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

Chem Commun (Camb)

Laboratory of Inorganic Chemistry ETH Zürich, CH-8093, Zürich, Switzerland.

Published: July 2005

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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http://dx.doi.org/10.1039/b506094jDOI Listing

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