On the biosynthesis of moenocinol, the lipid part of the moenomycin antibiotics

Citation
U. Schuricht et al., On the biosynthesis of moenocinol, the lipid part of the moenomycin antibiotics, TETRAHEDR L, 41(17), 2000, pp. 3047-3051
Citations number
6
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
17
Year of publication
2000
Pages
3047 - 3051
Database
ISI
SICI code
0040-4039(20000422)41:17<3047:OTBOMT>2.0.ZU;2-B
Abstract
The lipid part of the moenomycins is completely isoprenoid and is construct ed via the non-mevalonate pathway. The central C-10 part originates from a precursor like geranyl or linalyl diphosphate and is formed by a route invo lving ring formation between C-2 and C-6 of the monoterpene unit, two succe ssive rearrangements to give a seven-membered ring intermediate and cleavag e of the ring at the C-5 and C-11 bond (moenocinol numbering). (C) 2000 Els evier Science Ltd. All rights reserved.