Literature DB >> 8198525

Synthesis, purification and kinetic properties of fluorescein-labelled penicillins.

B Lakaye1, C Damblon, M Jamin, M Galleni, S Lepage, B Joris, J Marchand-Brynaert, C Frydrych, J M Frere.   

Abstract

The synthesis and properties of six fluorescein-labelled penicillins are reported. The two isomers of fluoresceyl-glycyl-6-amino-penicillanic acid are probably the best compounds to use for detection of all the penicillin-binding proteins (PBPs) present in a bacterial membrane preparation. However, the derivatives of ampicillin were much more efficient against Enterobacter aerogenes PBP3. The two isomers obtained when a commercial mixture of the two isomers of carboxyfluorescein was used most often exhibited similar properties, but the Streptomyces R61 extracellular DD-peptidase was only efficiently acylated by the 5'-carboxyfluorescein derivative of glycyl-6-aminopenicillanic acid.

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Year:  1994        PMID： 8198525      PMCID： PMC1138135          DOI： 10.1042/bj3000141

Source DB:  PubMed          Journal:  Biochem J        ISSN： 0264-6021            Impact factor:   3.857


  20 in total

1.  Penicillin-binding proteins and cell shape in E. coli.

Authors:  B G Spratt; A B Pardee
Journal:  Nature       Date:  1975-04-10       Impact factor: 49.962

2.  Kinetics of interaction between the exocellular DD-carboxypeptidase-transpeptidase from Streptomyces R61 and beta-lactam antibiotics. A choice of models.

Authors:  J M Frère; J M Ghuysen; M Iwatsubo
Journal:  Eur J Biochem       Date:  1975-09-15

3.  Penicillin binding protein 2x as a major contributor to intrinsic beta-lactam resistance of Streptococcus pneumoniae.

Authors:  M Jamin; R Hakenbeck; J M Frere
Journal:  FEBS Lett       Date:  1993-09-27       Impact factor: 4.124

4.  Interaction between beta-lactam antibiotics and exocellular DD-carboxypeptidase-transpeptidase of Streptomyces R61.

Authors:  J M Frère; M Leyh-Bouille; J M Ghuysen; H R Perkins
Journal:  Eur J Biochem       Date:  1974-12-16

5.  Properties of the penicillin-binding proteins of Escherichia coli K12,.

Authors:  B G Spratt
Journal:  Eur J Biochem       Date:  1977-01

6.  Molecular weight, amino acid composition and physicochemical properties of the exocellular DD-carboxypeptidase-transpeptidase of Streptomyces R39.

Authors:  J M Frère; R Moreno; J M Ghuysen
Journal:  Biochem J       Date:  1974-10       Impact factor: 3.857

7.  Fluorescence and circular dichroism studies on the Streptomyces R61 DD-carboxypeptidase-transpeptidase. Penicillin binding by the enzyme.

Authors:  M Nieto; H R Perkins; J M Frère; J M Ghuysen
Journal:  Biochem J       Date:  1973-11       Impact factor: 3.857

8.  The pH dependence of the active-site serine DD-peptidase of Streptomyces R61.

Authors:  L Varetto; J M Frère; M Nguyen-Distèche; J M Ghuysen; C Houssier
Journal:  Eur J Biochem       Date:  1987-02-02

9.  Affinities of penicillins and cephalosporins for the penicillin-binding proteins of Escherichia coli K-12 and their antibacterial activity.

Authors:  N A Curtis; D Orr; G W Ross; M G Boulton
Journal:  Antimicrob Agents Chemother       Date:  1979-11       Impact factor: 5.191

10.  Interaction between non-classical beta-lactam compounds and the Zn2+-containing G and serine R61 and R39 D-alanyl-D-alanine peptidases.

Authors:  J A Kelly; J M Frère; D Klein; J M Ghuysen
Journal:  Biochem J       Date:  1981-10-01       Impact factor: 3.857
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  25 in total

1.  Differential responses of Escherichia coli cells expressing cytoplasmic domain mutants of penicillin-binding protein 1b after impairment of penicillin-binding proteins 1a and 3.

Authors:  C Chalut; X Charpentier; M H Remy; J M Masson
Journal:  J Bacteriol       Date:  2001-01       Impact factor: 3.490

2.  BOCILLIN FL, a sensitive and commercially available reagent for detection of penicillin-binding proteins.

Authors:  G Zhao; T I Meier; S D Kahl; K R Gee; L C Blaszczak
Journal:  Antimicrob Agents Chemother       Date:  1999-05       Impact factor: 5.191

3.  The ponA gene of Enterococcus faecalis JH2-2 codes for a low-affinity class A penicillin-binding protein.

Authors:  Colette Duez; Séverine Hallut; Noureddine Rhazi; Séverine Hubert; Ana Amoroso; Fabrice Bouillenne; André Piette; Jacques Coyette
Journal:  J Bacteriol       Date:  2004-07       Impact factor: 3.490

4.  Structural determinants required to target penicillin-binding protein 3 to the septum of Escherichia coli.

Authors:  André Piette; Claudine Fraipont; Tanneke Den Blaauwen; Mirjam E G Aarsman; Soumya Pastoret; Martine Nguyen-Distèche
Journal:  J Bacteriol       Date:  2004-09       Impact factor: 3.490

5.  The bimodular G57-V577 polypeptide chain of the class B penicillin-binding protein 3 of Escherichia coli catalyzes peptide bond formation from thiolesters and does not catalyze glycan chain polymerization from the lipid II intermediate.

Authors:  M Adam; C Fraipont; N Rhazi; M Nguyen-Distèche; B Lakaye; J M Frère; B Devreese; J Van Beeumen; Y van Heijenoort; J van Heijenoort; J M Ghuysen
Journal:  J Bacteriol       Date:  1997-10       Impact factor: 3.490

6.  Site-directed mutagenesis of the Actinomadura R39 DD-peptidase.

Authors:  G H Zhao; C Duez; S Lepage; C Forceille; N Rhazi; D Klein; J M Ghuysen; J M Frère
Journal:  Biochem J       Date:  1997-10-15       Impact factor: 3.857

7.  Domain-swapping analysis of FtsI, FtsL, and FtsQ, bitopic membrane proteins essential for cell division in Escherichia coli.

Authors:  L M Guzman; D S Weiss; J Beckwith
Journal:  J Bacteriol       Date:  1997-08       Impact factor: 3.490

8.  Topographical and functional investigation of Escherichia coli penicillin-binding protein 1b by alanine stretch scanning mutagenesis.

Authors:  F Lefèvre; M H Rémy; J M Masson
Journal:  J Bacteriol       Date:  1997-08       Impact factor: 3.490

9.  Selective penicillin-binding protein imaging probes reveal substructure in bacterial cell division.

Authors:  Ozden Kocaoglu; Rebecca A Calvo; Lok-To Sham; Loralyn M Cozy; Bryan R Lanning; Samson Francis; Malcolm E Winkler; Daniel B Kearns; Erin E Carlson
Journal:  ACS Chem Biol       Date:  2012-08-21       Impact factor: 5.100

10.  Importance of the conserved residues in the peptidoglycan glycosyltransferase module of the class A penicillin-binding protein 1b of Escherichia coli.

Authors:  Mohammed Terrak; Eric Sauvage; Adeline Derouaux; Dominique Dehareng; Ahmed Bouhss; Eefjan Breukink; Sylvie Jeanjean; Martine Nguyen-Distèche
Journal:  J Biol Chem       Date:  2008-08-13       Impact factor: 5.157
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