Literature DB >> 24900305

Structure guided development of potent reversibly binding penicillin binding protein inhibitors.

Esther C Y Woon1, Astrid Zervosen2, Eric Sauvage3, Katie J Simmons4, Matej Zivec5, Steven R Inglis1, Colin W G Fishwick4, Stanislav Gobec5, Paulette Charlier3, André Luxen2, Christopher J Schofield1.   

Abstract

Following from the evaluation of different types of electrophiles, combined modeling and crystallographic analyses are used to generate potent boronic acid based inhibitors of a penicillin binding protein. The results suggest that a structurally informed approach to penicillin binding protein inhibition will be useful for the development of both improved reversibly binding inhibitors, including boronic acids, and acylating inhibitors, such as β-lactams.

Entities:  

Keywords:  Penicillin binding proteins; antibiotic-resistance; antibiotics; boronic acids; transpeptidase-inhibition; β-lactams

Year:  2011        PMID： 24900305      PMCID： PMC4018096          DOI： 10.1021/ml100260x

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.345


  13 in total

Review 1.  Bacterial resistance to beta-lactam antibiotics: compelling opportunism, compelling opportunity.

Authors:  Jed F Fisher; Samy O Meroueh; Shahriar Mobashery
Journal:  Chem Rev       Date:  2005-02       Impact factor: 60.622

Review 2.  Penicillin binding proteins: key players in bacterial cell cycle and drug resistance processes.

Authors:  Pauline Macheboeuf; Carlos Contreras-Martel; Viviana Job; Otto Dideberg; Andréa Dessen
Journal:  FEMS Microbiol Rev       Date:  2006-09       Impact factor: 16.408

Review 3.  Growth of the stress-bearing and shape-maintaining murein sacculus of Escherichia coli.

Authors:  J V Höltje
Journal:  Microbiol Mol Biol Rev       Date:  1998-03       Impact factor: 11.056

4.  SPROUT: a program for structure generation.

Authors:  V Gillet; A P Johnson; P Mata; S Sike; P Williams
Journal:  J Comput Aided Mol Des       Date:  1993-04       Impact factor: 3.686

5.  Crystal structure of Escherichia coli penicillin-binding protein 5 bound to a tripeptide boronic acid inhibitor: a role for Ser-110 in deacylation.

Authors:  George Nicola; Sridhar Peddi; Miglena Stefanova; Robert A Nicholas; William G Gutheil; Christopher Davies
Journal:  Biochemistry       Date:  2005-06-14       Impact factor: 3.162

6.  Crystal structure of a complex between the Actinomadura R39 DD-peptidase and a peptidoglycan-mimetic boronate inhibitor: interpretation of a transition state analogue in terms of catalytic mechanism.

Authors:  Liudmila Dzhekieva; Mathieu Rocaboy; Frédéric Kerff; Paulette Charlier; Eric Sauvage; R F Pratt
Journal:  Biochemistry       Date:  2010-08-03       Impact factor: 3.162

7.  Crystal structure of the Actinomadura R39 DD-peptidase reveals new domains in penicillin-binding proteins.

Authors:  Eric Sauvage; Raphaël Herman; Stephanie Petrella; Colette Duez; Fabrice Bouillenne; Jean-Marie Frère; Paulette Charlier
Journal:  J Biol Chem       Date:  2005-06-29       Impact factor: 5.157

8.  Synthesis and evaluation of 3-(dihydroxyboryl)benzoic acids as D,D-carboxypeptidase R39 inhibitors.

Authors:  Steven R Inglis; Astrid Zervosen; Esther C Y Woon; Thomas Gerards; Nathalie Teller; Delphine S Fischer; André Luxen; Christopher J Schofield
Journal:  J Med Chem       Date:  2009-10-08       Impact factor: 7.446

9.  The crystal structure of phosphonate-inhibited D-Ala-D-Ala peptidase reveals an analogue of a tetrahedral transition state.

Authors:  Nicholas R Silvaggi; John W Anderson; Shaun R Brinsmade; R F Pratt; Judith A Kelly
Journal:  Biochemistry       Date:  2003-02-11       Impact factor: 3.162

Review 10.  The penicillin-binding proteins: structure and role in peptidoglycan biosynthesis.

Authors:  Eric Sauvage; Frédéric Kerff; Mohammed Terrak; Juan A Ayala; Paulette Charlier
Journal:  FEMS Microbiol Rev       Date:  2008-02-11       Impact factor: 16.408
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  9 in total

1.  4-quinolones as noncovalent inhibitors of high molecular mass penicillin-binding proteins.

Authors:  Abbas G Shilabin; Liudmila Dzhekieva; Pushpa Misra; B Jayaram; R F Pratt
Journal:  ACS Med Chem Lett       Date:  2012-06-04       Impact factor: 4.345

2.  Synthesis and biological evaluation of zinc chelating compounds as metallo-β-lactamase inhibitors.

Authors:  Geir Kildahl-Andersen; Christian Schnaars; Anthony Prandina; Sylvie Radix; Marc Le Borgne; Lars Petter Jordheim; Tor Gjøen; Adriana Magalhães Santos Andresen; Silje Lauksund; Christopher Fröhlich; Ørjan Samuelsen; Pål Rongved; Ove Alexander Høgmoen Åstrand
Journal:  Medchemcomm       Date:  2019-03-08       Impact factor: 3.597

3.  Inhibition of DD-peptidases by a specific trifluoroketone: crystal structure of a complex with the Actinomadura R39 DD-peptidase.

Authors:  Liudmila Dzhekieva; S A Adediran; Raphael Herman; Frédéric Kerff; Colette Duez; Paulette Charlier; Eric Sauvage; R F Pratt
Journal:  Biochemistry       Date:  2013-03-13       Impact factor: 3.162

4.  Structure-based ligand design of novel bacterial RNA polymerase inhibitors.

Authors:  Martin J McPhillie; Rachel Trowbridge; Katherine R Mariner; Alex J O'Neill; A Peter Johnson; Ian Chopra; Colin W G Fishwick
Journal:  ACS Med Chem Lett       Date:  2011-07-29       Impact factor: 4.345

Review 5.  Combining in vitro and in silico Approaches to Find New Candidate Drugs Targeting the Pathological Proteins Related to the Alzheimer's Disease.

Authors:  Hui Li; Xiaobing Wang; Hongmei Yu; Jing Zhu; Hongtao Jin; Aiping Wang; Zhaogang Yang
Journal:  Curr Neuropharmacol       Date:  2018       Impact factor: 7.363

6.  Structural and mechanistic basis of the high catalytic activity of monooxygenase Tet(X4) on tigecycline.

Authors:  Qipeng Cheng; Yanchu Cheung; Chenyu Liu; Qingjie Xiao; Bo Sun; Jiahai Zhou; Edward Wai Chi Chan; Rong Zhang; Sheng Chen
Journal:  BMC Biol       Date:  2021-12-11       Impact factor: 7.431

7.  High-Throughput Crystallography Reveals Boron-Containing Inhibitors of a Penicillin-Binding Protein with Di- and Tricovalent Binding Modes.

Authors:  Hector Newman; Alen Krajnc; Dom Bellini; Charles J Eyermann; Grant A Boyle; Neil G Paterson; Katherine E McAuley; Robert Lesniak; Mukesh Gangar; Frank von Delft; Jürgen Brem; Kelly Chibale; Christopher J Schofield; Christopher G Dowson
Journal:  J Med Chem       Date:  2021-07-31       Impact factor: 8.039

8.  Interactions of "bora-penicilloates" with serine β-lactamases and DD-peptidases.

Authors:  Liudmila Dzhekieva; S A Adediran; R F Pratt
Journal:  Biochemistry       Date:  2014-10-10       Impact factor: 3.162

Review 9.  Development of new drugs for an old target: the penicillin binding proteins.

Authors:  Astrid Zervosen; Eric Sauvage; Jean-Marie Frère; Paulette Charlier; André Luxen
Journal:  Molecules       Date:  2012-10-24       Impact factor: 4.411
  9 in total

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