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Antigenic reactivity: Molecular delineation of monohaptenic anaphylactogens
Author(s) -
Schneider C. H.,
Guenin R.
Publication year - 1983
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.360220160
Subject(s) - chemistry , monosaccharide , substituent , disaccharide , stereochemistry , carbohydrate , thiazolidine , hydrocarbon , carboxylate , group (periodic table) , ring (chemistry) , molecule , reactivity (psychology) , organic chemistry , medicine , alternative medicine , pathology
Anaphylactogenic, monohaptenic conjugates carrying a 2,4‐dinitro‐5‐carboxyphenyl substituent as haptenic group and either one of two types of auxiliary groups essential for their anaphylactogenicity were studied. The “hydrocarbon auxiliary groups” require the presence of a hydrocarbon structure such as aliphatic chains of discrete length or planar rings such as provided by phenyl‐ or nicotinoyl residues and become particularly effective in conjunction with a carboxylate group. The benzylpenicilloyl group is an effective auxiliary structure, but the thiazolidine ring as such is not. It appears that the distance between haptenic and hydrocarbon auxiliary groups can be quite large. The “carbohydrate auxiliary group” becomes effective via a different mechanism. It requires disaccharide residues or two closely connected monosaccharides. Single monosaccharides are ineffective. A concept of interest with regard to drug allergy is the possibility that attachment of a single haptenic molecule to a glycoprotein constitutes an anaphylactogen.