REMOTE-CONTROL OF STEREOSELECTIVITY - LIPASE-CATALYZED ENANTIOSELECTIVE ESTERIFICATION OF RACEMIC ALPHA-LIPOIC ACID

Authors
FADNAVIS NW KOTESHWAR K
Citation
Nw. Fadnavis et K. Koteshwar, REMOTE-CONTROL OF STEREOSELECTIVITY - LIPASE-CATALYZED ENANTIOSELECTIVE ESTERIFICATION OF RACEMIC ALPHA-LIPOIC ACID, Tetrahedron : asymmetry, 8(2), 1997, pp. 337-339
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
2
Year of publication
1997
Pages
337 - 339
Database
ISI
SICI code
0957-4166(1997)8:2<337:ROS-LE>2.0.ZU;2-2
Abstract
Lipase of Candida rugosa (E.C.3.1.1.3) catalyzes the enantioselective esterification of racemic 6,8-dithioctic acid (oc-lipoic acid) with al iphatic alcohols in hexane. Although the reaction centre is four carbo n atoms away from the stereogenic centre, (S)-esters with enantioselec tivity dependent upon the chain length of alcohol are obtained. A mode l for the active site of the enzyme is suggested. (C) 1997 Elsevier Sc ience Ltd.