The study on efficient hydrolases immobilization for the kinetic resolution of the α-acetoxyamides

Journal of Molecular Catalysis B: Enzymatic

Volumn 47, Issue 1-2, 2007, Pages 51-57

  Koszelewski, Dominik ^a   Redzej, Adam ^a   Ostaszewski, Ryszard ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

Author keywords

Enantioselectivity; Enzymatic kinetic resolution; Immobilization; Lipases; Passerini reaction

Indexed keywords

ENZYMATIC KINETIC RESOLUTION; PASSERINI REACTION; PORCINE PANCREAS (PPL); PSEUDOMONAS CEPACIA (PCL);

ACETIC ACID; BACTERIA; ENANTIOSELECTIVITY; ENZYME IMMOBILIZATION; ESTERS; LIPASES;

AMIDES;

ACETIC ACID (3,4,5 TRIMETHOXYBENZYLCARBAMOYL)(3,4,5 TRIMETHOXYPHENYL)METHYL ESTER; ACETIC ACID PHENYL (3,4,5 TRIMETHOXYBENZYLCARBAMOYL)METHYL ESTER; AMIDE; HYDROLASE; PODOPHYLLOTOXIN DERIVATIVE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; BIOCATALYST; BURKHOLDERIA CEPACIA; ENANTIOSELECTIVITY; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME IMMOBILIZATION; ENZYME KINETICS; PANCREAS;

BURKHOLDERIA CEPACIA; SUS;

EID: 34249341153     PISSN: 13811177     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcatb.2007.03.007     Document Type: Article

References (42)

1. In: Drauz K., and Waldman H. (Eds). Enzyme Catalysis In Organic Synthesis. 2nd ed. Vols .1-3 (2002), VCH, Weinheim
2. Faber K. Biotransformations in Organic Chemistry. 4th ed. (2000), Springer, Berlin
3. In: Patel R.N. (Ed). Stereoselective Biocatalysis. (2000), Marcel Dekker, New York
4. Liese A., and Wandrey C. Industrial Biotransformations (2000), Wiley-VCH, Weinheim
5. Bornscheuer U.T. In: Rehm H.J., Reed G., Pühler A., Stadler P.J.W., and Kelly D.R. (Eds). Industrial Biotransformations. In Biotechnology-Series vol. 8b (2000), Wiley-VCH, Weinheim 277-294
6. Bornscheuer U.T., and Kazlauskas R.J. Hydrolases in Organic Synthesis-Regio- and Stereoselective Biotransformations (1999), Wiley-VCH, Weinheim
7. Schmid R.D., and Verger R. Angew. Chem. Int. Ed. Engl. 37 (1998) 1608-1633
8. Wilson L., Palomo J.M., Fernandez-Lorente G., Illanes A., Guisan J.M., and Fernandez-Lafuente R. Enzyme Microb. Technol. 39 (2006) 259-264
9. Palomo J.M., Ortiz C., Fernandez-Lorente G., Fuentes M., Guisan J.M., and Fernandez-Lafuente R. Enzyme Microb. Technol. 36 (2005) 447-454
10. Palomo J.M., Ortiz C., Fuentes M., Fernandez-Lorente G., Guisan J.M., and Fernandez-Lafuente R. J. Chromatogr. A 1038 (2004) 267-273
11. Sugira M., and Isobe M. Chem. Pharm. Bull. 24 (1976) 1822-1828
12. Bastida A., Sabuquillo P., Armisen P., Fernandez-Lafuente R., Huguet J., and Guisan J.M. Biotechnol. Bioeng. 58 (1998) 486-493
13. Fernandez-Lafuente R., Armisen P., Sabuquillo P., Fernandez-Lorente G., and Guisan J.M. Chem. Phys. Lipids 93 (1998) 185-197
14. Brzozowski A.M., Derewenda U., Derewenda Z.S., Dodson G.G., Lawson D.M., Turkemburg J.P., Bjorkling F., Huge-Jensen B., Patkar S.S., and Thim L. Nature 351 (1991) 491-494
15. Derewenda U., Brzozowski A.M., Lawson D.M., and Derewenda Z.S. Biochemistry 31 (1992) 1532-1541
16. Derewenda Z.S., and Derewenda U. J. Mol. Biol. 227 (1992) 818-839
17. Derewenda Z.S. Struct. Biol. 2 (1995) 347-349
18. Grochulski P., Li Y., Schragm J.D., Boutthilier F., Smith P., Harrinson D., Rubin B., and Cyler M. J. Biol. Chem. 268 (1993) 12843-12847
19. Katchalski-Katzir E. Trends Biotechnol. 11 (1993) 471-477
20. Chaubey A., Parshad R., Koul S., Taneja S.C., and Qazi G.N. J. Mol. Catal. B: Enzym. 42 (2006) 39-44
21. Wilson L., Palomo J.M., Fernandez-Lorente G., Illanes A., Guisan J.M., and Fernandez-Lafuente R. Enzym. Microb. Technol. 38 (2006) 975-980
22. Palomo J.M., Segura R.L., Fuentes M., Ortiz C.C., Guisan J.M., and Fernandez-Lafuente R. Enzym. Microb. Technol. 38 (2006) 429-435
23. Palomo J.M., Segura R.L., Fernandez-Lorente G., Guisan J.M., and Fernandez-Lafuente R. Tetrahedron: Asymm. 15 (2004) 1157-1161
24. Fernandez-Lorente G., Palomo J.M., Cocca J., Mateo C., Moro P., Terreni M., Fernandez-Lafuenteb R., and Guisan J.M. Tetrahedron 59 (2003) 5705-5711
25. Palomo J.M., Penas M.M., Fernandez-Lorente G., Mateo C., Pisabarro A.G., Fernandez-Lafuente R., Ramirez L., and Guisan J.M. Biomacromolecules 4 (2003) 204-210
26. Palomo J.M., Muñoz G., Fernández-Lorente G., Mateo C., Fuentes M., Guisan J.M., and Fernández-Lafuente R. J. Mol. Catal. B: Enzym. 21 (2003) 201-210
27. Palomo J.M., Fernandez-Lorente G., Mateo C., Ortiz C., Fernandez-Lafuente R., and Guisan J.M. Enzym. Microb. Technol. 31 (2002) 775-783
28. Palomo J.M., Fernandez-Lorente G., Mateo C., Fuentes M., Fernandez-Lafuente R., and Guisan J.M. Tetrahedron: Asymm. 13 (2002) 1337-1345
29. Fernandez-Lorente G., Terrenia M., Mateo C., Bastida A., Fernandez-Lafuente R., Dalmases P., Huguet J., and Guisan J.M. Enzym. Microb. Technol. 28 (2001) 389-396
30. Fernandez-Lorente G., Fernandez-Lafuente R., Palomo J.M., Mateo C., Bastida A., Coca J., Haramboure T., Hernandez-Justiz O., Terreni M., and Guisan J.M. J. Mol. Catal. B: Enzym. 11 (2001) 649-656
31. Kelly M., and Hartwell J. J. Natl. Cancer Inst. 14 (1954) 967-1010
32. Effenberger F., Graef B.W., and Oswald S. Tetrahedron: Asymm. 8 (1997) 2749-2755
33. Carrea G., and Riva S. Angew. Chem. Int. Ed. 39 (2000) 2226-2254
34. Segura R.L., Betancor L., Palomo J.M., Hidalgo A., Fernandez-Lorente G., Terreni M., Mateo C., Cortes A., Fernandez-Lafuente R., and Guisan J.M. Enzyme Microb. Technol. 39 (2006) 817-823
35. Birner-Grunberger R., Scholze H., Faber K., and Hermetter A. Biotechnol. Bioeng. 85 (2004) 47-154
36. Vorderwulbecke T., Kieslich K., and Erdmann H. Enzyme Microb. Technol. 14 (1992) 631-639
37. Verger R., de Haas G.H., Sarda L., and Desnuelle P. Biochim. Biophys. Acta 188 (1969) 272-282
38. Chen C.S., Fujimoto Y., Girdaukas G., and Sih C.J. J. Am. Chem. Soc. 104 (1982) 7294-7299
39. Ivanov A., and Schneider M. J. Mol. Catal. B: Enzym. 3 (1997) 303-309
40. Keehoon W., Sangbum K., Kwang-Je K., Hong Woo P., and Sang-Jin M. Process Biochem. 40 (2005) 2149-2154
41. Furukawa S., Ono T., Jima H., and Kawakami K. J. Mol. Catal. B 15 (2001) 65-70
42. Reetz M., Tielman P., Wiesenhofer W., Konen W., and Zonta A. Adv. Synth. Catal. 345 (2003) 717-728