Hydrolytic kinetic resolution of the enantiomers of the structural isomers trans-1-phenylpropene oxide and (2,3-epoxypropyl)benzene by yeast epoxide hydrolase.

Autor: Lotter, Jeanette, Botes, Adriana L., van Dyk, Martha S., Breytenbach, Jaco C.
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Zdroj: Biotechnology Letters; Aug2004, Vol. 26 Issue 15, p1197-1200, 4p
Abstrakt: Kinetic resolution of the enantiomers of trans-1-phenylpropene oxide and (2,3-epoxypropyl)benzene was achieved by yeasts from the genus Rhodotorula. The resolution of trans-1-phenylpropene oxide by Rhodotorula glutinis UOFS Y-0123 yielded (1R,2R)-epoxide (ee >98%, yield 30%) and (1R,2S)-diol (ee 95%, yield 40%). The highest enantio- and regioselectivity toward (2,3-epoxypropyl)benzene resided in Rhodotorula sp. UOFS Y-0448 (E = 6.16), yielding (S)-epoxide (ee 64%, yield 33%) and (R)-diol (ee 67%, yield 28%). This confirms the superiority of yeasts from the Basidiomycetes genera in the enantioselective hydrolysis of epoxides from different structural classes. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
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