Rapid access to uronic acid-based mimetics of Kdn2en from D-glucurono-6,3-lactone

Authors
Florio, P Thomson, RJ von Itzstein, M
Citation
P. Florio et al., Rapid access to uronic acid-based mimetics of Kdn2en from D-glucurono-6,3-lactone, CARBOHY RES, 328(4), 2000, pp. 445-448
Citations number
19
Categorie Soggetti
Agricultural Chemistry","Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
CARBOHYDRATE RESEARCH
ISSN journal
00086215 → ACNP
Volume
328
Issue
4
Year of publication
2000
Pages
445 - 448
Database
ISI
SICI code
0008-6215(20001006)328:4<445:RATUAM>2.0.ZU;2-I
Abstract
A concise route to novel mimetics of Kdn2en, based on Delta(4)-uronic acids , from D-glucurono-6,3-lactone is presented. Uronic acid-based mimetics in which an aliphatic ether (O-glycoside), a thioether (S-glycoside), or aceta mide takes the place of the natural C-6 glycerol sidechain of the sialic ac id were synthesized from the key intermediate, methyl 2,3,4-tri-O-acetyl-al pha-D-glucopyranosyluronate bromide. (C) 2000 Elsevier Science Ltd. All rig hts reserved.