Premium
Synthesis and Anaphylactogenicity of Monohaptenic Carbohydrate Conjugates
Author(s) -
Guenin Raymond,
Schneider Conrad H.
Publication year - 1983
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19830660413
Subject(s) - chemistry , conjugate , moiety , dinitrophenyl , residue (chemistry) , stereochemistry , carbohydrate , guinea pig , combinatorial chemistry , biochemistry , antibody , mathematical analysis , mathematics , immunology , biology , medicine , endocrinology
Peptidic model conjugates carrying a single 2‐carboxy‐4,6‐dinitrophenyl haptenic group, and as carbohydrate moieties D ‐gluconoyl, β‐ D ‐mannopyranosyl, 2‐deoxy‐β‐ D ‐glucopyranos‐2‐yl, or lactobionoyl residues, including the pseudocarbohydrate residue 1,3,4,5‐tetrahydroxycyclohexane‐1‐carbonyl, were synthesized. Conjugates carrying the lactobionoyl of the bis(2‐deoxy‐β‐ D ‐glucopyranos‐2‐yl) moiety were anaphylactogenic in the guinea pig, passively sensitized against 2‐carboxy‐4,6‐dinitrophenyl antigen.