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Gold(III)‐Induced Oxidation of Amino Acids and Malonic Acid: Reaction Pathways Studied by NMR Spectroscopy with Isotope Labelling
Author(s) -
Zou Juan,
Parkinson John A.,
Sadler Peter J.
Publication year - 2002
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200200078
Subject(s) - chemistry , decarboxylation , malonic acid , sarcosine , alanine , glycine , labelling , nuclear magnetic resonance spectroscopy , deamination , oxidative deamination , reaction mechanism , amino acid , isotopic labeling , biomolecule , organic chemistry , stereochemistry , medicinal chemistry , biochemistry , enzyme , catalysis
Reactions of Au(III) with biomolecules are of interest in relation to understanding the mechanism of action of therapeutic gold compounds. NMR investigations of 13 C and 15 N 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.