title: Synthesis, purification and kinetic properties of fluorescein-labelled penicillins.
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.
authors.affiliation: Laboratoire d'Enzymologie and Centre d'ingénierie des protéines, Université de Liège, Sart-Tilman, Belgium.
authors.forename: B
authors.initials: B
authors.lastname: Lakaye
authors.forename: C
authors.initials: C
authors.lastname: Damblon
authors.forename: M
authors.initials: M
authors.lastname: Jamin
authors.forename: M
authors.initials: M
authors.lastname: Galleni
authors.forename: S
authors.initials: S
authors.lastname: Lepage
authors.forename: B
authors.initials: B
authors.lastname: Joris
authors.forename: J
authors.initials: J
authors.lastname: Marchand-Brynaert
authors.forename: C
authors.initials: C
authors.lastname: Frydrych
authors.forename: J M
authors.initials: JM
authors.lastname: Frere
mesh_terms: D001426:Bacterial Proteins; D002352:Carrier Proteins / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D004591:Electrophoresis, Polyacrylamide Gel; D019793:Fluorescein; D005452:Fluoresceins / Q000737:chemistry*; D006602:Hexosyltransferases; D009682:Magnetic Resonance Spectroscopy; D002267:Muramoylpentapeptide Carboxypeptidase / Q000378:metabolism; D046915:Penicillin-Binding Proteins; D010406:Penicillins / Q000096:biosynthesis* / Q000302:isolation & purification / Q000378:metabolism; D010458:Peptidyl Transferases
chemical_list: D001426:Bacterial Proteins; D002352:Carrier Proteins; D005452:Fluoresceins; D046915:Penicillin-Binding Proteins; D010406:Penicillins; D010458:Peptidyl Transferases; D006602:Hexosyltransferases; D002267:Muramoylpentapeptide Carboxypeptidase; D019793:Fluorescein