SYNTHESIS OF THE DODECASACCHARIDE FRAGMENT REPRESENTING THE O-POLYSACCHARIDE OF VIBRIO-CHOLERAE 0 1, SEROTYPE OGAWA, BEARING AN AGLYCON OFFERING FLEXIBILITY FOR CHEMICAL LINKING TO PROTEINS/
Y. Ogawa et P. Kovac, SYNTHESIS OF THE DODECASACCHARIDE FRAGMENT REPRESENTING THE O-POLYSACCHARIDE OF VIBRIO-CHOLERAE 0 1, SEROTYPE OGAWA, BEARING AN AGLYCON OFFERING FLEXIBILITY FOR CHEMICAL LINKING TO PROTEINS/, Glycoconjugate journal, 14(4), 1997, pp. 433-438
Two azidohexasaccharide building blocks, of which the glycosyl accepto
r was the 5-(methoxycarbonyl)pentyl glycoside, were coupled using the
trichloroacetimidate technology. The 12 azido functions present in the
dodecasaccharide thus formed were then converted to amino groups usin
g hydrogen sulfide as a reducing reagent, Subsequent N-acylation with
4-O-benzyl-L-glycero-tetronic acid, followed by catalytic debenzylatio
n yielded the desired spacer-equipped, title dodecasaccharide.