UNSPECIFIED. (2002) 5-methylthiopentose: a new substituent on lipoarabinomannan in Mycobacterium tuberculosis. Journal of Molecular Biology, 316 (1). pp. 89-100. ISSN 0022-2836

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Abstract

We have identified and characterised in several strains of Mycobacterium tuberculosis a new 5-methylthiopentose substituent on lipoarabinomannan (LAM). The 5-methylthiopentose was initially observed in heteronuclear H-1-C-13-NMR spectra of intact, C-13-enriched LAM. Oligosaccharides carrying this substituent were released from C-13-enriched LAM and from unlabelled LAM using an endo-arabinanase from Cellulomonas gellida. The presence of the methylthio group in these oligosaccharides was established using NMR, high-resolution Fourier-transform ion cyclotron resonance mass spectrometry and tandem mass spectrometry using a Q-TOF mass spectrometer. The 5-methylthiopentose is linked to a terminal mannose in the cap structures of these oligosaccharides as evidenced by tandem mass spectrometry and by NMR. We suggest interference with the signal transduction mechanisms of infected macrophages as a possible function for this newly discovered LAM substituent. (C) 2002 Elsevier Science Ltd.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry
Journal or Publication Title:	Journal of Molecular Biology
Publisher:	ACADEMIC PRESS LTD ELSEVIER SCIENCE LTD
ISSN:	0022-2836
Date:	8 February 2002
Volume:	316
Number:	1
Number of Pages:	12
Page Range:	pp. 89-100
Identification Number:	10.1006/jmbi.2001.5317
Publication Status:	Published
URI:	http://wrap.warwick.ac.uk/id/eprint/11229

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