Kinetics of oxidation of amino acids by chloramine-T. A reinvestigation on the oxidation of alanine, 2-aminobutyric acid, valine, serine, and threonine.

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概要

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• The kinetics of oxidation of amino acids in aqueous medium were reinvestigated. The rate of oxidation follows second order with respect to chloramine-T (CAT) and an inverse dependence on [<I>p</I>-toluene-sulfonamide] (RNH<SUB>2</SUB>). At constant [RNH<SUB>2</SUB>] the rate of the reaction can be represented as (in the absence of chloride ion)<BR>\frac−d[CAT]d<I>t</I>=<I>k</I><SUB>a</SUB>[CAT]<SUP>2</SUP>+<I>k</I><SUB>b</SUB>\frac[Amino Acid][CAT]<SUP>2</SUP>[H<SUP>+</SUP>]+<I>k</I><SUB>c</SUB>\frac[Amino Acid]<SUP>2</SUP>[CAT]<SUP>2</SUP>[H<SUP>+</SUP>]<SUP>2</SUP>.<BR>A linear relationship exists between p<I>K</I><SUB>1</SUB> and the rate constants. This shows the electrophilic attack of the oxidant at the carboxylato group of the amino acid. The effect of chloride ion on <I>k</I><SUB>obsd</SUB> is catalytic. The mechanisms of the reactions are discussed in terms of the kinetic results.

• 公益社団法人 日本化学会の論文

著者

• Ramachandran M.

  School of Chemistry, Madurai Kamaraj University

• Vivekanandam T.

  School of Chemistry, Madurai Kamaraj University

関連論文

• N-chlorosuccinimide-promoted oxidative decarboxylation of .ALPHA.-amino acids in aqueous alkaline medium.
• Oxidation of azide by peroxodisulfate in aqueous medium.
• Kinetics of oxidation of amino acids by chloramine-T. A reinvestigation on the oxidation of alanine, 2-aminobutyric acid, valine, serine, and threonine.

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