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 21 3772 9386
Address:Rm.1803,Starry Bldg.1,1505 Meijiabang Road,Shanghai 201620 China
Contact:--
Address:80G, No.1 Building, Guodu Development Mansion, No. 182 Zhaohui Road, Hangzhou City, Zhejiang Province,China.
Jintan Jinnuo Chemical Co., Ltd.
Contact:+86-519-80199901
Address:Room 1804, Building 1, Huacheng Business Plaza, Jintan, Jiangsu, China
Contact:+86-21-61318535
Address:Building 29,No.2139 Xizha Road, Fengxian District, Shanghai
Reliable Pharma Technology (Shanghai) Co., Ltd.
Contact:0086-21-67676847-8008
Address:Lane 1500, No.68, Xinfei Road, Songjiang District, Shanghai, 201611, P.R.China.
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)
