Mutation of isoleucine 705 of the oxidosqualene-lanosterol cyclase from Saccharomyces cerevisiae affects lanosterol's C/D-ring cyclization and 17α/β-exocyclic side chain stereochemistry

Tung-Kung Wu*, Yi Chun Chang, Yuan Ting Liu, Cheng Hsiang Chang, Hao Yu Wen, Wen Hsuan Li, Wen Shiang Shie

*Corresponding author for this work

Research output: Contribution to journalArticle

11 Scopus citations

Abstract

Site-saturated substitution in Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase at Ile705 position produced three chair-boat-chair (C-B-C) truncated tricyclic compounds, two 17α-exocyclic protosteryl intermediates, two protosteryl C-17 truncated rearranged intermediates and the normal biosynthetic product, lanosterol. These results indicated the importance of the Ile705 residue in affecting lanosterol's C/D ring stabilization including 6-6-5 tricyclic and protosteryl C-17 cations and 17α/β-exocyclic side chain stereochemistry.

Original languageEnglish
Pages (from-to)1092-1097
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume9
Issue number4
DOIs
StatePublished - 21 Feb 2011

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