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A combinatorial biocatalysis approach to an array of cholic acid derivatives
Author(s) -
Secundo Francesco,
Carrea Giacomo,
De Amici Marco,
Joppolo di Ventimiglia Samuele,
Dordick Jonathan S.
Publication year - 2002
Publication title -
biotechnology and bioengineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.136
H-Index - 189
eISSN - 1097-0290
pISSN - 0006-3592
DOI - 10.1002/bit.10486
Subject(s) - biocatalysis , candida antarctica , cholic acid , acylation , chemistry , regioselectivity , bile acid , organic chemistry , yield (engineering) , lipase , catalysis , combinatorial chemistry , enzyme , biochemistry , reaction mechanism , materials science , metallurgy
A 39‐member library of bile acid derivatives was prepared starting from 3α,7α,12α‐trihydroxy‐5β‐cholan‐24‐oic acid methyl ester using a combinatorial biocatalytic approach. A regioselective oxidation step, catalyzed by hydroxysteroid dehydrogenases, followed by an acylation step with a series of different acyl donors catalyzed by Candida antarctica lipase B, led to the modification of the bile acid scaffold. Each member of the library was obtained in high purity and good yield. © 2003 Wiley Periodicals, Inc. Biotechnol Bioeng 81: 391–396, 2003.