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Enzymatic synthesis and characterization of N5-(carboxymethyl)-L-ornithine and N6-(carboxymethyl)-L-lysine

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Summary

This report describes the enzyme-catalyzed synthesis, characterization, and chromatographic separation of N6-(carboxymethyl)-L-lysine and N5-(carboxymethyl)-L-ornithine. The two Nω-(carboxyalkyl)amino acids are formed via a reductive condensation between glyoxylate and theε- orδ-amino groups of lysine and ornithine, respectively. Both reactions are catalyzed by the NADPH-dependent enzyme, N5-(carboxyethyl)ornithine synthase [EC 1.5.1.24], found in some strains of the lactic acid bacteriumLactococcus lactis subsp.lactis.

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Authors and Affiliations

  1. Developmental and Metabolic Neurology Branch, National Institute of Neurological Disorders and Stroke, 9000 Rockville Pike, 20892, Bethesda, MD, USA

    S. P. F. Miller

  2. Laboratory of Microbial Ecology, National Institute of Dental Research, Building 30, Room 528, National Institutes of Health, 9000 Rockville Pike, 20892, Bethesda, MD, USA

    J. A. Donkersloot & J. Thompson

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  1. S. P. F. Miller
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  2. J. A. Donkersloot
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  3. J. Thompson
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Miller, S.P.F., Donkersloot, J.A. & Thompson, J. Enzymatic synthesis and characterization of N5-(carboxymethyl)-L-ornithine and N6-(carboxymethyl)-L-lysine. Amino Acids 6, 189–198 (1994). https://doi.org/10.1007/BF00805846

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  • DOI: https://doi.org/10.1007/BF00805846

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