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: | 1-十一月-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 |
顯示於類別: | 期刊論文 |