Efficient chemoselective biohydrogenation of 1,3-diaryl-2-propen-1-ones catalyzed by Saccharomyces cerevisiae yeasts in biphasic system

Journal of Molecular Catalysis B: Enzymatic

Volumn 63, Issue 3-4, 2010, Pages 157-163

  Silva, Vanessa Dutra ^a   Stambuk, Boris Ugarte ^a   Nascimento, Maria da Graça ^a  

^a FEDERAL UNIVERSITY OF SANTA CATARINA   (Brazil)

Author keywords

, Unsaturated carbonyl compounds; Biphasic system; Saccharomyces cerevisiae

Indexed keywords

ALDOL CONDENSATION; AQUEOUS PHASE; BASE CATALYZED; BIOHYDROGENATION; BIOTRANSFORMATION REACTIONS; BIPHASIC SYSTEMS; CHALCONES; CHEMOSELECTIVE; ELECTRON GROUPS; ORGANIC PHASIS; REACTION PARAMETERS; SACCHAROMYCES CEREVISIAE; SACCHAROMYCES CEREVISIAE STRAINS; SACCHAROMYCES CEREVISIAE YEAST; SUBSTRATE CONCENTRATIONS; UNSATURATED CARBONYL COMPOUNDS;

CARBONYLATION; HEXANE; KETONES; ORGANIC SOLVENTS; SUBSTRATES; UNSATURATED COMPOUNDS;

YEAST;

1,3 DIARYL 2 PROPEN 1 ONE DERIVATIVE; CHALCONE; CHALCONE DERIVATIVE; DIHYDROCHALCONE; HEPTANE; HEXANE; KETONE; ORGANIC SOLVENT; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; BIOHYDROGENATION; BIOTRANSFORMATION; CATALYSIS; CONCENTRATION PROCESS; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME SUBSTRATE; FUNGAL STRAIN; HYDROGENATION; NONHUMAN; PH; PHYSICAL PHASE; SACCHAROMYCES CEREVISIAE; SOLVENT EFFECT; SYNTHESIS; TEMPERATURE SENSITIVITY;

SACCHAROMYCES CEREVISIAE;

EID: 77949570395     PISSN: 13811177     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcatb.2010.01.010     Document Type: Article

References (54)

1. Yadav J.S., Reddy G.S.K.K., Sabitha G., Krishna A.D., Prasad A.R., Rahaman H.U.R., Rao K.V., Rao A.B. Tetrahedron: Asymm. 2007, 18:717-723.
2. Homann M.J., Vail R.B., Previte E., Tamarez M., Morgan B., Dodds D.R., Zaks A. Tetrahedron 2004, 60:789-797.
3. Li N., Zhang F., Gong Y. Tetrahedron Lett. 2007, 48:1895-1898.
4. Albuquerque P.M., Witt M.A., Stambuk B.U., Nascimento M.G. Process Biochem. 2007, 42:141-147.
5. Vaijayanthi T., Chadha A. Tetrahedron: Asymm. 2008, 19:93-96.
6. Kawai Y., Hayashy M., Tokitoh N. Tetrahedron: Asymm. 2001, 12:3007-3013.
7. Fonseca A.M., Monte F.J.Q., Oliveira M.C.F., Mattos M.C., Cordell G.A., Braz-Filho R., Lemos T.L.G. J. Mol. Catal. B: Enzym. 2009, 57:78-82.
8. Borges K.B., Borges W.S., Durán-Patrón R., Pupo M.T., Bonato P.S., Collado I.G. Tetrahedron: Asymm. 2009, 20:385-397.
9. Ishige T.H.K., Shimizu S. Curr. Opin. Chem. Biol. 2005, 9:174-180.
10. Stewart J.D. Curr. Opin. Chem. Biol. 2001, 5:120-129.
11. Li Y.N., Shi X.A., Zong M.H., Meng C., Dong Y.Q., Guo Y.H. Enzym. Microb. Technol. 2007, 40:1305-1311.
12. Faber K., Patel R. Curr. Opin. Biotechnol. 2000, 11:517-519.
13. Roberts S.M., Turner N.J., Willetts J., Turner M.K. Introduction to Biocatalysis Using Enzymes and Micro-organisms 1995, Cambridge University Press, New York.
14. Demirjian D.S., Shah P.C., Morís-Varas F. Screening for novel enzymes. Biocatalysis from Discovery to Application 2000, 1-30. Springer, Berlin. W.D. Fressner (Ed.).
15. Fuganti C., Minut J., Fantoni G.P., Servi S. J. Mol. Catal. B: Enzym. 1998, 4:47-52.
16. Kawai Y., Hayashi M., Inaba Y., Saitou K., Ohno A. Tetrahedron Lett. 1998, 39:5225-5228.
17. Drumanski P.G., Florey P., Knettig M., Smallridge A.J., Trewhella M.A. J. Mol. Catal. B: Enzym. 2001, 11:905-908.
18. Vermeulen N., Czerny M., Ganzle M.G., Schierberle P., Vogel R.F. J. Cereal Sci. 2007, 45:78-87.
19. Huang Y., Zhang F., Gong Y. Tetrahedron Lett. 2005, 46:7217-7219.
20. Zagozda M., Plenkiewicz J. Tetrahedron: Asymm. 2006, 17:1958-1962.
21. Andrade G.J., Moran P.J.S., Rodrigues J.A.R. Tetrahedron: Asymm. 2003, 14:43-45.
22. Wolfson A., Dlugy C., Tavor D., Blumenfeld J., Shotland Y., Tetrahedron: Asymm. 17 2006, 2043-2045.
23. Hocknull M.D., Lilly M.D. Appl. Microbiol. Biotechnol. 1990, 33:148-153.
24. León R., Fernandes P., Pinheiro H.M., Cabral J.M.S. Enzym. Microb. Technol. 1998, 23:483-500.
25. Cruz A., Fernandes P., Cabral J.M.S., Pinheiro H.M. Enzym. Microb. Technol. 2004, 34:342-353.
26. Cruz A., Fernandes P., Cabral J.M.S., Pinheiro H.M. J. Mol. Catal. B: Enzym. 2002, 19-20:371-375.
27. Cruz A., Fernandes P., Cabral J.M.S., Pinheiro H.M. J. Mol. Catal. B: Enzym. 2001, 11:579-585.
28. Laane C., Boeren S., Vos K., Veeger C. Biotechnol. Bioeng. 1987, 30:81-87.
29. Laane C., Boeren S., Vos K. Trends Biotechnol. 1985, 3:251-252.
30. Inoue A., Horikoshi K. J. Ferm. Bioeng. 1991, 3:194-196.
31. Rajagopal A.N. Enzym. Microb. Technol. 1996, 19:606-613.
32. Kumar A., Akanksha J. Mol. Catal. A: Chem. 2007, 274:212-216.
33. Petrov O., Ivanova Y., Gerova M. Catal. Commun. 2008, 9:315-316.
34. Alberton E.H., Damazio R.G., Cazarolli L.H., Chiaradia L.D., Leal P.C., Nunes R.J., Yunes R.A., Silva F.R.M.B. Chem.-Biol. Interact. 2008, 171:355-362.
35. Ahmed N., Lier J.E. J. Chem. Res. 2006, 584-585.
36. Basso L.C., Amorim H.V., Oliveira A.J., Lopes M.L. FEMS Yeast Res. 2008, 8:1155-1163.
37. accessed in November 2009. http://www.lallemand.com/.
38. accessed in November 2009. http://www.lnf.com.br/.
39. Li J.T., Yang W.Z., Wang S.X., Li S.H., Li T.S. Ultrason. Sonochem. 2002, 9:237-239.
40. Batt D.G., Goodman R., Jones D.G., Kerr J.S., Mantegna L.R., McAllister C., Newton R.C., Nurnberg S., Welch P.K., Covington M.B. J. Med. Chem. 1993, 36:1434-1442.
41. Dauksas V., Gaidelis P., Petrauskas O., Udrenaite E., Gasperaviciene G., Raguotiene N. Khim.-Farm. Zh. 1987, 21(5):569-573.
42. a Ed.
43. Zeynizadeh B., Behyar T. J. Braz. Chem. Soc. 2005, 16(6A):1200-1209.
44. Wang W., Zong M.H., Lou W.Y. J. Mol Catal B: Enzym. 2009, 56:70-76.
45. Ohta H., Konishi J., Tsuchihashi G. Chem. Lett. 1983, 1895-1896.
46. Ohta H., Konishi J., Tsuchihashi G. Agric. Biol. Chem. 1985, 49(3):665-669.
47. Lou W.Y., Zong M.H., Zhang Y.Y., Wu H. Enzym. Microb. Technol. 2004, 35:190-196.
48. D'Arrigo P., Fantoni G.P., Servi S., Strini A. Tetrahedron: Asymm. 1997, 8(14):2375-2379.
49. Lee D.X., Xia W.S., Zhang J.L. Food Chem. 2008, 111:291-295.
50. Matsuda T., Marukado R., Mukouyama M., Harada T., Nakamura K. Tetrahedron: Asymm. 2008, 19:2272-2275.
51. Katz M., Sarvary I., Frejd T., Hahn-Hagerdal B., Gorwa-Grauslund M.F. Appl. Microbiol. Biotechnol. 2002, 59:641-648.
52. Fernandes P., Vidinha P., Ferreira T., Silvestre H., Cabral J.M.S., Prazeres D.M.F. J. Mol. Catal. B: Enzym. 2002, 19-20:353-361.
53. Bie S., Lu F., Du L., Qiu Q., Zhang Y. J. Mol. Catal. B: Enzym. 2008, 55:1-5.
54. Costa P., Pilli R., Pìnheiro S., Vasconcellos M. Substâncias carboniladas e derivados 2003, Bookman, Porto Alegre.