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Specificity and reversibility of the transpeptidation reaction catalyzed by the Streptomyces R61 D-Ala-D-Ala peptidase

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Rhazi, Noureddine Delmarcelle, Michael Sauvage, Eric Jacquemotte, Françoise Devriendt, Kris Tallon, Valérie [UCL] Ghosez, Léon [UCL] Frère, Jean-Marie

The specificity of the Streptomyces R61 penicillin-sensitive D-Ala-D-Ala peptidase has been re-examined with the help of synthetic substrates. The products of the transpeptidation reactions obtained with Gly-L-Xaa dipeptides as acceptor substrates are themselves poor substrates of the enzyme. This is in apparent contradiction with the classically accepted specificity rules for D-Ala-D-Ala peptidases. The Gly-L-Xaa dipeptide is regenerated by both the hydrolysis and transpeptidation reactions. The latter reaction is observed when another Gly-L-Xaa peptide or D-Alanine are supplied as acceptors. Utilization of substrates in which the terminal -COO- group has been esterified or amidated shows that a free carboxylate is not an absolute prerequisite for activity. The results are discussed in the context of the expected reversibilty of the transpeptidation reaction.

Document type Article de périodique (Journal article) – Article de recherche
Publication date 2005
Language Anglais
Journal information "Protein Science" - Vol. 14, no. 11, p. 2922-2928 (2005)
Peer reviewed yes
Publisher Cold Spring Harbor Lab Press, Publications Dept (Woodbury)
issn 0961-8368
e-issn 1469-896X
Publication status Publié
Affiliation UCL - SC/CHIM - Département de chimie
Keywords D-Ala-D-Ala peptidase ; transpeptidation ; reversibility ; specificity ; beta-lactam antibiotic ; penicillin binding protein ; enzymes ; active sites ; thermodynamics ; hydrodynamics ; kinetics ; mechanism
Links
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Bibliographic reference Rhazi, Noureddine ; Delmarcelle, Michael ; Sauvage, Eric ; Jacquemotte, Françoise ; Devriendt, Kris ; et. al. Specificity and reversibility of the transpeptidation reaction catalyzed by the Streptomyces R61 D-Ala-D-Ala peptidase. In: Protein Science, Vol. 14, no. 11, p. 2922-2928 (2005)
Permanent URL http://hdl.handle.net/2078.1/39010