Issue 4, 2011
From the journal:

Organic & Biomolecular Chemistry

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,*a   Yi-Chun Chang,a   Yuan-Ting Liu,a   Cheng-Hsiang Chang,a   Hao-Yu Wen,a   Wen-Hsuan Lia  and  Wen-Shiang Shiea  

* Corresponding authors

a Department of Biological Science and Technology, National Chiao Tung University, Hsin-Chu, Taiwan (Republic of China)
E-mail: tkwmll@mail.nctu.edu.tw

Abstract

Site-saturated substitution in Saccharomyces cerevisiaeoxidosqualene-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.

Graphical abstract: 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

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C0OB00582G
Article type
Paper
Submitted
14 Aug 2010
Accepted
15 Oct 2010
First published
19 Oct 2010

Org. Biomol. Chem., 2011,9, 1092-1097

Permissions

Request permissions

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

T. Wu, Y. Chang, Y. Liu, C. Chang, H. Wen, W. Li and W. Shie, Org. Biomol. Chem., 2011, 9, 1092 DOI: 10.1039/C0OB00582G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements