Literature DB >> 7793894

Dimerization and membrane anchors in extracellular targeting of vancomycin group antibiotics.

D A Beauregard1, D H Williams, M N Gwynn, D J Knowles.   

Abstract

Antibiotics of the vancomycin group are shown to enhance their affinities for the bacterial cell wall by the devices of either dimerization (vancomycin and other glycopeptides which dimerize even more strongly) or use of a membrane anchor (teicoplanin); a chelate mechanism is suggested in both cases, as supported by antagonism experiments with the cell wall analog di-N-acetyl-L-Lys-D-Ala-D-Ala. These results may have implications for other binding processes which occur near membrane surfaces.

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Year:  1995        PMID: 7793894      PMCID: PMC162627          DOI: 10.1128/AAC.39.3.781

Source DB:  PubMed          Journal:  Antimicrob Agents Chemother        ISSN: 0066-4804            Impact factor:   5.191


  8 in total

1.  MM 45289, a potent glycopeptide antibiotic which interacts weakly with diacetyl-L-lysyl-D-alanyl-D-alanine.

Authors:  V M Good; M N Gwynn; D J Knowles
Journal:  J Antibiot (Tokyo)       Date:  1990-05       Impact factor: 2.649

2.  Structure of the peptide antibiotic amphomycin.

Authors:  M Bodanszky; G F Sigler; A Bodanszky
Journal:  J Am Chem Soc       Date:  1973-04-04       Impact factor: 15.419

Review 3.  Structure-activity relationships of vancomycin-type glycopeptide antibiotics.

Authors:  R Nagarajan
Journal:  J Antibiot (Tokyo)       Date:  1993-08       Impact factor: 2.649

Review 4.  Structure, biochemistry and mechanism of action of glycopeptide antibiotics.

Authors:  P E Reynolds
Journal:  Eur J Clin Microbiol Infect Dis       Date:  1989-11       Impact factor: 3.267

5.  Ramoplanin (A-16686), a new glycolipodepsipeptide antibiotic. III. Structure elucidation.

Authors:  R Ciabatti; J K Kettenring; G Winters; G Tuan; L Zerilli; B Cavalleri
Journal:  J Antibiot (Tokyo)       Date:  1989-02       Impact factor: 2.649

6.  Structure of vancomycin and its complex with acetyl-D-alanyl-D-alanine.

Authors:  G M Sheldrick; P G Jones; O Kennard; D H Williams; G A Smith
Journal:  Nature       Date:  1978-01-19       Impact factor: 49.962

7.  Glycopeptide antibiotics: a mechanism-based screen employing a bacterial cell wall receptor mimetic.

Authors:  J B Rake; R Gerber; R J Mehta; D J Newman; Y K Oh; C Phelen; M C Shearer; R D Sitrin; L J Nisbet
Journal:  J Antibiot (Tokyo)       Date:  1986-01       Impact factor: 2.649

8.  Modifications of the acyl-D-alanyl-D-alanine terminus affecting complex-formation with vancomycin.

Authors:  M Nieto; H R Perkins
Journal:  Biochem J       Date:  1971-08       Impact factor: 3.857

  8 in total
  57 in total

1.  Initial efforts toward the optimization of arylomycins for antibiotic activity.

Authors:  Tucker C Roberts; Mark A Schallenberger; Jian Liu; Peter A Smith; Floyd E Romesberg
Journal:  J Med Chem       Date:  2011-06-28       Impact factor: 7.446

2.  Teicoplanin stress-selected mutations increasing sigma(B) activity in Staphylococcus aureus.

Authors:  M Bischoff; B Berger-Bächi
Journal:  Antimicrob Agents Chemother       Date:  2001-06       Impact factor: 5.191

3.  Targeted delivery of vancomycin to Staphylococcus epidermidis biofilms using a fibrinogen-derived peptide.

Authors:  Christopher M Hofmann; James M Anderson; Roger E Marchant
Journal:  J Biomed Mater Res A       Date:  2012-05-24       Impact factor: 4.396

4.  Telavancin, a multifunctional lipoglycopeptide, disrupts both cell wall synthesis and cell membrane integrity in methicillin-resistant Staphylococcus aureus.

Authors:  Deborah L Higgins; Ray Chang; Dmitri V Debabov; Joey Leung; Terry Wu; Kevin M Krause; Erik Sandvik; Jeffrey M Hubbard; Koné Kaniga; Donald E Schmidt; Qiufeng Gao; Robert T Cass; Dane E Karr; Bret M Benton; Patrick P Humphrey
Journal:  Antimicrob Agents Chemother       Date:  2005-03       Impact factor: 5.191

5.  The Carboxyl Terminus of Eremomycin Facilitates Binding to the Non-d-Ala-d-Ala Segment of the Peptidoglycan Pentapeptide Stem.

Authors:  James Chang; Hongyu Zhou; Maria Preobrazhenskaya; Peng Tao; Sung Joon Kim
Journal:  Biochemistry       Date:  2016-06-07       Impact factor: 3.162

6.  The effect of environment on the recognition and binding of vancomycin to native and resistant forms of lipid II.

Authors:  ZhiGuang Jia; Megan L O'Mara; Johannes Zuegg; Matthew A Cooper; Alan E Mark
Journal:  Biophys J       Date:  2011-12-07       Impact factor: 4.033

7.  Hexapeptide derivatives of glycopeptide antibiotics: tools for mechanism of action studies.

Authors:  Norris E Allen; Deborah L LeTourneau; Joe N Hobbs; Richard C Thompson
Journal:  Antimicrob Agents Chemother       Date:  2002-08       Impact factor: 5.191

Review 8.  Newer antibacterial drugs for a new century.

Authors:  Gina Devasahayam; William M Scheld; Paul S Hoffman
Journal:  Expert Opin Investig Drugs       Date:  2010-02       Impact factor: 6.206

Review 9.  Glycopeptide antibiotics: from conventional molecules to new derivatives.

Authors:  Françoise Van Bambeke; Yves Van Laethem; Patrice Courvalin; Paul M Tulkens
Journal:  Drugs       Date:  2004       Impact factor: 9.546

10.  Vancomycin analogs: Seeking improved binding of d-Ala-d-Ala and d-Ala-d-Lac peptides by side-chain and backbone modifications.

Authors:  Siegfried S F Leung; Julian Tirado-Rives; William L Jorgensen
Journal:  Bioorg Med Chem       Date:  2009-07-10       Impact factor: 3.641

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