Polymyxin Acylase : An Enzyme Causing Intramolecular N^2⇄N^6 Acyl Transfer in N-Monooctanoyl-L-Lysine(Biological Chemistry)

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Polymyxin acylase from Pseudomonas sp. M-6-3 can deacylate not only polymyxin antibiotics, but also N-fatty acyl-peptides and N-fatty acyl-amino acids. We found that this enzyme causes intramolecular N^2⇄N^6 acyl transfer in monooctanoyl-L-lysine ; when N^2-octanoyl-L-lysine is the substrate, N^6-octanoyl-L-lysine is produced at pH 10.5, but when N^6-octanoyl-L-lysine is the substrate, N^2-octanoyl-L-lysine is produced at pH 8.0. In these reactions, the deacylation proceeded gradually at the final stage and eventually, both N^2-octanoyl-L-lysine and N^6-octanoyl-L-lysine were hydrolyzed to L-lysine and octanoic acid. Furthermore, this enzyme showed intermolecular acyltransferase activity, transferring several N-octanoyl-DL-amino acids to N-octanoyl-hydroxylamine. This acyltransfer ability of polymyxin acylase offers a new method of enzymic N-acylation of compounds containing amino components.
社団法人日本農芸化学会の論文
1989-12-23