PMID: 8939710Nov 1, 1996Paper

Molecular evolution of bacterial beta-lactam resistance

Chemistry & Biology
J R KnoxJ M Frère

Abstract

Two groups of penicillin-destroying enzymes, the class A and class C beta-lactamases, may have evolved from bacterial transpeptidases that transfer X-D-Ala-D-Ala peptides to the growing peptidoglycan during cell wall synthesis. Both the transpeptidases and the beta-lactamases are acylated by beta-lactam antibiotics such as penicillin, which mimic the peptide, but breakdown and removal of the antibiotic is much faster in the beta-lactamases, which lack the ability to process D-Ala-D-Ala peptides. Stereochemical factors driving this evolution in specificity are examined. We have compared the crystal structures of two classes of beta-lactamases and a beta-lactam-sensitive D-alanyl-D-alanine carboxy-peptidase/transpeptidase (DD-peptidase). The class C beta-lactamase is more similar to the DD-peptidase than to another beta-lactamase of class A. The two classes of beta-lactamases appear to have developed from an ancestral protein along separate evolutionary paths. Structural differentiation of the beta-lactamases from the DD-peptidases appears to follow differences in substrate shapes. The structure of the class A beta-lactamase has been further optimized to exclude D-alanyl peptides and process penicillin substrates with near cataly...Continue Reading

References

Jan 1, 1991·Annual Review of Microbiology·J M Ghuysen
Oct 1, 1991·The Biochemical Journal·J Lamotte-BrasseurJ M Ghuysen
Sep 1, 1991·Antimicrobial Agents and Chemotherapy·G A Jacoby, A A Medeiros
May 15, 1991·The Biochemical Journal·R P AmblerS G Waley
Apr 1, 1990·Proceedings of the National Academy of Sciences of the United States of America·Y H ChangJ H Richards
Jan 1, 1990·The Biochemical Journal·A MatagneJ M Frère
Sep 20, 1989·Journal of Molecular Biology·J A KellyJ M Ghaysen
Oct 1, 1988·The Biochemical Journal·M Galleni, J M Frère
Jan 1, 1985·Critical Reviews in Microbiology·J M Frère, B Joris
Oct 1, 1965·Proceedings of the National Academy of Sciences of the United States of America·D J Tipper, J L Strominger
May 1, 1995·Molecular Microbiology·J M Frère
May 11, 1995·Biochemical Pharmacology·M GalleniJ M Frère
Mar 17, 1995·The Journal of Biological Chemistry·M NukagaT Sawai
Mar 1, 1996·Nature Structural Biology·S ParesO Dideberg
Sep 1, 1995·Acta Crystallographica. Section D, Biological Crystallography·E FonzéJ M Frère

❮ Previous
Next ❯

Citations

Jun 14, 2005·Advanced Drug Delivery Reviews·Gerard D Wright
Sep 7, 2002·Journal of Molecular Biology·Michael A McDonoughJudith A Kelly
Jun 5, 2002·Biochimica Et Biophysica Acta·Miglena E StefanovaWilliam G Gutheil
Nov 20, 2010·Biochemistry·Ryan B Pelto, R F Pratt
Oct 6, 2007·Biochemistry·Jean-Emmanuel Hugonnet, John S Blanchard
Oct 8, 2009·Journal of the American Chemical Society·Yu ChenBrian K Shoichet
Mar 15, 2000·Proceedings of the National Academy of Sciences of the United States of America·B P AtanasovM W Makinen
Aug 13, 1998·The Journal of Antimicrobial Chemotherapy·A F Goddard
Jun 7, 2012·Protein Engineering, Design & Selection : PEDS·Yakov KipnisDan S Tawfik
Sep 23, 2009·Acta Crystallographica. Section D, Biological Crystallography·Yoshiaki KitamuraSeiki Kuramitsu
Dec 21, 2002·Protein Science : a Publication of the Protein Society·Tao SunJames R Knox
May 16, 2007·Antimicrobial Agents and Chemotherapy·Maxim SuvorovShahriar Mobashery
Nov 5, 2008·Antimicrobial Agents and Chemotherapy·N PradelR Bonnet
Nov 16, 2001·Antimicrobial Agents and Chemotherapy·G W RudgersT Palzkill
Jan 27, 2004·Antimicrobial Agents and Chemotherapy·Geoffrey W StoneNafsika H Georgopapadakou
Jan 27, 2004·Antimicrobial Agents and Chemotherapy·Maria-Luigi ColomboBernard Joris
Sep 13, 2011·Applied and Environmental Microbiology·Jeong Ho JeonJung-Hyun Lee
Jan 13, 2009·Clinical Microbiology Reviews·George A Jacoby
Aug 19, 2007·Journal of Molecular Microbiology and Biotechnology·Konanani J RashamuseDon A Cowan
May 24, 2006·Bioscience, Biotechnology, and Biochemistry·Hiroshi Yoneyama, Ryoichi Katsumata
Aug 5, 2000·Biochemical and Biophysical Research Communications·J H BellR F Pratt
Jul 31, 2007·Future Microbiology·Patrice Nordmann, Hedi Mammeri
Jun 23, 2010·Proceedings of the National Academy of Sciences of the United States of America·Ying KongJeffrey D Cirillo
Jun 14, 2012·Acta Crystallographica. Section F, Structural Biology and Crystallization Communications·Bum Han RyuT Doohun Kim
Dec 5, 2015·Frontiers in Microbiology·Olalla López-LópezMaría-Isabel González-Siso
Jul 24, 2003·Protein Science : a Publication of the Protein Society·Shalom D GoldbergVirginia W Cornish
Oct 6, 2004·Expert Opinion on Investigational Drugs·Nafsika H Georgopapadakou
Jan 26, 2010·Biochemical and Biophysical Research Communications·Yong Ho KimHoon Kim
Jun 25, 2016·Clinical and Translational Imaging : Reviews in Nuclear Medicine and Molecular Imaging·Bethany MillsKevin Dhaliwal
May 28, 2016·Journal of Medicinal Chemistry·R F Pratt

❮ Previous
Next ❯

Related Concepts

Related Feeds

Allergy & Infectious Diseases

Allergies result from the hyperreactivity of the immune system to some environmental substance and can be life-threatening. Infectious diseases are caused by organisms including bacteria, viruses, fungi and parasites. They can be transmitted different ways, such as person-to-person. Here is the latest research on allergy and infectious diseases.

Antimicrobial Resistance (ASM)

Antimicrobial resistance poses a significant threat to the continued successful use of antimicrobial agents for the treatment of bacterial infections.

Bacterial Cell Wall Structure (ASM)

Bacterial cell walls are made of peptidoglycan (also called murein), which is made from polysaccharide chains cross-linked by unusual peptides containing D-amino acids. Here is the latest research on bacterial cell wall structures.

Antimicrobial Resistance

Antimicrobial resistance poses a significant threat to the continued successful use of antimicrobial agents for the treatment of bacterial infections.

Bacterial Cell Wall Structure

Bacterial cell walls are made of peptidoglycan (also called murein), which is made from polysaccharide chains cross-linked by unusual peptides containing D-amino acids. Here is the latest research on bacterial cell wall structures.

Allergy & Infectious Diseases (ASM)

Allergies result from the hyperreactivity of the immune system to some environmental substance and can be life-threatening. Infectious diseases are caused by organisms including bacteria, viruses, fungi and parasites. They can be transmitted different ways, such as person-to-person. Here is the latest research on allergy and infectious diseases.