The synthesis of a novel thio-linked disaccharide of chondroitin as a potential inhibitor of polysaccharide lyases.
A thio-linked disaccharide based on the structure of the glycosaminoglycan chondroitin was synthesized as a potential inhibitor of chondroitin AC lyase from Flavobacterium heparinum for structural analysis of the active site. Instead it was found to be a slow substrate, thereby demonstrating that lyases, in contrast to glycosidases, can cleave thioglycoside links between sugars.
Rye
Carl S
CS
Department of Chemistry, 2036 Main Mall, University of British Columbia, Vancouver, BC, Canada V6T 1Z1.
Withers
Stephen G
SG
D002240:Carbohydrate Sequence; D002807:Chondroitin / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004187:Disaccharides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D005417:Flavobacterium / Q000201:enzymology; D007700:Kinetics; D015394:Molecular Structure; D011133:Polysaccharide-Lyases / Q000037:antagonists & inhibitors* / Q000378:metabolism; D013438:Sulfhydryl Compounds / Q000737:chemistry*
D004187:Disaccharides; D013438:Sulfhydryl Compounds; D002807:Chondroitin; D011133:Polysaccharide-Lyases