The Journal of Experimental Medicine
Janeway's Immunobiology 7th Edition
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The Journal of Experimental Medicine, Vol 112, 1227-1247, Copyright, 1960, by The Rockefeller Institute

ARTICLE

SOME IMMUNOCHEMICAL PROPERTIES OF PENICILLENIC ACID : AN ANTIGENIC DETERMINANT DERIVED FROM PENICILLIN



Alain L. de Weck M.D.1 and Herman N. Eisen M.D.1

1 From the Division of Dermatology, Department of Internal Medicine, Washington University School of Medicine, and the Barnard Free Skin and Cancer Hospital, St. Louis

Under mild conditions, benzylpenicillin in aqueous solution rearranges to benzylpenicillenic acid, which reacts, under suitable conditions, to form stable disulfides and mercaptides. Through reaction with native proteins or especially with proteins that are enriched in SH groups ("thiolated"), penicillenic acid forms, ma mixed disulfide linkages, stable highly substituted conjugates.

These conjugates are potent antigens, inducing the formation of substantial amounts of antibodies specific for the penicillenic acid structure. The implications of these findings for penicillin hypersensitivity in man are discussed.

 Submitted on July 29, 1960


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