A Combinatorial Biocatalysis Approach to an Array of Cholic Acid Derivatives

A 39-member library of bile acid derivatives was prepared starting from 3a,7a,12a-trihydroxy-5b-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 dif...

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Bibliographic Details
Published in:Biotechnology and Bioengineering
Main Authors: F. Secundo, G. Carrea, S. Joppolo di Ventimiglia, J. S. Dordick, M. De Amici
Other Authors: J.S. Dordick
Format: Article in Journal/Newspaper
Language:English
Published: John Wiley & Sons 2003
Subjects:
Bile acid
Candida antarctica lipase B
Combinatorial biocatalysi
Hydroxysteroid dehydrogenases
Settore CHIM/08 - Chimica Farmaceutica
Antarc*
Antarctica
Online Access:http://hdl.handle.net/2434/10678
https://doi.org/10.1002/bit.10486
Description
Summary:A 39-member library of bile acid derivatives was prepared starting from 3a,7a,12a-trihydroxy-5b-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.

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