Stereoselective oxidation of racemic 1-arylethanols by basil cultured cells of Ocimum basilicum cv. Purpurascens.
The biotransformation of racemic 1-phenylethanol (30 mg) with plant cultured cells of basil (Ocimum basilicum cv. Purpurascens, 5 g wet wt) by shaking 120 rpm at 25 degrees C for 7 days in the dark gave (R)-(+)-1-phenylethanol and acetophenone in 34 and 24% yields, respectively. The biotransformation can be applied to other 1-arylethanols and basil cells oxidized the (S)-alcohols to the corresponding ketones remaining the (R)-alcohols in excellent ee.
Itoh
Ken-ichi
K
College of Science and Technology, Nihon University, 7-24-1 Narashinodai, Funabashi-shi, Chiba, 274-8501, Japan. k-itoh@chem.ge.cst.nihon-u.ac.jp
Nakamura
Kaoru
K
Utsukihara
Takamitsu
T
Sakamaki
Hiroshi
H
Horiuchi
C Akira
CA
D000098:Acetophenones / Q000378:metabolism*; D001711:Biotransformation; D002478:Cells, Cultured; D002849:Chromatography, Gas; D018649:Ocimum basilicum / Q000378:metabolism*; D010084:Oxidation-Reduction; D010626:Phenylethyl Alcohol / Q000378:metabolism*; D013237:Stereoisomerism
D000098:Acetophenones; D010626:Phenylethyl Alcohol; C038699:acetophenone