Studies on the biosynthesis of epothilones: The biosynthetic origin of thecarbon skeleton

Citation
K. Gerth et al., Studies on the biosynthesis of epothilones: The biosynthetic origin of thecarbon skeleton, J ANTIBIOT, 53(12), 2000, pp. 1373-1377
Citations number
16
Categorie Soggetti
Microbiology
Journal title
JOURNAL OF ANTIBIOTICS
ISSN journal
00218820 → ACNP
Volume
53
Issue
12
Year of publication
2000
Pages
1373 - 1377
Database
ISI
SICI code
0021-8820(200012)53:12<1373:SOTBOE>2.0.ZU;2-O
Abstract
The biosynthetic origin of the epothilone skeleton was studied by the incor poration of C-13 and radioactively labeled precursors by Sorangium cellulos um So ce90. The carbon atoms are derived from acetate, propionate, the meth yl group of S-adenosyl-methionine, and cysteine which also introduces the s ulfur and nitrogen atoms. Epothilone biosynthesis starts with the formation of the thiazole part from acetate and cysteine. The incorporation of aceta te or propionate units results in the formation of epothilones A and B, res pectively. To introduce the epoxide function of epothilones A and B molecul ar oxygen is used.