Synthesis, purification and kinetic properties of fluorescein-labelled penicillins.
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.
Lakaye
B
B
Laboratoire d'Enzymologie and Centre d'ingénierie des protéines, Université de Liège, Sart-Tilman, Belgium.
Damblon
C
C
Jamin
M
M
Galleni
M
M
Lepage
S
S
Joris
B
B
Marchand-Brynaert
J
J
Frydrych
C
C
Frere
J M
JM
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
D001426:Bacterial Proteins; D002352:Carrier Proteins; D005452:Fluoresceins; D046915:Penicillin-Binding Proteins; D010406:Penicillins; D010458:Peptidyl Transferases; D006602:Hexosyltransferases; D002267:Muramoylpentapeptide Carboxypeptidase; D019793:Fluorescein