Regioselective lipase acylation as a useful tool for separation and selective protection of beta-D-Gal(1 -> 4)-D-GlcNAc and beta-D-Gal(1 -> 3)-D-GlcNAc disaccharides

Supported lipase from Candida antarctica (Chirazyme((R))) was employed for a regioselective protection of the 2-azido derivatives 1 and 2, synthetic equivalents of beta-(D)-Gal(1 ->3)-(D)-GlcNAc and beta-(D)-Gal(1->4)-(D-)GlcNAc (N-acetyl lactosamine), respectively. The selectivity of the enzy...

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Bibliographic Details
Published in:Tetrahedron: Asymmetry
Main Authors: B. La Ferla, L. Panza, L. Lay, G. Russo
Format: Article in Journal/Newspaper
Language:English
Published: PERGAMON-ELSEVIER SCIENCE LTD 2000
Subjects:
Settore CHIM/06 - Chimica Organica
Antarc*
Antarctica
Online Access:http://hdl.handle.net/2434/188288
https://doi.org/10.1016/S0957-4166(00)00342-6
Description
Summary:Supported lipase from Candida antarctica (Chirazyme((R))) was employed for a regioselective protection of the 2-azido derivatives 1 and 2, synthetic equivalents of beta-(D)-Gal(1 ->3)-(D)-GlcNAc and beta-(D)-Gal(1->4)-(D-)GlcNAc (N-acetyl lactosamine), respectively. The selectivity of the enzyme towards 1 and 2 was also exploited for an easy separation of the mixture of the two compounds obtained from a straightforward synthetic approach. (C) 2000 Elsevier Science Ltd. All rights reserved.

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