Diversity of C-linked neoglycopeptides for the exploration of subsite-assisted carbohydrate binding interactions

被引：28
作者：
Arya, P
Kutterer, KMK
Qin, HP
Roby, J
Barnes, ML
Kim, JM
Roy, R
机构：
[1] Natl Res Council Canada, Steacie Inst Mol Sci, Ottawa, ON K1A 0R6, Canada
[2] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 10期
关键词：
D O I：
10.1016/S0960-894X(98)00182-6
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Diversity of alpha-galactose based C-linked neoglycopeptides (1b, 2b, 3c, 4d, and 5d) has been developed to explore the importance of subsite-assisted carbohydrate binding interactions. Deprotected C-linked neoglycopeptides (1b, 2b, 3c, 4d, and 5d) were synthesized and tested in competitive inhibition assays using a model enzyme-linked lectin (e.g., Maclura pomifera). Compound 2b, with two alpha-galactoside units on the side chain of the lysine residue of the dipeptide backbone, exhibited a remarkable effect with a 2.82-fold increase in its inhibitory properties (IC50 1.48 mM) in comparison to 1b (IC50 4.18 mM). (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码：1127 / 1132
页数：6
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