Tsuji A, Miyamoto E, Yamana T
J Pharm Sci. 1979 May;68(5):616-21. doi: 10.1002/jps.2600680527.
Cephalosporin reaction with protein amino groups is fundamental to cephalosporin allergy. Cephalothin and cefazolin reaction kinetics with epsilon-aminocaproic acid, B-alanine, and glycine in aqueous solution were investigated. All reactions were conducted at 35 degrees and 0.5 ionic strength and were followed by ion-exchange high-pressure liquid chromatography. The aminolysis rate constants can be expressed as terms representing uncatlyzed or water-catalyzed amine reaction, self-assited nucleophilic reaction, and hydroxide-ion-catalayzed nucleophilic amine attack on the beta-lactam moiety. Cephalothin and cefazolin react with amines as readily as penicillin G. The UV spectra of several cephalothin-glycine reaction products were recorded, and their possible structures are discussed.
头孢菌素与蛋白质氨基的反应是头孢菌素过敏的根本原因。研究了头孢噻吩和头孢唑林在水溶液中与ε-氨基己酸、β-丙氨酸和甘氨酸的反应动力学。所有反应均在35℃和0.5离子强度下进行，并用离子交换高压液相色谱法跟踪。氨解速率常数可以表示为代表未催化或水催化胺反应、自辅助亲核反应以及氢氧根离子催化亲核胺对β-内酰胺部分攻击的项。头孢噻吩和头孢唑林与胺的反应和青霉素G一样容易。记录了几种头孢噻吩-甘氨酸反应产物的紫外光谱，并讨论了它们可能的结构。
