Issue 14, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

αGal-conjugated anti-rhinovirus agents: chemo-enzymatic syntheses and testing of anti-Gal binding

Yongsheng Chen,a   Wei Zhang,a   Xi Chen,a   Jianqiang Wanga  and  Peng George Wang*a  

* Corresponding authors

a Department of Chemistry, Wayne State University, Detroit, USA

Abstract

The syntheses of αGal-conjugated anti-rhinovirus agents 1, 2 and 3 and their abilities to inhibit αGal binding of human anti-Gal antibody are described. An efficient enzymatic glycosylation using a novel fusion protein serves to provide the key αGal intermediate 7, which is elaborated to αGal amines 9, 12 and 14 with various tethers. The conjugates are then formed by amide coupling of these amines to heterocyclic acid 18 in the presence of 1,1′-carbonyldiimidazole (CDI), followed by deprotection of the αGal part. Conjugate 3 having a triethylene glycol linker displays the highest binding affinity to human anti-Gal antibody as tested by ELISA.

Graphical abstract: αGal-conjugated anti-rhinovirus agents: chemo-enzymatic syntheses and testing of anti-Gal binding

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Article information

DOI
https://doi.org/10.1039/B100356I
Article type
Paper
Submitted
08 Jan 2001
Accepted
24 May 2001
First published
25 Jun 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 1716-1722

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αGal-conjugated anti-rhinovirus agents: chemo-enzymatic syntheses and testing of anti-Gal binding

Y. Chen, W. Zhang, X. Chen, J. Wang and P. G. Wang, J. Chem. Soc., Perkin Trans. 1, 2001, 1716 DOI: 10.1039/B100356I

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