Issue 28, 2021

Acceptor-mediated regioselective enzyme catalyzed sialylation: chemoenzymatic synthesis of GAA-7 ganglioside glycan

Abstract

Herein, we applied PmST1 (a sialyltransferase) to achieve acceptor-mediated regioselective sialylation (AMRS) on the nonreducing end GalNH2 or GalAz (2-azido-2-deoxy galactose). Thus, C5 and C8-modified sialic acid was efficiently assembled on GalNH2 (or GalAz) to achieve the synthesis of the GAA-7 (one of the echinodermatous gangliosides with higher neuritogenic activity) glycan moiety.

Graphical abstract: Acceptor-mediated regioselective enzyme catalyzed sialylation: chemoenzymatic synthesis of GAA-7 ganglioside glycan

Supplementary files

Article information

Article type
Communication
Submitted
04 Feb 2021
Accepted
25 Feb 2021
First published
04 Mar 2021

Chem. Commun., 2021,57, 3468-3471

Acceptor-mediated regioselective enzyme catalyzed sialylation: chemoenzymatic synthesis of GAA-7 ganglioside glycan

H. Tseng, Y. Su, T. Chang, H. Liu, P. Li, P. Chiang and C. Lin, Chem. Commun., 2021, 57, 3468 DOI: 10.1039/D1CC00653C

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