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

Supported lipase from Candida antarctica (Chirazyme®) was employed for a regioselective protection of the 2-azido derivatives 1 and 2, synthetic equivalents of β-D-Gal(1→3)-D-GlcNAc and β-D-Gal(1→4)-D-GlcNAc (N-acetyl lactosamine), respectively. The selectivity of the enzyme towards 1 and 2 was also...

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Bibliographic Details
Published in:Tetrahedron: Asymmetry
Main Authors: LA FERLA, BARBARA, Lay, L, Russo, G, Panza, L.
Other Authors: LA FERLA, B, Panza, L
Format: Article in Journal/Newspaper
Language:English
Published: Pergamon 2000
Subjects:
Online Access:http://hdl.handle.net/10281/17012
https://doi.org/10.1016/S0957-4166(00)00342-6
Description
Summary:Supported lipase from Candida antarctica (Chirazyme®) was employed for a regioselective protection of the 2-azido derivatives 1 and 2, synthetic equivalents of β-D-Gal(1→3)-D-GlcNAc and β-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. Copyright (C) 2000 Elsevier Science Ltd.