LIPASE-CATALYZED REGIOSELECTIVE DEACETYLATION OF ANDROSTANE DERIVATIVES

Citation
A. Baldessari et al., LIPASE-CATALYZED REGIOSELECTIVE DEACETYLATION OF ANDROSTANE DERIVATIVES, Helvetica Chimica Acta, 79(4), 1996, pp. 999-1004
Citations number
21
Categorie Soggetti
Chemistry
Journal title
ISSN journal
0018019X
Volume
79
Issue
4
Year of publication
1996
Pages
999 - 1004
Database
ISI
SICI code
0018-019X(1996)79:4<999:LRDOAD>2.0.ZU;2-G
Abstract
A series of acetoxy derivatives of androstane was deacetylated in orga nic solvents by several lipases. The most satisfactory results were ob tained with lipase from Candida cylindracea (CCL) and Candida antarcti ca (GAL). In some derivatives, CCL and CAL showed an overwhelming regi oselectivity towards the removal of the 3 beta- or the 17 beta-acetyl group (see Table 2). Three new steroid derivatives were obtained throu gh this approach. A hypothetical rationale for the behaviour of these enzymes is given.