title: Synthesis of mannopyranose disaccharides as photoaffinity probes for mannosyltransferases in Mycobacterium tuberculosis.
abstract: Mannosyltransferases play a crucial role in mycobacterial cell-wall biosynthesis and are potential new drug targets for the treatment of tuberculosis. Herein, we describe the synthesis of alpha-(1-->2)- and alpha-(1-->6)-linked mannopyranosyl disaccharides possessing a 5-azidonaphthlene-1-sulfonamidoethyl group as photoaffinity probes for active-site labeling studies of mannosyltransferases in Mycobacterium tuberculosis.
authors.affiliation: Drug Discovery Division, Southern Research Institute, PO Box 55305, Birmingham, AL 35225-5305, USA.
authors.forename: Ashish K
authors.initials: AK
authors.lastname: Pathak
authors.forename: Vibha
authors.initials: V
authors.lastname: Pathak
authors.forename: James M
authors.initials: JM
authors.lastname: Riordan
authors.forename: Sudagar S
authors.initials: SS
authors.lastname: Gurcha
authors.forename: Gurdyal S
authors.initials: GS
authors.lastname: Besra
authors.forename: Robert C
authors.initials: RC
authors.lastname: Reynolds
mesh_terms: D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D008358:Mannose / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D008364:Mannosyltransferases / Q000032:analysis* / Q000737:chemistry / Q000378:metabolism; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000201:enzymology; D019920:Photoaffinity Labels / Q000032:analysis* / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D004187:Disaccharides; D019920:Photoaffinity Labels; D008364:Mannosyltransferases; D008358:Mannose