PMID: 7011386Dec 4, 1980Paper

Substrate specificity of penicillin amidase from E. coli

Biochimica Et Biophysica Acta
A L MargolinI V Berezin

Abstract

1. The kinetic parameters of 12 substrates of penicillin amidase (penicillin amidohydrolase, EC 3.5.1.11) from E. coli have been determined. Most of the penicillin amidase amide substrates containing a phenylacetyl group in the acyl moiety have been shown to have similar catalytic constants of 50 s-1. Substitution of the phenylacetyl group b 2-thienylacetyl group (cephalothin, cephaloridine) having a similar structure leads to a slight decrease in kcat. 2. Nonspecific penicillin amidase substrates, which contain a free amino group in their acyl moiety, are characterized by a strong dependence of kcat, on the structure of the leaving group with Km being constant. To investigate the free amino group influence on the reaction kinetics, pH-dependences of kcat/Km of enzymatic hydrolysis of phenylacetic and D-(-)-alpha-aminophenylacetic acid p-nitroanilides have been studied. It has been shown that enzyme binds the deprotonated form of the substrate only. 3. Under thermodynamically favourable conditions for the synthesis of beta-lactam antibiotics (at low pH), a concentration of the deprotonated substrate form is very low, and the reaction proceeds in the bimolecular regime. The value of the second-order rate constant for the substra...Continue Reading

Citations

Oct 1, 1984·Applied Biochemistry and Biotechnology·P B Mahajan
Feb 26, 2008·Biochemistry. Biokhimii︠a︡·G G ChilovV K Svedas
Jan 22, 2014·Applied Microbiology and Biotechnology·Helena MarešováPavel Kyslík
Nov 29, 2014·Critical Reviews in Biotechnology·Vellore Sunder AvinashCheravakkattu Gopalan Suresh
May 30, 2009·The FEBS Journal·Diana ZhiryakovaNicolina Stambolieva
Sep 24, 2004·Journal of Biotechnology·Jean-Luc Jestin, Pierre Alexandre Kaminski
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May 2, 2018·Nature Chemical Biology·Terence S CroftsGautam Dantas
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