N-chlorosuccinimide-promoted oxidative decarboxylation of .ALPHA.-amino acids in aqueous alkaline medium.

スポンサーリンク

概要

• 論文の詳細を見る

• Kinetics of oxidation of twelve α-amino acids (AA) by <I>N</I>-chlorosuccinimide (NClS) in aqueous alkaline media have been studied and compared with those of <I>N</I>-bromosuccinimide (NBS) oxidation. Analysis of the results shows that the observed rate of oxidation is first-order in [oxidant] and zero-order in [substrate]. The rate of oxidation increases with increase in [OH<SUP>−</SUP>]<SUB>free</SUB> in [NClS], the exception being the amino acids having β-alkyl substituent such as valine, leucine etc. Perusal of the results shows that NC1S/NBS reacts with α-amino acid anion to produce α-amino acyl hypohalite which then decomposes in the rate-determining step to give the products. The intermediate α-amino acyl hypohalite is identified by UV-visible absorption spectra. Glycine behaves differently from other amino acids in both oxidants. The proposed mechanism is consistent with the observed kinetics.

• 公益社団法人 日本化学会の論文

著者

• Ramachandran M.

  School of Chemistry, Madurai Kamaraj University

• Easwaramoorthy D.

  School of Chemistry, Madurai Kamaraj University

• Rajasingh V.

  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.

スポンサーリンク