Issue 3, 2010

Synthetic arabinomannan glycolipids and their effects on growth and motility of the Mycobacterium smegmatis

Abstract

Arabinomannan-containing glycolipids, relevant to the mycobacterial cell-wall component lipoarabinomannan, were synthesized by chemical methods. The glycolipids were presented with tri- and tetrasaccharide arabinomannans as the sugar portion and a double alkyl chain as the lyophilic portion. Following synthesis, systematic biological and biophysical studies were undertaken in order to identify the effects of the glycolipids during mycobacterium growth. The studies included mycobacterial growth, biofilm formation and motility assays. From the studies, it was observed that the synthetic glycolipid with higher arabinan residues inhibited the mycobacterial growth, lessened the biofilm formation and impaired the motility of mycobacteria. A surface plasmon resonance study involving the immobilized glycan surface and the mycobacterial crude lysates as analytes showed specificities of the interactions. Further, it was found that cell lysates from motile bacteria bound oligosaccharide with higher affinity than non-motile bacteria.

Graphical abstract: Synthetic arabinomannan glycolipids and their effects on growth and motility of the Mycobacterium smegmatis

Supplementary files

Article information

Article type
Paper
Submitted
18 Aug 2009
Accepted
22 Oct 2009
First published
02 Dec 2009

Org. Biomol. Chem., 2010,8, 592-599

Synthetic arabinomannan glycolipids and their effects on growth and motility of the Mycobacterium smegmatis

K. Naresh, B. K. Bharati, P. G. Avaji, N. Jayaraman and D. Chatterji, Org. Biomol. Chem., 2010, 8, 592 DOI: 10.1039/B917070G

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