Synthesis of 3-furylmethylpenicillin using an enzymatic procedure.
3-Furylmethylpenicillin was synthesized in vitro from 3-furylacetic acid, 6-aminopenicillanic acid (6-APA), CoA, ATP and Mg2+. The reaction was catalyzed in two steps by the enzymes phenyl-acetyl-CoA ligase (PCL) from Pseudomonas putida and acyl-CoA: 6-APA acyltransferase (AT) from Penicillium chrysogenum. PCL catalyzes the activation of 3-furylacetic acid to 3-furylacetyl-CoA (3-F-CoA) and AT acylates the amino group of 6-APA with the 3-furylacetyl moiety of 3-F-CoA, releasing CoA and 3-furylmethylpenicillin.
Ferrero
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O
Departamento de Bioquímica y Biología Molecular, Facultad de Veterinaria, Universidad de León, Spain.
Reglero
A
A
Martín-Villacorta
J
J
Martínez-Blanco
H
H
Luengo
J M
JM
D000217:Acyltransferases; D003066:Coenzyme A Ligases; D007202:Indicators and Reagents; D008826:Microbial Sensitivity Tests; D016982:Micrococcus luteus / Q000187:drug effects; D046915:Penicillin-Binding Proteins; D010406:Penicillins / Q000138:chemical synthesis* / Q000494:pharmacology; D010408:Penicillium chrysogenum / Q000201:enzymology; D016958:Pseudomonas putida / Q000201:enzymology
D007202:Indicators and Reagents; D046915:Penicillin-Binding Proteins; D010406:Penicillins; C072631:3-furylmethylpenicillin; D000217:Acyltransferases; C018756:acyl-CoA-6-aminopenicillanic acid acyltransferase; D003066:Coenzyme A Ligases; C023914:phenylacetate - CoA ligase