Synthesis and identification in bacterial lipopolysaccharides of 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto- and -D-glycero-D-talo-non-2-ulosonic acids

Citation
Ye. Tsvetkov et al., Synthesis and identification in bacterial lipopolysaccharides of 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto- and -D-glycero-D-talo-non-2-ulosonic acids, CARBOHY RES, 331(3), 2001, pp. 233-237
Citations number
20
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Agricultural Chemistry","Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
CARBOHYDRATE RESEARCH
ISSN journal
0008-6215 → ACNP
Volume
331
Issue
3
Year of publication
2001
Pages
233 - 237
Database
ISI
SICI code
0008-6215(20010412)331:3<233:SAIIBL>2.0.ZU;2-3
Abstract
5,7-Diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto- and -D-glycero-D-ta lo-non-2-ulosonic acids were synthesized by condensation of 2,4-diacetamido -2,4,6-trideoxy-D-mannose with oxalacetic acid. Comparison of the H-1 and C -13 NMR data and the specific optical rotation values of these monosacchari des and the corresponding L-glycero-D-galacto and L-glycero-D-talo isomers synthesized earlier [Tsvetkov, Y. E.; Shashkov, A. S.; Knirel, Y. A.; Backi nowsky, L. V.; Zahringer, U. Mendelera Commun. 2000, 90-92] with data of th e natural compounds enabled the identification in bacterial lipopolysacchar ides of derivatives of 5,7-diamino-3,5,7,9-tetradeoxy-D-glycerogalacto-non- 2-ulosonic (legionaminic) acid and epimers of legionaminic acid at C-4 and C-8. (C) 2001 Elsevier Science Ltd. All rights reserved.