DE WECK A L, EISEN H N
J Exp Med. 1960 Dec 1;112(6):1227-47. doi: 10.1084/jem.112.6.1227.
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.
在温和条件下，苄青霉素在水溶液中重排为苄青霉素酸，后者在合适条件下反应形成稳定的二硫化物和硫醇盐。通过与天然蛋白质，特别是富含SH基团（“硫醇化”）的蛋白质反应，青霉素酸形成混合二硫键，即稳定的高度取代的共轭物。这些共轭物是强效抗原，可诱导形成大量针对青霉素酸结构的特异性抗体。本文讨论了这些发现对人类青霉素超敏反应的意义。
