The oxidation of amino acids by ferrate(V). A pre-mix pulse radiolysis study.
The forms of ferrate(V) which are derived from the one-electron reduction of potassium ferrate (K2FeO4) by ethanol radicals react with representative amino acids (glycine, methionine, phenylalanine and serine) at rates that are greater than 10(5)M-1s-1 near pH 10. The predominant interaction in the alkaline pH range is between the protonated ferrate(V) species, HFeO4(2-), and the amino acid anion. Fe(V) + amino acid-->Fe(III) + NH3 + alpha-keto acid The rate-determining process is the two electron reduction of ferrate(V) to iron(III) with oxidation and subsequent deamination of the amino acid. The reaction appears to involve an entry of the amino acid into the inner coordination sphere of ferrate(V). In all cases, ferrate(V) exhibits preferred attack on the amino group in contrast to the OH radical which attacks the thioether site of methionine and the phenyl ring of phenylalanine.
Rush
J D
JD
Department of Chemistry, Brookhaven National Laboratory, Upton, N.Y. 11973-5000, USA.
Bielski
B H
BH
D000596:Amino Acids / Q000737:chemistry*; D005998:Glycine / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D007501:Iron / Q000737:chemistry*; D008715:Methionine / Q000737:chemistry; D010084:Oxidation-Reduction; D010649:Phenylalanine / Q000737:chemistry; D011675:Pulse Radiolysis; D012694:Serine / Q000737:chemistry
D000596:Amino Acids; C017311:ferrate ion; D012694:Serine; D010649:Phenylalanine; D008715:Methionine; D007501:Iron; D005998:Glycine