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Gold(III)-induced oxidation of amino acids and malonic acid: reaction pathways studied by NMR spectroscopy with isotope labelling

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Abstract

Reactions of Au(III) with biomolecules are of interest in relation to understanding the mechanism of action of therapeutic gold compounds. NMR investigations of 13C and 15N isotopically-labelled glycine and alanine show that Au(III) induces deamination and subsequent decarboxylation of both amino acids with the same mechanism. For comparison, reactions of Au(III) with sarcosine and the dicarboxylic acid malonic acid were also investigated. The major intermediates and products have been identified.
Original languageEnglish
Pages (from-to)499-504
Number of pages6
JournalJournal of the Chinese Chemical Society
Volume49
Issue number4
DOIs
Publication statusPublished - 1 Aug 2002

Funding

We thank the Wellcome Trust (Travelling Fellowship to JZ, and Edinburgh Protein Interaction Centre) and EPSRC for their support for this work

Keywords

  • gold(III) complex
  • amino acid
  • malonic acid
  • NMR spectroscopy
  • isotope labelling

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