STEREOCHEMICAL FEATURES OF C-METHYLATIONS ON THE PATH TO DELTA-24(28)-METHYLENE AND DELTA(24(28))-ETHYLIDENE STEROLS - STUDIES ON THE RECOMBINANT PHYTOSTEROL METHYL TRANSFERASE FROM ARABIDOPSIS-THALIANA

Authors
TONG Y MCCOURT BS GUO DA MANGLA AT ZHOU WX JENKINS MD ZHOU W LOPEZ M NES WD
Citation
Y. Tong et al., STEREOCHEMICAL FEATURES OF C-METHYLATIONS ON THE PATH TO DELTA-24(28)-METHYLENE AND DELTA(24(28))-ETHYLIDENE STEROLS - STUDIES ON THE RECOMBINANT PHYTOSTEROL METHYL TRANSFERASE FROM ARABIDOPSIS-THALIANA, Tetrahedron letters, 38(35), 1997, pp. 6115-6118
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
35
Year of publication
1997
Pages
6115 - 6118
Database
ISI
SICI code
0040-4039(1997)38:35<6115:SFOCOT>2.0.ZU;2-Z
Abstract
Using a homogenate prepared from Escherichia coli cells that express t he sterol methyl transferase (Sh IT) gene of Arabidopsis thaliana, mig ration of the hydrogen atom at C-24 to C-25 from the Re-face of the do uble bond was demonstrated in the biosynthesis of [27-C-13] 24(28)-met hylenezymosterol (fecosterol) from [27-C-13]zymosterol and the chirali ty of the C-25 stereocenter (25R) was found to be retained after the s tereospecific conversion of [27-C-13]24(28)-methylenezymosterol to [27 -C-13](24(28)Z) -ethylidenecholest-8-en-3 beta-ol. (C) 1997 Elsevier S cience Ltd.