PMID: 14464604Dec 1, 1961Paper

Studies on the mechanism of the formation of the penicillin antigen. III. The N-(D-alpha-benzylpenicilloyl) group as an antigenic determinant responsible for hypersensitivity to penicillin G

The Journal of Experimental Medicine


An excess of D-benzylpenicillenic acid (BPE) was reacted with human gamma-globulin, human serum albumin, gelatin, and poly-L-lysine in aqueous solution buffered at pH 7.5-8.0. Under these conditions, BPE reacted predominantly with lysine epsilon-amino groups of the proteins to form the mixture of diastereomers of epsilon-N-(D-alpha-benzylpenicilloyl)-lysine groups (Di-BPO-Lys). BPE reacted also, but to a considerably smaller extent, with cystine disulfide linkages of human gamma-globulin and human serum albumin to form D-benzylpenicillenic acid-cysteine mixed disulfide groups (BPE-SS-Cys). Conjugates containing large numbers of BPE or D-penicillamine mixed disulfide groups were prepared by reaction of BPE or D-penicillamine with thiolated human gamma-globulin under mild oxidizing conditions. Anti-penicillin antibodies were produced in rabbits by immunization with either potassium penicillin G (PG) or a preincubated mixture of PG with normal rabbit serum (PG-NRS) in complete Freund's adjuvant. Specific precipitation analyses in aqueous and gel media (Ouchterlony), PCA analyses, and specific inhibition of these reactions with haptens were carried out on the rabbit anti-PG and anti-(PG-NRS) sera, using the above conjugates as anti...Continue Reading


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