 올레핀 올리고머화용 촉매계, 및 이를 이용한 올레핀 올리고머화 방법
WO2018038906A1 (en) 2016-08-26 2018-03-01 Codexis, Inc. Engineered imine reductases and methods for the reductive amination of ketone and amine compounds
CN107384885B (zh) * 2017-09-05 2019-12-24 武汉大学 亚胺还原酶及其突变体在合成(s)-1-芳基-1，2，3，4-四氢异喹啉中的应用
CN108504701B (zh) * 2018-04-26 2021-05-14 中南林业科技大学 一种异丙甲草胺中间体的合成方法
PL3653617T3 (pl) 2018-11-16 2021-04-06 Zanoprima Lifesciences Limited Sposób otrzymywania (s)-nikotyny z miozminy
JP7584804B2 (ja) * 2019-05-01 2024-11-18 コデクシス， インコーポレイテッド 操作されたイミンレダクターゼ、ならびにケトンおよびアミン化合物の還元的アミノ化のための方法
CN113774036B (zh) * 2021-10-18 2022-10-11 迪嘉药业集团有限公司 一种亚胺还原酶突变体及其应用
CN114717211B (zh) * 2022-03-23 2023-06-02 江苏集萃分子工程研究院有限公司 亚胺还原酶突变体m5及其在合成氮杂环手性胺中的应用
CN116814569B (zh) * 2023-05-30 2025-07-25 华东理工大学 一种催化活性提高的醇脱氢酶突变体、基因工程菌及其应用
CN119931979A (zh) * 2024-11-27 2025-05-06 南京药石科技股份有限公司 一种亚胺还原酶突变体及其应用

Family Cites Families (65)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5538867A (en) 1988-09-13 1996-07-23 Elf Aquitaine Process for the electrochemical regeneration of pyridine cofactors
KR100356926B1 (ko) 1993-09-07 2003-01-10 교와 핫꼬 고교 가부시끼가이샤 트랜스-4-히드록시-l-프롤린의제조법
US6309883B1 (en) 1994-02-17 2001-10-30 Maxygen, Inc. Methods and compositions for cellular and metabolic engineering
US6395547B1 (en) 1994-02-17 2002-05-28 Maxygen, Inc. Methods for generating polynucleotides having desired characteristics by iterative selection and recombination
US20060257890A1 (en) 1996-05-20 2006-11-16 Maxygen, Inc. Methods and compositions for cellular and metabolic engineering
US5834252A (en) 1995-04-18 1998-11-10 Glaxo Group Limited End-complementary polymerase reaction
US5928905A (en) 1995-04-18 1999-07-27 Glaxo Group Limited End-complementary polymerase reaction
US5837458A (en) 1994-02-17 1998-11-17 Maxygen, Inc. Methods and compositions for cellular and metabolic engineering
US6406855B1 (en) 1994-02-17 2002-06-18 Maxygen, Inc. Methods and compositions for polypeptide engineering
US6165793A (en) 1996-03-25 2000-12-26 Maxygen, Inc. Methods for generating polynucleotides having desired characteristics by iterative selection and recombination
US6995017B1 (en) 1994-02-17 2006-02-07 Maxygen, Inc. Methods for generating polynucleotides having desired characteristics by iterative selection and recombination
US6335160B1 (en) 1995-02-17 2002-01-01 Maxygen, Inc. Methods and compositions for polypeptide engineering
US5605793A (en) 1994-02-17 1997-02-25 Affymax Technologies N.V. Methods for in vitro recombination
US6117679A (en) 1994-02-17 2000-09-12 Maxygen, Inc. Methods for generating polynucleotides having desired characteristics by iterative selection and recombination
WO1995033836A1 (en) 1994-06-03 1995-12-14 Novo Nordisk Biotech, Inc. Phosphonyldipeptides useful in the treatment of cardiovascular diseases
ATE294871T1 (de) 1994-06-30 2005-05-15 Novozymes Biotech Inc Nicht-toxisches, nicht-toxigenes, nicht- pathogenes fusarium expressionssystem und darin zu verwendende promotoren und terminatoren
FI104465B (fi) 1995-06-14 2000-02-15 Valio Oy Proteiinihydrolysaatteja allergioiden hoitamiseksi tai estämiseksi, niiden valmistus ja käyttö
US6096548A (en) 1996-03-25 2000-08-01 Maxygen, Inc. Method for directing evolution of a virus
US6506602B1 (en) 1996-03-25 2003-01-14 Maxygen, Inc. Methods for generating polynucleotides having desired characteristics by iterative selection and recombination
US7148054B2 (en) 1997-01-17 2006-12-12 Maxygen, Inc. Evolution of whole cells and organisms by recursive sequence recombination
US6326204B1 (en) 1997-01-17 2001-12-04 Maxygen, Inc. Evolution of whole cells and organisms by recursive sequence recombination
EP1717322B1 (en) 1997-01-17 2012-07-18 Codexis Mayflower Holdings, LLC Evolution of whole cells and organisms by recursive sequence recombination
DK1036198T3 (da) 1997-12-08 2013-01-02 California Inst Of Techn Fremgangsmåde til fremstilling af polynukleotid- og polypeptidsekvenser
US6365408B1 (en) 1998-06-19 2002-04-02 Maxygen, Inc. Methods of evolving a polynucleotides by mutagenesis and recombination
US6495023B1 (en) 1998-07-09 2002-12-17 Michigan State University Electrochemical methods for generation of a biological proton motive force and pyridine nucleotide cofactor regeneration
JP4221100B2 (ja) 1999-01-13 2009-02-12 エルピーダメモリ株式会社 半導体装置
US6368861B1 (en) 1999-01-19 2002-04-09 Maxygen, Inc. Oligonucleotide mediated nucleic acid recombination
US6436675B1 (en) 1999-09-28 2002-08-20 Maxygen, Inc. Use of codon-varied oligonucleotide synthesis for synthetic shuffling
US6917882B2 (en) 1999-01-19 2005-07-12 Maxygen, Inc. Methods for making character strings, polynucleotides and polypeptides having desired characteristics
US6376246B1 (en) 1999-02-05 2002-04-23 Maxygen, Inc. Oligonucleotide mediated nucleic acid recombination
EP1130093A1 (en) 1999-01-19 2001-09-05 Maxygen, Inc. Oligonucleotide mediated nucleic acid recombination
US7702464B1 (en) 2001-08-21 2010-04-20 Maxygen, Inc. Method and apparatus for codon determining
US7024312B1 (en) 1999-01-19 2006-04-04 Maxygen, Inc. Methods for making character strings, polynucleotides and polypeptides having desired characteristics
US6961664B2 (en) 1999-01-19 2005-11-01 Maxygen Methods of populating data structures for use in evolutionary simulations
CA2362737A1 (en) 1999-03-05 2000-09-08 Maxygen, Inc. Recombination of insertion modified nucleic acids
EP1181356B1 (en) 1999-03-11 2005-12-07 Eastman Chemical Company Phosphine stabilizers for oxidoreductase enzymes
US7430477B2 (en) 1999-10-12 2008-09-30 Maxygen, Inc. Methods of populating data structures for use in evolutionary simulations
US6519065B1 (en) 1999-11-05 2003-02-11 Jds Fitel Inc. Chromatic dispersion compensation device
EP1272967A2 (en) 2000-03-30 2003-01-08 Maxygen, Inc. In silico cross-over site selection
CN100334206C (zh) 2002-02-28 2007-08-29 三菱化学株式会社 新型脱氢酶和编码该脱氢酶的基因
US7747391B2 (en) 2002-03-01 2010-06-29 Maxygen, Inc. Methods, systems, and software for identifying functional biomolecules
US20050084907A1 (en) 2002-03-01 2005-04-21 Maxygen, Inc. Methods, systems, and software for identifying functional biomolecules
EP1493027B1 (en) 2002-03-01 2014-10-15 Codexis Mayflower Holdings, LLC Methods, systems, and software for identifying functional bio-molecules
US7620500B2 (en) 2002-03-09 2009-11-17 Maxygen, Inc. Optimization of crossover points for directed evolution
EP1654354A1 (en) 2003-08-11 2006-05-10 Codexis, Inc. Improved ketoreductase polypeptides and related polynucleotides
JP2007502111A (ja) 2003-08-11 2007-02-08 コデクシス， インコーポレイテッド ４−置換３−ヒドロキシ酪酸誘導体およびビシナルなシアノ，ヒドロキシ置換カルボン酸エステルの生成のための酵素的プロセス
CA2535147A1 (en) 2003-08-11 2005-05-19 Codexis, Inc. Improved glucose dehydrogenase polypeptides and related polynucleotides
US7824898B2 (en) 2003-08-11 2010-11-02 Codexis, Inc. Halohydrin dehalogenases and related polynucleotides
CN101627116B (zh) 2007-02-08 2013-07-10 科德克希思公司 酮还原酶及其用途
US20090118130A1 (en) 2007-02-12 2009-05-07 Codexis, Inc. Structure-activity relationships
CN101784669B (zh) 2007-08-24 2015-02-18 科德克希思公司 用于(r)-3-羟基四氢噻吩的立体选择性制备的改善的酮还原酶多肽
KR101586503B1 (ko) 2007-09-13 2016-01-18 코덱시스, 인코포레이티드 아세토페논의 환원을 위한 케토리덕타제 폴리펩티드
WO2009042984A1 (en) 2007-09-28 2009-04-02 Codexis, Inc. Ketoreductase polypeptides and uses thereof
WO2009046153A1 (en) 2007-10-01 2009-04-09 Codexis, Inc. Ketoreductase polypeptides for the production of azetidinone
AU2009242279B2 (en) 2008-04-29 2012-08-30 Novartis Ag Spiro-indole derivatives for the treatment of parasitic diseases
EP3023494B1 (en) 2008-06-13 2018-11-28 Codexis, Inc. Method of synthesizing polynucleotide variants
US20090312196A1 (en) 2008-06-13 2009-12-17 Codexis, Inc. Method of synthesizing polynucleotide variants
HUE026181T2 (en) 2008-08-27 2016-05-30 Codexis Inc Ketoreductase polypeptide for the preparation of 3-aryl-3-hydroxypropanamine from 3-aryl-3-ketopropanamine
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
WO2010027710A2 (en) 2008-08-27 2010-03-11 Codexis, Inc. Ketoreductase polypeptides and uses thereof
CN102186972B (zh) 2008-08-29 2014-08-20 科德克希思公司 用于立体选择性生产(4s)-3-[(5s)-5-(4-氟苯基)-5-羟基戊酰基]-4-苯基-1，3-噁唑烷-2-酮的酮还原酶多肽
EP2330190A1 (en) * 2008-09-01 2011-06-08 Daicel Chemical Industries, Ltd. Process for production of optically active amine derivative
US20110262977A1 (en) 2008-09-01 2011-10-27 Daicel Chemical Industries, Ltd. Process for production of optically active amine derivative
EP2847214B1 (en) * 2012-05-11 2017-12-27 Codexis, Inc. Engineered imine reductases and methods for the reductive amination of ketone and amine compounds
JP6643987B2 (ja) 2013-11-13 2020-02-12 コデクシス， インコーポレイテッド ケトン化合物およびアミン化合物の還元的アミノ化のための操作されたイミンレダクターゼおよび方法

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DK3068793T3 (da) 2021-03-22
CN106232619B (zh) 2022-09-09
JP2016536990A (ja) 2016-12-01
EP3068793A4 (en) 2017-09-20
US9822346B2 (en) 2017-11-21
US20210301266A1 (en) 2021-09-30
US12312609B2 (en) 2025-05-27
CN106232619A (zh) 2016-12-14
US11060072B2 (en) 2021-07-13
US20150132807A1 (en) 2015-05-14
WO2015073555A1 (en) 2015-05-21
HUE053379T2 (hu) 2021-06-28
IL245453A0 (en) 2016-06-30
US10407668B2 (en) 2019-09-10
US20250304924A1 (en) 2025-10-02
EP3068793A1 (en) 2016-09-21
IL245453B (en) 2021-04-29
CA2929664C (en) 2023-01-24
CA2929664A1 (en) 2015-05-21
US20190345458A1 (en) 2019-11-14
US20180030419A1 (en) 2018-02-01
EP3068793B1 (en) 2021-02-17

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