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Kinetics and mechanism of transaldimination of amino acids and aromatic amines with pyridoxal

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Abstract

Kinetics and mechanism of transaldimination of amino acids and aromatic amines with pyridoxal have been studied by means of UV spectroscopy and polarimetry. It has been shown that aminal intermediates are formed in reaction of the Schiff’s bases with p-aminobenzoic acid and β-alanine. The structure of aminal and Schiff’s base is determined by the spatial arrangement of the amino acid and aromatic fragments with respect to the pyridine ring plane. The presence of OH and CH2-OH groups in the o-positions in pyridoxal structure turns amino groups by 90° with respect to the pyridine ring. The scheme of Schiff’s bases transaldimination by amino acids and biological amines has been developed according to stereospecific, energy, and geometric factors.

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Authors and Affiliations

  1. Institute of Chemistry and Chemical Technology, Kyrgyz Republic National Academy of Sciences, pr. Chui 267, Bishkek, 720071, Kyrgyzstan

    F. V. Pishchugin & I. T. Tuleberdiev

Authors
  1. F. V. Pishchugin
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  2. I. T. Tuleberdiev
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Correspondence to F. V. Pishchugin.

Additional information

Original Russian Text © F.V. Pishchugin, I.T. Tuleberdiev, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 6, pp. 946–949.

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Pishchugin, F.V., Tuleberdiev, I.T. Kinetics and mechanism of transaldimination of amino acids and aromatic amines with pyridoxal. Russ J Gen Chem 83, 1077–1080 (2013). https://doi.org/10.1134/S1070363213060121

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  • DOI: https://doi.org/10.1134/S1070363213060121

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