Title: Phenylalanine 445 within oxidosqualene-lanosterol cyclase from Saccharomyces cerevisiae influences C-ring cyclization and deprotonation reactions
Authors: Wu, Tung-Kung
Liu, Yuan-Ting
Chiu, Feng-Hsuan
Chang, Cheng-Hsiang
Department of Biological Science and Technology
Issue Date: 12-Oct-2006
Abstract: We describe the Saccharomyces cerevisiae oxidosqualene - lanosterol cyclase Phe445 site-saturated mutants that generate truncated tricyclic and altered deprotonation product profiles. Among these mutants, only polar side-chain group substitutions genetically complemented yeast viability and produced spatially related product diversity, supporting the Johnson model that cation - pi interactions between a carbocationic intermediate and an enzyme can be replaced by an electrostatic or polar side chain to stabilize the cationic intermediate, but with product differentiation.
URI: http://dx.doi.org/10.1021/ol061549r
ISSN: 1523-7060
DOI: 10.1021/ol061549r
Volume: 8
Issue: 21
Begin Page: 4691
End Page: 4694
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