REGIOSELECTIVE ESTERIFICATION OF POLYHYDROXYLATED STEROIDS BY CANDIDA-ANTARCTICA LIPASE-B

被引:44
作者
BERTINOTTI, A
CARREA, G
OTTOLINA, G
RIVA, S
机构
[1] Istituto di Chimica degli Ormoni, C.N.R., 920131 Milano, Via Mario Bianco
关键词
D O I
10.1016/S0040-4020(01)89326-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The regioselectivity of Candida antarctica lipase B towards the acetylation of polyhydroxylated steroids has been systematically investigated. The enzyme showed a marked preference for the alcoholic moieties on the A ring and on the steroid side chain, making it possible the selective acylation at the positions 3 or 21 of polyhydroxy steroids. Acylation with the synthetically useful esters chloroacetate and levulinate was also accomplished, whereas esterification with benzoate and pivaloate was unsuccessful.
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收藏
页码:13165 / 13172
页数:8
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