Journal of the Chemical Society. Perkin transactions II p. 1725 - 1732 (1980)
Update date:2022-08-05
Topics:
Gensmantel, Nigel P.
Proctor, Philip
Page, Michael I.
The metal(II)-ion catalysed hydrolysis of some penicillin and cephalosporin derivatives in water at 30 deg C shows saturation kinetics.A 1:1 complex is formed between the metal ion and penicillin which is attacked by hydroxyde ion up to 1E8 fold faster than the unco-ordinated compound.The site of co-ordination of the penicillins and copper(II) ions is the β-lactam nitrogen and the carboxylate group.The association constants for the cephalosporins and metal ions are greater than those for the penicillins but the transition states for the cephalosporin reaction with hydroxyde ion bind less tightly to metal ions.The order of rate enhancement brought about by the metal ion is CuII > ZnII > NiII ca.CoII.The metal ions are thought to stabilise the tetrahedral intermediate formed by hydroxide ion attack on the β-lactam.Some comments are made about metal ions as electrophilic catalysts in enzymes.
View MoreContact:86-791-86629460
Address:1-6F, 118 Xinzhou road, Nanchang, Jiangxi, China
BAODING SINO-CHEM INDUSTRY CO.,LTD
Contact:0312-5956088
Address:NO.8 FUXING ROAD,CHINA
Changsha Huajing Powdery Material Technological Co., Ltd.
Contact:86-731-88879686
Address:Building 2, West Garden, Main Campus of Central South University, Changsha, Hunan Province, China
SEA BRGIHT INDUSTRY CO.,LIMITED
Contact:0086 755 8622 3990
Address:Rm 17B3,GuangCaiXinTianDi Bldg,GuiMiao Rd,NanShan District,Shenzhen,China
Jinan Jianfeng Chemical Co., Ltd
Contact:0086-531-88110457
Address:sales01(-a-t-)pharmachemm{dot}c+o+m
Doi:10.1016/0022-1902(81)80242-4
(1981)Doi:10.1007/BF00944221
()Doi:10.1039/j19690001977
(1969)Doi:10.1039/b105832k
(2001)Doi:10.1021/ol016127q
(2002)Doi:10.1039/c7cc04252c
(2017)
