The interaction of glycosides and saccharides with antibody to the corresponding phenylazo glycosides

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Abstract
Polyfunctional glycosides of D-glucose, D-galactose and lactose of the following general formula [1,3,5-tri-(p-glycosyloxyphenylazo)-2,4,6-trihydroxybenzene] were prepared by coupling a corresponding diazophenyl [beta]-glycoside to phloroglucinol. Antibody prepared in rabbits by the injection of gamma-globulin conjugates of phenylazo [beta]-glycosides (glucoside, galactoside, lactoside) was studied by precipitation with each phloroglucinol triphenylazo glycoside. Antibody formed a precipitate only with the homologous phloroglucinol triphenylazo glycoside. A quantitative comparison of the reactivity of sugars and of phenyl-glycosides with antibody was made by establishing the molar concentration giving 50% inhibition of precipitation in the corresponding antigen-antibody system. The differences so found are considered to be due to different degrees of structural dissimilarity between a hexose in the free state and in glycosidic linkage.