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

被引：9

作者：

Chen, YS ^{[1
]}

Zhang, W ^{[1
]}

Chen, X ^{[1
]}

Wang, JQ ^{[1
]}

Wang, PG ^{[1
]}

机构：

[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 14期

关键词：

D O I：

10.1039/b100356i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The syntheses of alpha Gal-conjugated anti-rhinovirus agents 1, 2 and 3 and their abilities to inhibit alpha Gal binding of human anti-Gal antibody are described. An efficient enzymatic glycosylation using a novel fusion protein serves to provide the key alpha Gal intermediate 7, which is elaborated to alpha Gal 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 alpha Gal part. Conjugate 3 having a triethylene glycol linker displays the highest binding affinity to human anti-Gal antibody as tested by ELISA.

引用

收藏

页码：1716 / 1722

页数：7

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