A putative precursor of isomalabaricane triterpenoids from lanosterol synthase mutants

被引:35
作者
Lodeiro, S
Wilson, WK
Shan, H
Matsuda, SPT
机构
[1] Rice Univ, Dept Chem, Houston, TX 77005 USA
[2] Rice Univ, Dept Biochem & Cell Biol, Houston, TX 77005 USA
关键词
D O I
10.1021/ol052725j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Known lanosterol synthase mutants produce monocyclic or tetracyclic byproducts from oxidosqualene. We describe Erg7 Tyr510 mutants that cause partial substrate misfolding and generate a tricyclic byproduct. This novel triterpene, (13 alpha H)-isomalabarica-14(27),17E,21-trien-3 beta-ol, is the likely biosynthetic precursor of isomalabaricane triterpenoids in sponges. The results suggest the facile evolution of protective triterpenoids in sessile animals.
引用
收藏
页码:439 / 442
页数:4
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