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

Authors
Kok, GB Campbell, M Mackey, BL von Itzstein, M
Citation
Gb. Kok et al., Synthesis of C-3 nitrogen-containing derivatives of N-acetyl-alpha,beta-D-mannosamine as substrates for N-acetylneuraminic acid aldolase, CARBOHY RES, 332(2), 2001, pp. 133-139
Citations number
18
Categorie Soggetti
Agricultural Chemistry","Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
CARBOHYDRATE RESEARCH
ISSN journal
00086215 → ACNP
Volume
332
Issue
2
Year of publication
2001
Pages
133 - 139
Database
ISI
SICI code
0008-6215(20010518)332:2<133:SOCNDO>2.0.ZU;2-9
Abstract
The synthesis of 3-azido-3-deoxy, 3-amino-3-deoxy and 3-N-tert-butyloxycarb onyl-3-deoxy derivatives of 2-acetamido-2-deoxy-alpha, beta -D-mannose (N-a cetyl-alpha, beta -D-mannosamine, ManNAc), is presented. The 3-azido-3-deox y- and 3-N-telt-butyloxycarbonyl compounds were further characterised as th eir peracetates. A preliminary study has found that these C-3 nitrogen-subs tituted derivatives of ManNAc not to be substrates for Neu5Ac aldolase. (C) 2001 Elsevier Science Ltd. All rights reserved.