Highly enantiomeric reduction of acetophenone and its derivatives by locally isolated Rhodotorula glutinis.
Ninety isolates of microorganisms belonging to different taxonomical groups (30 bacteria, 20 yeast, and 40 fungi) were previously isolated from various samples. These isolates were screened as reducing agents for acetophenone 1a to phenylethanol 2a. It was found that the isolate EBK-10 was the most effective biocatalyst for the enantioselective bioreduction of acetophenone. This isolate was identified as Rhodotorula glutinis by the VITEK 2 Compact system. The various parameters (pH 6.5, temperature 32 degrees C, and agitation 200 rpm) of the bioreduction reaction was optimized, which resulted in conversions up to 100% with >99% enantiomeric excesses (ee) of the S-configuration. The preparative scale bioreduction of acetophenone 1a by R. glutinis EBK-10 gave (S)-1-phenylethanol 2a in 79% yield, complete conversion, and >99% ee. In addition, R.glutinis EBK-10 successfully reduced various substituted acetophenones.
Zilbeyaz
Kani
K
Science Faculty, Department of Chemistry, Ataturk University, Erzurum 25240, Turkey. kbeyaz25@yahoo.com
Kurbanoglu
Esabi B
EB
D000098:Acetophenones / Q000737:chemistry* / Q000378:metabolism*; D000438:Alcohols / Q000737:chemistry / Q000378:metabolism; D055162:Biocatalysis; D002851:Chromatography, High Pressure Liquid; D010084:Oxidation-Reduction; D012248:Rhodotorula / Q000302:isolation & purification* / Q000378:metabolism*; D013237:Stereoisomerism
D000098:Acetophenones; D000438:Alcohols; C038699:acetophenone