Synthesis of C-3 nitrogen-containing derivatives of N-acetyl-α,β-D-mannosamine as substrates for N-acetylneuraminic acid aldolase

被引：9

作者：

Kok, GB

Campbell, M

Mackey, BL

von Itzstein, M

机构：

[1] Monash Univ, Dept Med Chem, Parkville, Vic 3052, Australia

[2] Griffith Univ, Ctr Biomol Sci & Drug Discovery, Gold Coast, Qld 9726, Australia

来源：

CARBOHYDRATE RESEARCH | 2001年 / 332卷 / 02期

基金：

澳大利亚研究理事会;

关键词：

ManNAc derivatives; Neu5Ac aldolase; sialic acid; N-acetylneuraminic acid;

D O I：

10.1016/S0008-6215(01)00091-X

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The synthesis of 3-azido-3-deoxy, 3-amino-3-deoxy and 3-N-tert-butyloxycarbonyl-3-deoxy derivatives of 2-acetamido-2-deoxy-alpha, beta -D-mannose (N-acetyl-alpha, beta -D-mannosamine, ManNAc), is presented. The 3-azido-3-deoxy- and 3-N-telt-butyloxycarbonyl compounds were further characterised as their peracetates. A preliminary study has found that these C-3 nitrogen-substituted derivatives of ManNAc not to be substrates for Neu5Ac aldolase. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：133 / 139

页数：7

共 18 条

[1]

Ali Y., 1967, CARBOHYD RES, V5, P441

[2] Sugar-mimic glycosidase inhibitors: natural occurrence, biological activity and prospects for therapeutic application [J].