Synthesis and biotinylation of oligosaccharide fragments of mannosylated and 5-deoxy-5-methylthio-xylofuranosylated lipoarabinomannan from Mycobacterium tuberculosis.
The attachment of biotin to a molecule provides a powerful tool in biology. Here, we report an efficient synthesis and biotinylation of mannosylated and 5-deoxy-5-methylthio-xylofuranosylated Lipoarabinomannan from Mycobacterium tuberculosis. Preparation of the oligosaccharides involved the sequential addition of thioglycoside donors with arabinofuranosyl-containing acceptors. Methylthio group was introduced near the end of the synthesis.
Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, PO Box 173, Lucknow 226 031, India; Academy of Scientific and Innovative Research, New Delhi 110001, India. Electronic address: pintuchem06@gmail.com.
Pintu Kumar
PK
Mandal
Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, PO Box 173, Lucknow 226 031, India.
Pratik Rajesh
PR
Chheda
D019921:Biotinylation; D002240:Carbohydrate Sequence; D008070:Lipopolysaccharides / Q000737:chemistry; D008358:Mannose / Q000737:chemistry* / Q000378:metabolism; D008362:Mannosides / Q000737:chemistry* / Q000378:metabolism; D009169:Mycobacterium tuberculosis / Q000737:chemistry*; D014994:Xylose / Q000031:analogs & derivatives / Q000737:chemistry* / Q000378:metabolism
D008070:Lipopolysaccharides; D008362:Mannosides; C050016:lipoarabinomannan; D014994:Xylose; D008358:Mannose
5-Deoxy-5-methylthio-xylofuranose (MTX); Biotin; Glycosylation; Lipoarabinomannan (LAM); Tuberculosis (TB)