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Issue 1, 2006
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Mechanism of α-oxoamine synthases: identification of the intermediate Claisen product in the 8-amino-7-oxononanoate synthase reaction

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Abstract

The reactive β-ketoacid pyridoxal-5′-phosphate aldimine formed in the condensation step of the 8-amino-7-oxononanoate synthase reaction was ‘trapped’ in the enzyme-bound form by carrying out the reaction with L-alanine methyl ester and pimeloyl-CoA affording the more stable methyl ester of the putative intermediate, the characterisation of which provides the first definitive evidence for a β-ketoacid intermediate in an α-oxamine synthase mechanism.

Graphical abstract: Mechanism of α-oxoamine synthases: identification of the intermediate Claisen product in the 8-amino-7-oxononanoate synthase reaction

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Publication details

The article was received on 22 Aug 2005, accepted on 14 Oct 2005 and first published on 14 Nov 2005


Article type: Communication
DOI: 10.1039/B511837A
Chem. Commun., 2006, 60-62

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    Mechanism of α-oxoamine synthases: identification of the intermediate Claisen product in the 8-amino-7-oxononanoate synthase reaction

    O. Kerbarh, D. J. Campopiano and R. L. Baxter, Chem. Commun., 2006, 60
    DOI: 10.1039/B511837A

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