Structural analysis of a new glycosphingolipid from the lipopolysaccharide-lacking bacterium Sphingomonas adhaesiva

Citation
K. Kawahara et al., Structural analysis of a new glycosphingolipid from the lipopolysaccharide-lacking bacterium Sphingomonas adhaesiva, CARBOHY RES, 333(1), 2001, pp. 87-93
Citations number
11
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
333
Issue
1
Year of publication
2001
Pages
87 - 93
Database
ISI
SICI code
0008-6215(20010622)333:1<87:SAOANG>2.0.ZU;2-#
Abstract
A new glycosphingolipid, GSL-4B, was isolated from Sphingomonas adhaesiva a nd found to share the ceramide moiety with GSL-1 and GSL-3 from Sphingomona s capsulata studied earlier [Kawahara, K.; Moll, H.; Knirel, Y. A.; Seydel, U.; Zahringer, U. Eur. J. Biochem. 2000, 267, 1837-1846]. It is heterogene ous with respect to the long-chain bases erythro-2-amino-1,3-octadecanediol (sphinganine), (13Z)-erythro-2-amino-13-eicosene-1,3-diol, and (13Z)-ery-t hro -2-amino-13, 14-methylene-1,3-eicosanediol which in GSL-4B are present ill the ratios of 1.1:1.0:1.1, and all bearing amide-linked (S)-2-hydroxymy ristic acid. Methylation analysis and MALDI-TOF-MS along with H-1 and C-13 NMR spectroscopy showed that the carbohydrate part of GSL-4B has the struct ure of alpha -D-Glcp-(1 -->4)-alpha -D-Galp-(1 -->6)-alpha -D-Glcp-(1 -->4)-alpha -D-GlcpA-(1 -->1)-Cer (C) 2001 Published by Elsevier Science Ltd.