Regioselective Enzymatic Preparation of Hemisuccinates of Polyhydroxylated Steroids
- 1 January 1991
- journal article
- research article
- Published by Taylor & Francis in Biocatalysis
- Vol. 5 (2) , 131-136
- https://doi.org/10.3109/10242429109014861
Abstract
3,17β-Estradiol (1) was regioselectively acylated with succinic anhydride at the 17β-hydroxyl by the action of subtilisin Carlsberg in organic solvents. 5α-Androstane-3β,7β-diol (2), 5α-pregnane-3β,20β-diol (3) and 3α, 12α-dihydroxy-5β-cholanoic acid methyl ester (4) were acylated at the 3-hydroxyl by Chromobacterium viscosum lipase, by Candida cylindracea lipase and subtilisin. With 2 and 3 subtilisin showed with succinic anhydride a regioselectivity opposite to that previously found with the acylating agent trifluoroethyl butanoate (Riva and Klibanov, 1988)Keywords
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