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Asymmetric epoxidation of digeranyl by cultured cells of Nicotiana tabacum
Author(s) -
Nakagawa Osamu,
Shimoda Kei,
Izumi Sunsuke,
Hirata Toshifumi
Publication year - 2003
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.681
Subject(s) - nicotiana tabacum , chemistry , squalene , stereoselectivity , stereochemistry , botany , biochemistry , gene , biology , catalysis
Asymmetric epoxidation of digeranyl, which is a squalene analog, with cultured cells of Nicotiana tabacum was investigated. Feeding of [8‐ 3 H]‐digeranyl into the cultured cells of N. tabacum resulted in the formation of (3 S )‐2,3‐epoxydigeranyl and 6,7‐epoxydigeranyl. It was found that the epoxidation of digeranyl with N. tabacum was highly stereoselective. Copyright © 2003 John Wiley & Sons, Ltd.