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Reduction of methionine sulfoxide with NH4ITFA: Compatibility with peptides containing cysteine and aromatic amino acids

✍ Scribed by Marta Vilaseca; Ernesto Nicolás; Fina Capdevila; Ernest Giralt

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
813 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

The reduction of methionine sulfoxide with ammonium iodide in trifluoroacetic acid has been studied in peptides containing cysteine, histidine, tyrosine or tryptophan residues. While histidine and tyrosine have proved to be stable under the experimental conditions, cysteine is oxidized to cystine and tryptophan dimerizes to form 2indolylindolenine derivatives. The use of methyl sulfide to increase the reduction rate minimizes the problem and protection of indole ring with the formyl group avoids the side reaction for this amino acid.

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