Candida antarctica lipase B (CAL-B)-catalyzed carbon-sulfur bond addition and controllable selectivity in organic media

Advanced Synthesis and Catalysis

Volumn 350, Issue 13, 2008, Pages 1959-1962

  Lou, Feng Wen ^a   Liu, Bo Kai ^a   Wu, Qi ^a   Lv, De Shui ^a   Lin, Xian Fu ^a  

^a ZHEJIANG UNIVERSITY   (China)

Author keywords

Anti Markovnikov addition; Catalytic promiscuity; Enzyme catalysis; Regioselectivity; Thiols

Indexed keywords

EID: 53849116830     PISSN: 16154150     EISSN: 15213897     Source Type: Journal    
DOI: 10.1002/adsc.200800207     Document Type: Article

References (28)

1. a) A. Zaks, A. M. Klibanov, Science 1984, 224, 1249-1253;
2. b) K. Tao, A. M. Klibanov, J. Am. Chem. Soc. 1999, 121, 3334-3348;
3. c) S. Kobayashi, H. Uyama, S. Kimura, Chem. Rev. 2001, 101, 3793-3818;
4. d) R. A. Gross, A. Kumar, B. Kalra, Chem. Rev. 2001, 101, 2097-25124;
5. e) L. Ferreiraa, M. H. Gila, J. S. Dordick, Biomaterials 2002, 23, 3957-3967;
6. f) J. H. Xu, J. Mol. Catal. B: Enzym. 2002, 18 , 199-203;
7. g) E. Garcia-Urdiales, I. Alfonso, V. Gotor, Chem. Rev. 2005, 105, 313-354.
8. a) P. F. Mugford, V. P. Magloire, R. J. Kazlauskas, J. Am. Chem. Soc. 2005, 127, 6536-6537;
9. b) Y. Cai, X. F. Sun, N. Wang, X. F. Lin, Synthesis 2004, 5, 671-674;
10. c) Y. Cai, S. P. Yao, Q Wu, X. F. Lin, Biotechnol. Lett. 2004, 26, 525-528;
11. d) Y. Cai, Q. Wu, Y. M. Xiao, D. S. Lv, X. F. Lin, J. Biotechnol. 2006, 121, 330-337;
12. e) S. P. Yao, D. S. Lv, Q. Wu, Y. Cai, S. H. Xu, X. F. Lin, Chem. Commun. 2004, 17, 2006-2007.
13. a) W. B. Wu, N. Wang, J. M. Xu, Q. Wu, X. F. Lin, Chem. Commun. 2005, 18, 2348-2350;
14. b) W. B. Wu, J. M. Xu, Q. Wu, D. S. Lv, X. F. Lin, Synlett 2005, 16, 2433-2436;
15. c) W. B. Wu, J. M. Xu, Q. Wu, D. S. Lv, X. F. Lin, Adv. Synth. Catal. 2006, 348, 487-492.
16. a) C. Qian, J. M. Xu, Q. Wu, D. S. Lv, X. F. Lin, Tetrahedron Lett. 2007, 48, 6100-6104;
17. b) J. M. Xu, F. Zhang, B. K. Liu, Q. Wu, X. F. Lin, Chem. Commun. 2007, 20, 2078-2080.
18. a) D. L. Ollis, E. Cheah, M. Cygler, B. Dijkstra, F. Frolow, S. M. Franken, M. Harel, S. J. Remington, I. Silman, J. Schrag, J. L. Sussman, K. H. G. Verschueren, A. Goldman, Protein Eng. 1992, 5, 197-211;
19. b) M. Holmquist, Curr. Protein. Pept. Sci. 2000, 1, 209-235.
20. O. Torre, I. Alfonso, V. Gotor, Chem. Commun. 2004, 15, 1724-1725.
21. a) C. Branneby, P. Carlqvist, K. Hult, T. Brinck, P. Berglund, J. Mol. Catal. B: Enzym. 2004, 31, 123-128;
22. b) O. Torre, V. Gotor-Fernandez, I. Alfonso, L. F. Garcia-Alles, V. Gotor, Adv. Synth. Catal. 2005, 347, 1007-1014;
23. c) A. O. Magnusson, M. Takwa, A. Hamberg, K. Hult, Angew. Chem. 2005, 117, 4658-4661;
24. Angew. Chem. Int. Ed. 2005, 44, 4582-4585;
25. d) M. Svendendahl, K. Hult, P. Berglund, J. Am. Chem. Soc. 2005, 127, 17988-17989.
26. a) Z. R. W. Yang, S. W. Tendian, W. M. Carson, W. J. Brouillette, L. J. Delucas, C. G. Brouillette, Protein Sci. 2004, 13, 830-841;
27. b) A. C. Sehgal, R. Tompson, J. Cavanagh, R. M. Kelly, Biotechnol. Bioeng. 2002, 80, 784-793.
28. P. Trodler, J. Pleiss, BMC Struct. Biol. 2008, 8, 9.