Dynamic kinetic resolution process employing haloalkane dehalogenase

ACS Catalysis

Volumn 1, Issue 12, 2011, Pages 1654-1660

  Westerbeek, Alja ^a   Szymański, Wiktor ^b   Feringa, Ben L ^b   Janssen, Dick B ^a  

^a UNIVERSITY OF GRONINGEN   (Netherlands)

^b UNIVERSITY OF GRONINGEN   (Netherlands)

Author keywords

hydroxyamides; dynamic kinetic resolution; enantioselective biocatalysis; haloalkane dehalogenases; racemization methods

Indexed keywords

BROMOAMIDES; DEHALOGENASE; DYNAMIC KINETIC RESOLUTION; ENANTIOPURE; ENANTIOSELECTIVE BIOCATALYSIS; HALOALKANE DEHALOGENASES; MEMBRANE REACTOR; MODEL SUBSTRATES; RACEMIZATION METHODS;

BIOREACTORS;

KINETICS;

EID: 82955241462     PISSN: 21555435     EISSN: None     Source Type: Journal    
DOI: 10.1021/cs2003565     Document Type: Article

References (33)

1. Monti, D.; Ottolina, G.; Carrea, G.; Riva, S. Chem. Rev. 2011, 111, 4111-4140
2. Brenna, E.; Fuganti, C.; Gatti, F. G.; Serra, S. Chem. Rev. 2011, 111, 4036-4072
3. Garcia-Urdiales, E.; Alfonso, I.; Gotor, V. Chem. Rev. 2011, 111, PR110-PR180
4. Pellissier, H. Tetrahedron 2008, 64, 1563-1601
5. Pellissier, H. Tetrahedron 2011, 67, 3769-3802
6. Turner, N. J. Curr. Opin. Chem. Biol. 2004, 8, 114-119
7. Schnell, B.; Faber, K.; Kroutil, W. Adv. Synth. Catal. 2003, 345, 653-666
8. Pamies, O.; Backvall, J. E. Trends Biotechnol. 2004, 22, 130-135
9. Kondo, M.; Zhang, L. L.; Ji, H. P.; Kou, Y.; Ou, B. X. J. Agric. Food Chem. 2009, 57, 8788-8792
10. Evans, J. F.; Kargman, S. FEBS Lett. 1992, 297, 139-142
11. Edson, R. S.; Terrell, C. L. Mayo Clin. Proc. 1999, 74, 519-528
12. Tremblay, L. V.; Xu, H.; Blanchard, J. S. Biochemistry 2010, 49, 9685-9687
13. Sebti, S.; Foucaud, A. Synthesis 1983, 546-549
14. Szymanski, W.; Ostaszewski, R. Tetrahedron: Asymmetry 2006, 17, 2667-2671
15. Szymanski, W.; Ostaszewski, R. Tetrahedron 2008, 64, 3197-3203
16. Tani, K.; Suwa, K.; Tanigawa, E.; Ise, T.; Yamagata, T.; Tatsuno, Y.; Otsuka, S. J. Organomet. Chem. 1989, 370, 203-221
17. Hapiot, F.; Agbossou, F.; Mortreux, A. Tetrahedron: Asymmetry 1997, 8, 2881-2884
18. Evans, D. A.; Wu, J. J. Am. Chem. Soc. 2005, 127, 8006-8007
19. Szymanski, W.; Ostaszewski, R. J. Mol. Catal. B: Enzym. 2007, 47, 125-128
20. Westerbeek, A.; Szymanski, W.; Wijma, H. J.; Marrink, S. J.; Feringa, B. L.; Janssen, D. B. Adv. Synth. Catal. 2011, 353, 931-944
21. Larsson, A. L. E.; Persson, B. A.; Backvall, J. E. Angew. Chem., Int. Ed. Engl. 1997, 36, 1211-1212
22. Persson, B. A.; Larsson, A. L. E.; Le Ray, M.; Backvall, J. E. J. Am. Chem. Soc. 1999, 121, 1645-1650
23. Choi, J. H.; Kim, Y. H.; Nam, S. H.; Shin, S. T.; Kim, M. J.; Park, J. Angew. Chem., Int. Ed. 2002, 41, 2373-2376
24. Allen, J. V.; Williams, J. M. J. Tetrahedron Lett. 1996, 37, 1859-1862
25. Prokop, Z.; Sato, Y.; Brezovsky, J.; Mozga, T.; Chaloupkova, R.; Koudelakova, T.; Jerabek, P.; Stepankova, V.; Natsume, R.; van Leeuwen, J. G. E.; Janssen, D. B.; Florian, J.; Nagata, Y.; Senda, T.; Damborsky, J. Angew. Chem., Int. Ed. 2010, 49, 6111-6115
26. Jones, M. M.; Williams, J. M. J. Chem. Commun.(Cambridge, U.K.) 1998, 2519-2520
27. Pries, F.; Kingma, J.; Pentenga, M.; van Pouderoyen, G.; Jeronimus-Stratingh, C. M.; Bruins, A. P.; Janssen, D. B. Biochemistry 1994, 33, 1242-1247
28. Sato, Y.; Monincova, M.; Chaloupkova, R.; Prokop, Z.; Ohtsubo, Y.; Minamisawa, K.; Tsuda, M.; Damborsky, J.; Nagata, Y. Appl. Environ. Microbiol. 2005, 71, 4372-4379
29. Haak, R. M.; Berthiol, F.; Jerphagnon, T.; Gayet, A. J.; Tarabiono, C.; Postema, C. P.; Ritleng, V.; Pfeffer, M.; Janssen, D. B.; Minnaard, A. J.; Feringa, B. L.; de Vries, J. G. J. Am. Chem. Soc. 2008, 130, 13508-13509
30. Schroepl, E.; Pohloudek-Fabini, R. Pharmazie 1968, 23, 638-641
31. Felix, R. A.; Teach, E. G. U.S. Patent 4650512 A1.
32. Shin, J. M.; Kim, Y. H. Tetrahedron Lett. 1986, 27, 1921-1924
33. Bernard, M.; Ford, W. T. J. Org. Chem. 1983, 48, 326-332