Bioreduction of methyl o-chlorobenzoylformate at 500 g L -1 without external cofactors for efficient production of enantiopure clopidogrel intermediate

Tetrahedron Letters

Volumn 53, Issue 35, 2012, Pages 4715-4717

  Ni, Yan ^a   Pan, Jiang ^a   Ma, Hong Min ^a   Li, Chun Xiu ^a   Zhang, Jie ^a   Zheng, Gao Wei ^a   Xu, Jian He ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Aldo keto reductase; Asymmetric reduction; Clopidogrel; Methyl (R) o chloromandelate; Whole cell catalyst

Indexed keywords

ALDO KETO REDUCTASE; ANTITHROMBOCYTIC AGENT; CLOPIDOGREL; FORMIC ACID DERIVATIVE; GLUCOSE DEHYDROGENASE; METHYLCHLOROBENZOYLFORMATE; OXIDOREDUCTASE; UNCLASSIFIED DRUG;

ARTICLE; BACILLUS; BIOCATALYSIS; CATALYST; CONTROLLED STUDY; DRUG METABOLISM; DRUG PURITY; DRUG SYNTHESIS; ENANTIOSELECTIVITY; NONHUMAN; PRODUCTIVITY; REDUCTION;

BACILLUS SP.;

EID: 84864407697     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.06.097     Document Type: Article

References (25)

1. H. Gröger Adv. Synth. Catal. 343 2001 547 558
2. K. Kinbara, Y. Tagawa, and K. Saigo Tetrahedron Asymmetry 12 2001 2927 2930
3. A. Glieder, R. Weis, W. Skranc, P. Poechlauer, I. Dreveny, S. Majer, M. Wubbolts, H. Schwab, and K. Gruber Angew. Chem., Int. Ed. 42 2003 4815 4818
4. L.M. van Langen, F. van Rantwijk, and R.A. Sheldon Org. Process Res. Dev. 7 2003 828 831
5. L.M. van Langen, R.P. Selassa, F. van Rantwijk, and R.A. Sheldon Org. Lett. 7 2005 327 329
6. C. Reisinger, I. Osprian, A. Glieder, H.E. Schoemaker, H. Griengl, and H. Schwab Biotechnol. Lett. 26 2004 1675 1680
7. C.S. Zhang, Z.J. Zhang, C.X. Li, H.L. Yu, G.W. Zheng, and J.H. Xu Appl. Microbiol. Biotechnol. 95 2012 91 99
8. P. Wang, T. Chen, and S. Tsai Enzyme Microb. Technol. 39 2006 930 935
9. K. Uhm, S. Lee, H. Kim, H. Kang, and Y. Lee J. Mol. Catal. B Enzym. 45 2007 34 38
10. R. Torres, C. Ortiz, B.C.C. Pessela, J.M. Palomo, C. Mateo, J.M. Guisán, and R. Fernández-Lafuente Enzyme Microb. Technol. 39 2006 167 171
11. X. Ju, H.L. Yu, J. Pan, D.Z. Wei, and J.H. Xu Appl. Microbiol. Biotechnol. 86 2010 83 91
12. Y. Sun, X. Wan, J. Wang, Q. Meng, H. Zhang, L. Jiang, and Z. Zhang Org. Lett. 7 2005 5425 5427
13. L. Yin, W. Shan, X. Jia, X. Li, and A.S.C. Chan J. Organomet. Chem. 694 2009 2092 2095
14. T. Ema, N. Okita, S. Ide, and T. Sakai Org. Biomol. Chem. 5 2007 1175 1176
15. T. Ema, S. Ide, N. Okita, and T. Sakai Adv. Synth. Catal. 350 2008 2039 2044
16. M. Jeong, Y.M. Lee, S.H. Hong, S.Y. Park, I. Yoo, and M.J. Han Biotechnol. Lett. 32 2010 1529 1531
17. A. Pennacchio, A. Giordano, M. Rossi, and C.A. Raia Eur. J. Org. Chem. 23 2011 4361 4366
18. G.W. Huisman, J. Liang, and A. Krebber Curr. Opin. Chem. Biol. 14 2010 122 129
19. Y. Ni, and J.H. Xu Biotechnol. Adv. 2011 10.1016/j.biotechadv.2011.10.007
20. Y. Xie, J.H. Xu, and Y. Xu Bioresour. Technol. 101 2010 1054 1059
21. Y. Ni, C.X. Li, H.M. Ma, J. Zhang, and J.H. Xu Appl. Microbiol. Biotechnol. 89 2011 1111 1118
22. D.M. Zhu, B.E. Rios, J.D. Rozzell, and L. Hua Tetrahedron Asymmetry 16 2005 1541 1546
23. S.M.A.D. Wildeman, T. Sonke, H.E. Schoemaker, and O. May Acc. Chem. Res. 40 2007 1260 1266
24. H. Gröger, F. Chamouleau, N. Orologas, C. Rollmann, K. Drauz, W. Hummel, A. Weckbecker, and M. Oliver Angew. Chem., Int. Ed. 45 2006 5677 5681
25. Y. Ni, C.X. Li, J. Zhang, N.D. Shen, U.T. Bornscheuer, and J.H. Xu Adv. Synth. Catal. 353 2011 1213 1217