Importance of Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase tyrosine 707 residue for chair-boat bicyclic ring formation and deprotonation reactions

Tung-Kung Wu; Tsai Ting Wang; Cheng Hsiang Chang; Yuan Ting Liu; Wen Shiang Shie

doi:10.1021/ol802036c

Importance of Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase tyrosine 707 residue for chair-boat bicyclic ring formation and deprotonation reactions

Tung-Kung Wu^*, Tsai Ting Wang, Cheng Hsiang Chang, Yuan Ting Liu, Wen Shiang Shie

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生物科技學系

研究成果: Article › 同行評審

26 引文斯高帕斯（Scopus）

摘要

(Chemical Equation Presented) A contact mapping strategy was applied to identify putative amino acid residues that influence the oxidosqualene- lanosterol B-ring cyclization reaction. A bicyclic intermediate with two altered deprotonation products, in conjunction with lanosterol, were isolated from the ERG7^Y707X mutants, indicating that the Tyr707 residue may play a functional role in stabilizing the chair-boat bicyclic C-8 cation and the lanosteryl C-8/C-9 cation intermediates.

原文	English
頁（從 - 到）	4959-4962
頁數	4
期刊	Organic Letters
卷	10
發行號	21
DOIs	https://doi.org/10.1021/ol802036c
出版狀態	Published - 1 12月 2008

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10.1021/ol802036c

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abstract = "(Chemical Equation Presented) A contact mapping strategy was applied to identify putative amino acid residues that influence the oxidosqualene- lanosterol B-ring cyclization reaction. A bicyclic intermediate with two altered deprotonation products, in conjunction with lanosterol, were isolated from the ERG7Y707X mutants, indicating that the Tyr707 residue may play a functional role in stabilizing the chair-boat bicyclic C-8 cation and the lanosteryl C-8/C-9 cation intermediates.",

author = "Tung-Kung Wu and Wang, {Tsai Ting} and Chang, {Cheng Hsiang} and Liu, {Yuan Ting} and Shie, {Wen Shiang}",

year = "2008",

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doi = "10.1021/ol802036c",

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AU - Wu, Tung-Kung

AU - Wang, Tsai Ting

AU - Chang, Cheng Hsiang

AU - Liu, Yuan Ting

AU - Shie, Wen Shiang

PY - 2008/12/1

Y1 - 2008/12/1

N2 - (Chemical Equation Presented) A contact mapping strategy was applied to identify putative amino acid residues that influence the oxidosqualene- lanosterol B-ring cyclization reaction. A bicyclic intermediate with two altered deprotonation products, in conjunction with lanosterol, were isolated from the ERG7Y707X mutants, indicating that the Tyr707 residue may play a functional role in stabilizing the chair-boat bicyclic C-8 cation and the lanosteryl C-8/C-9 cation intermediates.

AB - (Chemical Equation Presented) A contact mapping strategy was applied to identify putative amino acid residues that influence the oxidosqualene- lanosterol B-ring cyclization reaction. A bicyclic intermediate with two altered deprotonation products, in conjunction with lanosterol, were isolated from the ERG7Y707X mutants, indicating that the Tyr707 residue may play a functional role in stabilizing the chair-boat bicyclic C-8 cation and the lanosteryl C-8/C-9 cation intermediates.

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JO - Organic Letters

JF - Organic Letters

IS - 21

ER -

Importance of Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase tyrosine 707 residue for chair-boat bicyclic ring formation and deprotonation reactions

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