Open AccessSynthesis of glycoconjugates derived from various lipopolysaccharides of the Vibrionaceae family
Author(s) -
BANOUB Joseph H.,
SHAW Derek H.,
NAKHLA N. Anthony,
HODDER Howard J.
Publication year - 1989
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1989.tb14597.x
Subject(s) - periodate , reductive amination , bovine serum albumin , aeromonas salmonicida , isothiocyanate , biochemistry , succinylation , chemistry , conjugated system , vibrionaceae , lysine , glycoconjugate , aeromonas hydrophila , vibrio anguillarum , amino acid , vibrio , biology , organic chemistry , bacteria , polymer , gene , genetics , catalysis
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 ɛ‐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.