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

Y. Chen, W. Zhang, Xi Chen, J. Wang, P. G. Wang

Research output: Contribution to journalArticle

9 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)1716-1722
Number of pages7
JournalJournal of the Chemical Society. Perkin Transactions 1
Issue number14
StatePublished - 2001
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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