Synthesis of mannopyranose disaccharides as photoaffinity probes for mannosyltransferases in Mycobacterium tuberculosis.
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.
Pathak
Ashish K
AK
Drug Discovery Division, Southern Research Institute, PO Box 55305, Birmingham, AL 35225-5305, USA.
Pathak
Vibha
V
Riordan
James M
JM
Gurcha
Sudagar S
SS
Besra
Gurdyal S
GS
Reynolds
Robert C
RC
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
D004187:Disaccharides; D019920:Photoaffinity Labels; D008364:Mannosyltransferases; D008358:Mannose