JP2010538657A5 - - Google Patents
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- JP2010538657A5 JP2010538657A5 JP2010525057A JP2010525057A JP2010538657A5 JP 2010538657 A5 JP2010538657 A5 JP 2010538657A5 JP 2010525057 A JP2010525057 A JP 2010525057A JP 2010525057 A JP2010525057 A JP 2010525057A JP 2010538657 A5 JP2010538657 A5 JP 2010538657A5
- Authority
- JP
- Japan
- Prior art keywords
- polypeptide
- residue corresponding
- substrate
- seq
- dichloro
- 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.)
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- 229920001184 polypeptide Polymers 0.000 claims 34
- 102000004196 processed proteins & peptides Human genes 0.000 claims 34
- 108090000765 processed proteins & peptides Proteins 0.000 claims 34
- 239000000758 substrate Substances 0.000 claims 13
- 101001110310 Lentilactobacillus kefiri NADP-dependent (R)-specific alcohol dehydrogenase Proteins 0.000 claims 11
- 150000001413 amino acids Chemical group 0.000 claims 8
- 238000000034 method Methods 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 6
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims 5
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 claims 5
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims 5
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims 5
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 claims 5
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 claims 5
- 229960000310 isoleucine Drugs 0.000 claims 5
- 229930182817 methionine Natural products 0.000 claims 5
- 239000004474 valine Substances 0.000 claims 5
- 235000014393 valine Nutrition 0.000 claims 5
- JAOYKRSASYNDGH-BYPYZUCNSA-N (1s)-1-(2,6-dichloro-3-fluorophenyl)ethanol Chemical compound C[C@H](O)C1=C(Cl)C=CC(F)=C1Cl JAOYKRSASYNDGH-BYPYZUCNSA-N 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 4
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims 4
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 claims 4
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims 4
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 claims 4
- 239000004473 Threonine Substances 0.000 claims 4
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 claims 4
- 102000040430 polynucleotide Human genes 0.000 claims 4
- 108091033319 polynucleotide Proteins 0.000 claims 4
- 239000002157 polynucleotide Substances 0.000 claims 4
- 235000004400 serine Nutrition 0.000 claims 4
- 235000008521 threonine Nutrition 0.000 claims 4
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims 3
- VJBFZHHRVCPAPZ-UHFFFAOYSA-N 1-(2,6-dichloro-3-fluorophenyl)ethanone Chemical compound CC(=O)C1=C(Cl)C=CC(F)=C1Cl VJBFZHHRVCPAPZ-UHFFFAOYSA-N 0.000 claims 3
- 239000004475 Arginine Substances 0.000 claims 3
- DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 claims 3
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims 3
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 claims 3
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 claims 3
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 claims 3
- 235000004279 alanine Nutrition 0.000 claims 3
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims 3
- 235000009582 asparagine Nutrition 0.000 claims 3
- 229960001230 asparagine Drugs 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- -1 2,6-dichloro-3-fluorophenyl Chemical group 0.000 claims 2
- 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 group 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 2
- 239000004471 Glycine Substances 0.000 claims 2
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims 2
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims 2
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims 2
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims 2
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 claims 2
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims 2
- 239000013604 expression vector Substances 0.000 claims 2
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims 2
- 150000004677 hydrates Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000001500 prolyl group Chemical group [H]N1C([H])(C(=O)[*])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 claims 2
- 239000005483 tyrosine kinase inhibitor Substances 0.000 claims 2
- BEJZYEWWHZJNEX-UHFFFAOYSA-N 2,2-dichloro-1-(3-fluorophenyl)ethanone Chemical compound FC1=CC=CC(C(=O)C(Cl)Cl)=C1 BEJZYEWWHZJNEX-UHFFFAOYSA-N 0.000 claims 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims 1
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 claims 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims 1
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims 1
- 241000186660 Lactobacillus Species 0.000 claims 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 1
- 239000004472 Lysine Substances 0.000 claims 1
- 150000008062 acetophenones Chemical class 0.000 claims 1
- 125000000539 amino acid group Chemical group 0.000 claims 1
- 235000003704 aspartic acid Nutrition 0.000 claims 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims 1
- 235000018417 cysteine Nutrition 0.000 claims 1
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims 1
- 235000013922 glutamic acid Nutrition 0.000 claims 1
- 239000004220 glutamic acid Substances 0.000 claims 1
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 claims 1
- 229940039696 lactobacillus Drugs 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US97205807P | 2007-09-13 | 2007-09-13 | |
| US60/972,058 | 2007-09-13 | ||
| PCT/US2008/076333 WO2009036404A2 (en) | 2007-09-13 | 2008-09-13 | Ketoreductase polypeptides for the reduction of acetophenones |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015021874A Division JP6137758B2 (ja) | 2007-09-13 | 2015-02-06 | アセトフェノンの還元のためのケトレダクターゼポリペプチド |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010538657A JP2010538657A (ja) | 2010-12-16 |
| JP2010538657A5 true JP2010538657A5 (https=) | 2011-11-04 |
| JP5973131B2 JP5973131B2 (ja) | 2016-08-23 |
Family
ID=40260827
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010525057A Active JP5973131B2 (ja) | 2007-09-13 | 2008-09-13 | アセトフェノンの還元のためのケトレダクターゼポリペプチド |
| JP2015021874A Active JP6137758B2 (ja) | 2007-09-13 | 2015-02-06 | アセトフェノンの還元のためのケトレダクターゼポリペプチド |
| JP2016056646A Withdrawn JP2016105739A (ja) | 2007-09-13 | 2016-03-22 | アセトフェノンの還元のためのケトレダクターゼポリペプチド |
| JP2018037319A Withdrawn JP2018086028A (ja) | 2007-09-13 | 2018-03-02 | アセトフェノンの還元のためのケトレダクターゼポリペプチド |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015021874A Active JP6137758B2 (ja) | 2007-09-13 | 2015-02-06 | アセトフェノンの還元のためのケトレダクターゼポリペプチド |
| JP2016056646A Withdrawn JP2016105739A (ja) | 2007-09-13 | 2016-03-22 | アセトフェノンの還元のためのケトレダクターゼポリペプチド |
| JP2018037319A Withdrawn JP2018086028A (ja) | 2007-09-13 | 2018-03-02 | アセトフェノンの還元のためのケトレダクターゼポリペプチド |
Country Status (6)
| Country | Link |
|---|---|
| US (12) | US8748143B2 (https=) |
| EP (1) | EP2198018B1 (https=) |
| JP (4) | JP5973131B2 (https=) |
| KR (1) | KR101586503B1 (https=) |
| CN (1) | CN101855342B (https=) |
| WO (1) | WO2009036404A2 (https=) |
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|---|---|---|---|---|
| JP2010536385A (ja) * | 2007-08-24 | 2010-12-02 | コデクシス， インコーポレイテッド | （ｒ）−３−ヒドロキシチオランの立体選択的生成のための改善されたケトレダクターゼポリペプチド |
| EP2198018B1 (en) | 2007-09-13 | 2013-11-20 | Codexis, Inc. | Ketoreductase polypeptides for the reduction of acetophenones |
| EP2203557B1 (en) * | 2007-09-28 | 2012-02-29 | Codexis, Inc. | Ketoreductase polypeptides and uses thereof |
| HUE027683T2 (en) | 2007-10-01 | 2016-10-28 | Codexis Inc | Ketoreductase polypeptides for the production of azetidinone |
| WO2010025287A2 (en) | 2008-08-27 | 2010-03-04 | Codexis, Inc. | Ketoreductase polypeptides for the production of 3-aryl-3-hydroxypropanamine from a 3-aryl-3-ketopropanamine |
| EP2329013B1 (en) | 2008-08-27 | 2015-10-28 | Codexis, Inc. | Ketoreductase polypeptides for the production of a 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 |
| US8273554B2 (en) | 2008-08-29 | 2012-09-25 | Codexis, Inc. | Ketoreductase polypeptides for the stereoselective production of (4S)-3-[(5S)-5-(4-fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one |
| ES2575560T3 (es) | 2009-08-19 | 2016-06-29 | Codexis, Inc. | Polipéptidos cetorreductasa para preparar fenilefrina |
| CN102884178B (zh) | 2009-12-08 | 2014-12-03 | 科德克希思公司 | 拉唑化合物的合成 |
| HUE026367T2 (en) | 2010-05-04 | 2016-06-28 | Codexis Inc | Biocatalysts for ezetimibe synthesis |
| EP2649187B1 (en) | 2010-12-08 | 2017-11-22 | Codexis, Inc. | Biocatalysts and methods for the synthesis of armodafinil |
| HUE038800T2 (hu) | 2011-04-13 | 2018-11-28 | Codexis Inc | Biokatalitikus eljárás eszlikarbazepin és ennek analógjai elõállítására |
| WO2013062881A1 (en) | 2011-10-27 | 2013-05-02 | Merck Sharp & Dohme Corp. | Process for making beta 3 agonists and intermediates |
| ES2584427T3 (es) | 2011-10-27 | 2016-09-27 | Merck Sharp & Dohme Corp. | Proceso para la preparación de agonistas beta 3 y productos intermedios |
| IN2014CN04470A (https=) | 2011-11-18 | 2015-09-04 | Codexis Inc | |
| HUE036947T2 (hu) | 2012-05-11 | 2018-08-28 | Codexis Inc | Átalakított iminreduktázok és eljárások keton- és aminvegyületek reduktív aminálására |
| EP2850200A1 (en) * | 2012-05-17 | 2015-03-25 | Genentech, Inc. | Process of making hydroxylated cyclopentapyrimidine compounds and salts thereof |
| RS59402B1 (sr) | 2013-03-15 | 2019-11-29 | Merck Sharp & Dohme | Postupak za pripremu beta 3 agonista i međuproizvoda |
| WO2014150633A1 (en) | 2013-03-15 | 2014-09-25 | Merck Sharp & Dohme Corp. | Immobilized ketoreductases and process for making and using immobilized ketoreductase |
| ES2734209T3 (es) | 2013-08-06 | 2019-12-04 | Imago Biosciences Inc | Inhibidores de KDM1A para el tratamiento de enfermedades |
| RU2016116253A (ru) | 2013-09-27 | 2017-11-01 | Кодексис, Инк. | Автоматизированный скрининг вариантов фермента |
| CN106232619B (zh) | 2013-11-13 | 2022-09-09 | 科德克希思公司 | 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 |
| US10415023B2 (en) * | 2013-12-10 | 2019-09-17 | Amano Enzyme Inc. | Modified lipase and use thereof |
| CN104975048B (zh) * | 2014-04-02 | 2018-07-24 | 中国科学院过程工程研究所 | 梅岭霉素合成基因簇中酮还原酶MeiF在手性芳香醇生产中的应用 |
| CN121203988A (zh) | 2014-04-22 | 2025-12-26 | C-乐克塔股份有限公司 | 酮还原酶 |
| US10370648B2 (en) | 2014-11-25 | 2019-08-06 | Codexis, Inc. | Engineered imine reductases and methods for the reductive amination of ketone and amine compounds |
| WO2016130412A1 (en) | 2015-02-10 | 2016-08-18 | Codexis, Inc. | Ketoreductase polypeptides for the synthesis of chiral compounds |
| CA2976350C (en) | 2015-02-12 | 2023-09-19 | Hugh Young Rienhoff, Jr. | Kdm1a inhibitors for the treatment of disease |
| CN104846025B (zh) * | 2015-03-31 | 2018-06-01 | 浙江大学 | 一种制备(2s，3r)-2-苯甲酰氨甲基-3-羟基丁酸甲酯的方法 |
| CN105906656B (zh) * | 2016-05-17 | 2018-01-23 | 凯莱英医药集团（天津）股份有限公司 | 一种克唑替尼中间体的合成方法 |
| CN106047950A (zh) * | 2016-06-30 | 2016-10-26 | 尚科生物医药（上海）有限公司 | 一种(s)‑1‑(2,6‑二氯‑3‑氟苯基)乙醇的生物制备方法 |
| WO2018035249A1 (en) * | 2016-08-16 | 2018-02-22 | Imago Biosciences, Inc. | Compositions and methods for producing stereoisomerically pure aminocyclopropanes |
| CN111194306B (zh) | 2016-08-16 | 2023-05-16 | 伊美格生物科学公司 | 用于制备kdm1a抑制剂的方法和过程 |
| CN106636248A (zh) * | 2016-12-21 | 2017-05-10 | 浙江海洋大学 | 一种利用羰基还原酶制备克唑替尼中间体的方法 |
| CN110831618B (zh) * | 2017-04-27 | 2023-08-25 | 科德克希思公司 | 酮还原酶多肽及多核苷酸 |
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| CN109112166B (zh) * | 2017-06-26 | 2023-08-15 | 弈柯莱生物科技(上海)股份有限公司 | 酶法制备替卡格雷中间体 |
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| GB201802383D0 (en) * | 2018-02-14 | 2018-03-28 | Givaudan Sa | Process |
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| CN109706191B (zh) * | 2019-01-21 | 2022-09-09 | 南京欧信医药技术有限公司 | 一种托莫西汀中间体的酶催化合成方法 |
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| CN111235123B (zh) * | 2020-03-27 | 2020-10-27 | 长兴制药股份有限公司 | 一种醇溶液高浓度耐受的羰基还原酶及其应用 |
| CN111718965A (zh) * | 2020-06-17 | 2020-09-29 | 宁波酶赛生物工程有限公司 | 一种(2s,3s)-2,3-丁二醇的制备方法 |
| CN115478059B (zh) * | 2021-05-31 | 2025-04-11 | 尚科生物医药（上海）有限公司 | 一种酮还原酶突变体及其应用 |
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2008
- 2008-09-13 EP EP08830789.7A patent/EP2198018B1/en active Active
- 2008-09-13 WO PCT/US2008/076333 patent/WO2009036404A2/en not_active Ceased
- 2008-09-13 US US12/210,195 patent/US8748143B2/en active Active
- 2008-09-13 KR KR1020107007675A patent/KR101586503B1/ko active Active
- 2008-09-13 JP JP2010525057A patent/JP5973131B2/ja active Active
- 2008-09-13 CN CN2008801157703A patent/CN101855342B/zh active Active
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2012
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- 2015-02-06 JP JP2015021874A patent/JP6137758B2/ja active Active
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