CN104053771B - 用于制备羟基取代的氨基甲酸酯的生物催化剂 - Google Patents

用于制备羟基取代的氨基甲酸酯的生物催化剂 Download PDF

Info

Publication number
CN104053771B
CN104053771B CN201280067329.9A CN201280067329A CN104053771B CN 104053771 B CN104053771 B CN 104053771B CN 201280067329 A CN201280067329 A CN 201280067329A CN 104053771 B CN104053771 B CN 104053771B
Authority
CN
China
Prior art keywords
compound
formula
compounds
polypeptide
engineered
Prior art date
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.)
Active
Application number
CN201280067329.9A
Other languages
English (en)
Chinese (zh)
Other versions
CN104053771A (zh
Inventor
法比安·卡比罗尔
陈海滨
阿努潘·苟呵尔
史蒂文·J·科利尔
德里克·史密斯
波吉特·科斯耶克
雅各布·杰恩
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.)
Codexis Inc
Original Assignee
Codexis 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.)
Filing date
Publication date
Application filed by Codexis Inc filed Critical Codexis Inc
Priority to CN201610911937.3A priority Critical patent/CN106479990B/zh
Publication of CN104053771A publication Critical patent/CN104053771A/zh
Application granted granted Critical
Publication of CN104053771B publication Critical patent/CN104053771B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

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
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • 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
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
    • 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
    • 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
    • C12P41/002—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by oxidation/reduction reactions
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y101/00—Oxidoreductases acting on the CH-OH group of donors (1.1)
    • C12Y101/01—Oxidoreductases acting on the CH-OH group of donors (1.1) with NAD+ or NADP+ as acceptor (1.1.1)
    • C12Y101/01184—Carbonyl reductase (NADPH) (1.1.1.184)
    • 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
    • C12N15/63—Introduction of foreign genetic material using vectors; Vectors; Use of hosts therefor; Regulation of expression
    • C12N15/70—Vectors or expression systems specially adapted for E. coli
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • General Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Biomedical Technology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
CN201280067329.9A 2011-11-18 2012-11-14 用于制备羟基取代的氨基甲酸酯的生物催化剂 Active CN104053771B (zh)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201610911937.3A CN106479990B (zh) 2011-11-18 2012-11-14 用于制备羟基取代的氨基甲酸酯的生物催化剂

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201161561665P 2011-11-18 2011-11-18
US61/561,665 2011-11-18
PCT/US2012/065046 WO2013074650A1 (en) 2011-11-18 2012-11-14 Biocatalysts for the preparation of hydroxy substituted carbamates

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CN201610911937.3A Division CN106479990B (zh) 2011-11-18 2012-11-14 用于制备羟基取代的氨基甲酸酯的生物催化剂

Publications (2)

Publication Number Publication Date
CN104053771A CN104053771A (zh) 2014-09-17
CN104053771B true CN104053771B (zh) 2016-11-09

Family

ID=47295185

Family Applications (2)

Application Number Title Priority Date Filing Date
CN201280067329.9A Active CN104053771B (zh) 2011-11-18 2012-11-14 用于制备羟基取代的氨基甲酸酯的生物催化剂
CN201610911937.3A Active CN106479990B (zh) 2011-11-18 2012-11-14 用于制备羟基取代的氨基甲酸酯的生物催化剂

Family Applications After (1)

Application Number Title Priority Date Filing Date
CN201610911937.3A Active CN106479990B (zh) 2011-11-18 2012-11-14 用于制备羟基取代的氨基甲酸酯的生物催化剂

Country Status (8)

Country Link
US (8) US9139819B2 (enExample)
EP (1) EP2780448B1 (enExample)
CN (2) CN104053771B (enExample)
HU (1) HUE046089T2 (enExample)
IL (1) IL232621B (enExample)
IN (1) IN2014CN04470A (enExample)
SG (1) SG11201402401TA (enExample)
WO (1) WO2013074650A1 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106479990A (zh) * 2011-11-18 2017-03-08 科德克希思公司 用于制备羟基取代的氨基甲酸酯的生物催化剂

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
WO2013062878A1 (en) 2011-10-27 2013-05-02 Merck Sharp & Dohme Corp. Process for making beta 3 angonists and intermediates
JP6063948B2 (ja) 2011-10-27 2017-01-18 メルク・シャープ・アンド・ドーム・コーポレーションＭｅｒｃｋ Ｓｈａｒｐ ＆ Ｄｏｈｍｅ Ｃｏｒｐ． ベータ３アゴニストおよび中間体を製造するプロセス
WO2014150633A1 (en) * 2013-03-15 2014-09-25 Merck Sharp & Dohme Corp. Immobilized ketoreductases and process for making and using immobilized ketoreductase
LT2968269T (lt) 2013-03-15 2019-10-25 Merck Sharp & Dohme Beta 3 agonistų ir tarpinių junginių gamybos būdas
US10696953B2 (en) * 2015-02-10 2020-06-30 Codexis, Inc. Ketoreductase polypeptides for the synthesis of chiral compounds
CN106011095B (zh) * 2016-07-27 2021-02-26 苏州汉酶生物技术有限公司 工程化酮还原酶多肽及使用其制备依替米贝中间体的方法
EP4410295A3 (en) 2017-06-06 2024-10-16 Urovant Sciences GmbH Use of vibegron to treat overactive bladder
NZ774649A (en) 2018-12-05 2025-07-25 Urovant Sciences Gmbh Vibegron for the treatment of overactive bladder symptoms
CN109943543B (zh) * 2019-03-28 2020-12-11 上海健康医学院 醇脱氢酶突变体及其制备方法和应用
CN114410599B (zh) * 2022-01-29 2023-08-18 浙江工业大学 羰基还原酶突变体及其制备瑞舒伐他汀手性中间体的应用
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

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009046153A1 (en) * 2007-10-01 2009-04-09 Codexis, Inc. Ketoreductase polypeptides for the production of azetidinone
CN101627116A (zh) * 2007-02-08 2010-01-13 科德克希思公司 酮还原酶及其用途
WO2010025085A2 (en) * 2008-08-29 2010-03-04 Codexis, Inc. Ketoreductase polypeptides for the stereoselective production of (4s)-3[(5s)-5(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one
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
CN101784669A (zh) * 2007-08-24 2010-07-21 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

Family Cites Families (39)

* 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
JP3155107B2 (ja) 1993-01-12 2001-04-09 ダイセル化学工業株式会社 光学活性４−ハロ−３−ヒドロキシ酪酸エステルの製造方法
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
US6335160B1 (en) 1995-02-17 2002-01-01 Maxygen, Inc. Methods and compositions for polypeptide engineering
US5837458A (en) 1994-02-17 1998-11-17 Maxygen, Inc. Methods and compositions for cellular and metabolic engineering
JP3696884B2 (ja) 1994-03-25 2005-09-21 アイソテクニカ、インコーポレーテッド ジュウテリウム化による薬物の効能の増強
JPH08336393A (ja) 1995-04-13 1996-12-24 Mitsubishi Chem Corp 光学活性なγ−置換−β−ヒドロキシ酪酸エステルの製造法
FI104465B (fi) 1995-06-14 2000-02-15 Valio Oy Proteiinihydrolysaatteja allergioiden hoitamiseksi tai estämiseksi, niiden valmistus ja käyttö
US5891685A (en) 1996-06-03 1999-04-06 Mitsubishi Chemical Corporation Method for producing ester of (S)-γ-halogenated-β-hydroxybutyric acid
US6342507B1 (en) 1997-09-05 2002-01-29 Isotechnika, Inc. Deuterated rapamycin compounds, method and uses thereof
DE69840586D1 (de) 1997-10-08 2009-04-02 Isotechnika Inc Deuterierte Cyclosporin-analoga und ihre Verwendung als immunmodulierende Agenzien
JP3712255B2 (ja) 1997-12-08 2005-11-02 カリフォルニア・インスティチュート・オブ・テクノロジー ポリヌクレオチドおよびポリペプチド配列を生成するための方法
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
DE19857302C2 (de) 1998-12-14 2000-10-26 Forschungszentrum Juelich Gmbh Verfahren zur enantioselektiven Reduktion von 3,5-Dioxocarbonsäuren, deren Salze und Ester
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
US6376246B1 (en) 1999-02-05 2002-04-23 Maxygen, Inc. Oligonucleotide mediated nucleic acid recombination
DE60024615T2 (de) 1999-03-11 2006-07-06 Eastman Chemical Co., Kingsport Phosphine Stabilisatoren für oxidoreduktase Enzyme
SI20642A (sl) 1999-12-03 2002-02-28 Kaneka Corporation Nova karbonil-reduktaza, gen le-te in postopek za uporabo le-teh
EP1272967A2 (en) 2000-03-30 2003-01-08 Maxygen, Inc. In silico cross-over site selection
IL157386A0 (en) 2001-03-22 2004-02-19 Bristol Myers Squibb Co A stereoselective process for the preparation of (s)-1-arylethanol derivatives
US20050084907A1 (en) 2002-03-01 2005-04-21 Maxygen, Inc. Methods, systems, and software for identifying functional biomolecules
US7629157B2 (en) 2003-08-11 2009-12-08 Codexis, Inc. Ketoreductase polypeptides and related polynucleotides
AU2004266100A1 (en) 2003-08-11 2005-03-03 Codexis, Inc. Enzymatic processes for the production of 4-substituted 3-hydroxybutyric acid derivatives and vicinal cyano, hydroxy substituted carboxylic acid esters
KR20060064617A (ko) 2003-08-11 2006-06-13 코덱시스, 인코포레이티드 개량된 할로히드린 디할로게나제 및 관련 폴리뉴클레오티드
MXPA06001719A (es) 2003-08-11 2006-05-19 Codexis Inc Polipeptidos de glucosa deshidrogenasa mejorados, y polinucleotidos relacionados.
JP4394647B2 (ja) 2003-12-02 2010-01-06 メルシャン株式会社 光学活性テトラヒドロチオフェン誘導体の製造方法、および、光学活性テトラヒドロチオフェン−３−オールの晶析方法
US7705036B2 (en) 2004-04-01 2010-04-27 Cardiome Pharma Corp. Deuterated aminocyclohexyl ether compounds and processes for preparing same
US7393667B2 (en) 2005-05-31 2008-07-01 Bristol-Myers Squibb Company Stereoselective reduction process for the preparation of pyrrolotriazine compounds
SG178753A1 (en) 2007-02-12 2012-03-29 Codexis Inc Structure-activity relationships
CN101855342B (zh) 2007-09-13 2013-07-10 科德克希思公司 用于还原苯乙酮的酮还原酶多肽
CN101889081B (zh) 2007-09-28 2014-06-18 科德克希思公司 酮还原酶多肽及其用途
PE20091825A1 (es) 2008-04-04 2009-12-04 Merck & Co Inc Hidroximetil pirrolidinas como agonistas del receptor adrenergico beta 3
US20090312196A1 (en) 2008-06-13 2009-12-17 Codexis, Inc. Method of synthesizing polynucleotide variants
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
US8288131B2 (en) 2008-08-27 2012-10-16 Codexis, Inc. Ketoreductase polypeptides and uses thereof
WO2011022548A2 (en) 2009-08-19 2011-02-24 Codexis, Inc. Ketoreductase polypeptides for the preparation of phenylephrine
US9040262B2 (en) 2010-05-04 2015-05-26 Codexis, Inc. Biocatalysts for ezetimibe synthesis
CN104053771B (zh) 2011-11-18 2016-11-09 科德克希思公司 用于制备羟基取代的氨基甲酸酯的生物催化剂

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101627116A (zh) * 2007-02-08 2010-01-13 科德克希思公司 酮还原酶及其用途
CN101784669A (zh) * 2007-08-24 2010-07-21 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
WO2009046153A1 (en) * 2007-10-01 2009-04-09 Codexis, Inc. Ketoreductase polypeptides for the production of azetidinone
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
WO2010025085A2 (en) * 2008-08-29 2010-03-04 Codexis, Inc. Ketoreductase polypeptides for the stereoselective production of (4s)-3[(5s)-5(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106479990A (zh) * 2011-11-18 2017-03-08 科德克希思公司 用于制备羟基取代的氨基甲酸酯的生物催化剂

Also Published As

Publication number Publication date
US20140322769A1 (en) 2014-10-30
WO2013074650A1 (en) 2013-05-23
US20150344850A1 (en) 2015-12-03
US20180371427A1 (en) 2018-12-27
US20190177702A1 (en) 2019-06-13
US12241093B2 (en) 2025-03-04
CN106479990A (zh) 2017-03-08
HUE046089T2 (hu) 2020-01-28
US9422531B2 (en) 2016-08-23
US20240018489A1 (en) 2024-01-18
US9803178B2 (en) 2017-10-31
CN104053771A (zh) 2014-09-17
US20160319247A1 (en) 2016-11-03
IL232621B (en) 2019-10-31
US10253303B2 (en) 2019-04-09
SG11201402401TA (en) 2014-06-27
US10851351B2 (en) 2020-12-01
IL232621A0 (en) 2014-06-30
EP2780448A1 (en) 2014-09-24
EP2780448B1 (en) 2019-09-11
CN106479990B (zh) 2020-09-18
US10100287B2 (en) 2018-10-16
US20180010100A1 (en) 2018-01-11
US9139819B2 (en) 2015-09-22
US11713451B2 (en) 2023-08-01
US20210071151A1 (en) 2021-03-11
IN2014CN04470A (enExample) 2015-09-04

Similar Documents

Publication Publication Date Title
US12241093B2 (en) Biocatalysts for the preparation of hydroxy substituted carbamates
CN104428313B (zh) 工程化亚胺还原酶以及用于酮和胺化合物的还原胺化的方法
CN105164263B (zh) 用于工业生物催化的工程化转氨酶多肽
CN104508126B (zh) 用于合成色胺和色胺类似物的衍生物的生物催化剂和方法
CN103998461B (zh) 用于合成取代的内酰胺的生物催化剂和方法
DK2697662T3 (en) BIOCATALYTIC PROCEDURE FOR PREPARING ESLICARBAZEPIN AND ANALOGUES THEREOF
CN109863162B (zh) 工程化亚胺还原酶和用于酮和胺化合物的还原胺化的方法
CN106232619A (zh) 工程化的亚胺还原酶和用于酮和胺化合物的还原胺化的方法
CN105008528A (zh) 用于合成手性胺的工程化的生物催化剂和方法
CN110831618A (zh) 酮还原酶多肽及多核苷酸
CN114127272B (zh) 工程化亚胺还原酶和用于酮和胺化合物的还原胺化的方法
CN111699250B (zh) 用于酰胺偶联的羧酸酯酶多肽

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant