Synthesis of glycoconjugates derived from various lipopolysaccharides of the Vibrionaceae family.
Conjugation of simple ketoses (such as 3-deoxy-D-manno-2-octulosonic acid and N-acetylneuraminic acid) and of various O-specific polysaccharides (from Aeromonas hydrophila and Aeromonas salmonicida) to the bifunctional spacer 1,6-hexanediamine, was achieved by reductive amination. The saccharide--1-(6-amino)-hexane alkyamines obtained were converted into the corresponding isothiocyanate derivatives and coupled to the free epsilon-amino group of lysine residues of the protein carrier bovine serum albumin. In similar manner, the aldehyde group introduced by selective periodate oxidation into the partially O-deacylated lipopolysaccharide of Vibrio anguillarum was conjugated to 1,6-hexanediamine, converted into the corresponding isothiocyanate and covalently attached to bovine serum albumin.
Banoub
J H
JH
Department of Fisheries and Oceans, Experimental Sciences Division, St. John's, Newfoundland, Canada.
Shaw
D H
DH
Nakhla
N A
NA
Hodder
H J
HJ
D006001:Glycoconjugates / Q000138:chemical synthesis*; D006386:Hemagglutination Tests; D006868:Hydrolysis; D008070:Lipopolysaccharides / Q000302:isolation & purification*; D012710:Serum Albumin, Bovine; D014733:Vibrio / Q000378:metabolism*; D014737:Vibrionaceae / Q000032:analysis*
D006001:Glycoconjugates; D008070:Lipopolysaccharides; D012710:Serum Albumin, Bovine