標題: | The cysteine 703 to isoleucine or histidine mutation of the oxidosqualene-lanosterol cyclase from Saccharomyces cerevisiae generates an iridal-type triterpenoid |
作者: | Chang, Cheng-Hsiang Chen, Yi-Chi Tseng, Sheng-Wei Liu, Yuan-Ting Wen, Hao-Yu Li, Wen-Hsuan Huang, Chiao-Ying Ko, Cheng-Yu Wang, Tsai-Ting Wu, Tung-Kung 生物科技學系 Department of Biological Science and Technology |
關鍵字: | Oxidosqualene-lanosterol cyclase;Site-saturated mutagenesis;Iridal;Homology modeling;Marneral synthase |
公開日期: | 1-十一月-2012 |
摘要: | The Cys703 to Ile or His mutation within Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase ERG7 (ERG7(C7031/H)) generates an unusual truncated bicyclic rearranged intermediate, (8R,9R,10R)-polypoda-5,13E,17E,21-tetraen-3 beta-ol, related to iridal-skeleton triterpenoid. Numerous oxidosqualene-cyclized truncated intermediates, including tricyclic, unrearranged tetracyclic with 17 alpha/beta exocyclic hydrocarbon side chain, rearranged tetracyclic, and chair chair chair tricyclic intermediates (compounds 3-9), were also isolated from the ERG7(C703X) site-saturated mutations or the ERG7(F699T/C7031) double mutation, indicating the functional role of the Cys703 residue in stabilizing the bicyclic C-8 cation and the rearranged intermediate or interacting with Phe699, and opened a new avenue of engineering ERG7 for producing biological active agents. (C) 2012 Elsevier Masson SAS. All rights reserved. |
URI: | http://dx.doi.org/10.1016/j.biochi.2012.06.014 http://hdl.handle.net/11536/20657 |
ISSN: | 0300-9084 |
DOI: | 10.1016/j.biochi.2012.06.014 |
期刊: | BIOCHIMIE |
Volume: | 94 |
Issue: | 11 |
起始頁: | 2376 |
結束頁: | 2381 |
顯示於類別: | 期刊論文 |