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A model study on the mechanism of fatty acid synthetase inhibition by antibiotic cerulenin

✍ Scribed by Hiroshi Funabashi; Shigeo Iwasaki; Shigenobu Okuda; Satoshi Ōmura

Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
215 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

In relation to the mechanism of fatty acid synthetase inhibition by cerulenin (1) the reaction between this antibiotic and thiols were studied. The structures of the propanethiol adduct 2 and of the cysteine methyl ester adduct 3 were determined to be respective (2S, 3R)-2Ialkylmercapto-3-hydroxy derivatives forming the hydroxylactam structures in their b-oxo-amide moiety. An antibiotic cerulenin, (2R, 3S)-2,3-epoxy-4-oxo-7,lO-~rar1~, trans-dodecadienamide (L),

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