標題: Differential Stereocontrolled Formation of Tricyclic Triterpenes by Mutation of Tyrosine 99 of the Oxidosqualene-Lanosterol Cyclase from Saccharomyces cerevisiae
作者: Wu, Tung-Kung
Li, Wen-Hsuan
Chang, Cheng-Hsiang
Wen, Hao-Yu
Liu, Yuan-Ting
Chang, Yi-Chun
生物科技學系
Department of Biological Science and Technology
關鍵字: Mutagenesis;Cyclization;Enzymes;Reaction mechanisms;Terpenoids
公開日期: 1-Nov-2009
摘要: The function of the Tyr99 residue from Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase (ERG7) was analyzed by constructing deletion and site-saturated mutants. Two truncated intermediates, (13 alpha H)-isomalabarica-14Z,17E,21-trien-3 beta-ol and (13 alpha H)-isomalabarica-14E,17E,21-trien-3 beta-ol, were isolated from the ERG7(Y99X) mutants. These results suggest that the functional role of ERG7(Y99) is to affect both chair-boat 6-6-5 tricyclic Markovnikov C-14 cation stabilization and the stereochemistry of the protons at the C-15 position for subsequent deprotonation. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
URI: http://dx.doi.org/10.1002/ejoc.200900638
http://hdl.handle.net/11536/6510
ISSN: 1434-193X
DOI: 10.1002/ejoc.200900638
期刊: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume: 
Issue: 33
起始頁: 5731
結束頁: 5737
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