Intramolecular addition of cysteine thiyl radicals to phenylalanine in peptides: formation of cyclohexadienyl type radicals

Literature Information

Publication Date 2005-06-09
DOI 10.1039/B506094J
Impact Factor 6.222
Authors

Thomas Nauser, Giulio Casi, Willem H. Koppenol


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Abstract

The intra-molecular addition of peptide cysteine thiyl radicals to phenylalanine yields alkylthio-substituted cyclohexadienyl radicals for the peptides Phe–Cys and Phe–Gly–Cys–Gly, i.e. even when Phe and Cys are separated by a Gly residue, and presents a possible free radical pathway to thioether-containing peptide and protein cross-links.

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Chemical Communications

Chemical Communications
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