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Paper | Special issue | Vol 56, No. 1-2, 2002, pp.227-234
Published online, 1st January, 1970
DOI: 10.3987/COM-01-S(K)22
■ Enzyme-catalyzed Dediastereomerization of Dibenzylbutanolides by Plant Cell Cultures

Masumi Takemoto,* Yuki Matsuoka, Kiyoshi Tanaka, Kazuo Achiwa, Nikolay Stoynov, and James Peter Kutney*

*School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Shizuoka 422-8526, Japan

Abstract

We have been developed a novel biocatalytic dediastereomerization method, i. e., reactions allowing the transformation of two diastereomers into one diastereomer in quantitative yield. When a mixture of two diastereomers (4R*-5) and (4S*-5) (1:1 ratio) was subjected to Catharanthus roseus cells in B5 medium, dediastereomerization took place to give a single diastereomer (4R*-5) in 80 % chemical yield with 100% diastereomeric excess and 0 % enantiomeric excess.