ISOLATION AND CHARACTERIZATION OF A NOVEL GLUCURONOSYL DIACYLGLYCEROLFROM MYCOBACTERIUM-SMEGMATIS

Citation
Ba. Wolucka et al., ISOLATION AND CHARACTERIZATION OF A NOVEL GLUCURONOSYL DIACYLGLYCEROLFROM MYCOBACTERIUM-SMEGMATIS, Biochimica et biophysica acta, 1170(2), 1993, pp. 131-136
Citations number
47
Categorie Soggetti
Biophysics,Biology
ISSN journal
00063002
Volume
1170
Issue
2
Year of publication
1993
Pages
131 - 136
Database
ISI
SICI code
0006-3002(1993)1170:2<131:IACOAN>2.0.ZU;2-0
Abstract
A glucuronic acid-containing diacylglycerol was isolated from exponent ially growing Mycobacterium smegmatis. Structural analysis of the puri fied glycolipid, performed by gas chromatography-mass spectrometry, fa st atom bombardment-mass spectrometry, and high resolution proton NMR, indicated the structure lpha-D-glucuronopyranosyl)-1,2-diacyl-sn-glyc erol. Two forms of the glycolipid were observed differing in fatty aci d composition. Both molecular species contained a hexadecanoic acid re sidue, whereas the second acyl group was either tuberculostearic acid (10-methylstearic acid) or octadecenoic acid. The inherent antigenicit y of the glycolipid was shown by its ability to bind to anti-Mycobacte rium avium (serovar 26) and anti-Mycobacterium tuberculosis sera by We stern blot-type thin-layer chromatography. This is the second instance of the isolation of a glycosyl diacylglycerol from members of the Myc obacterium genus, further confirming its close relationship to Gram-po sitive bacteria.