Radiation chemical studies of Gly-Met-Gly in aqueous solution

Barata-Vallejo, Sebastian; Ferreri, Carla; Zhang, Tao; Permentier, Hjalmar; Bischoff, Rainer; Bobrowski, Krzysztof; Chatgilialoglu, Chryssostomos

doi:10.1080/10715762.2016.1231402

Title: Radiation chemical studies of Gly-Met-Gly in aqueous solution

Journal Article · Tue Oct 25 00:00:00 EDT 2016 · Free Radical Research

DOI:https://doi.org/10.1080/10715762.2016.1231402· OSTI ID:1438192

Barata-Vallejo, Sebastian ^[1]; Ferreri, Carla ^[1]; Zhang, Tao ^[2]; Permentier, Hjalmar ^[2]; Bischoff, Rainer ^[2]; Bobrowski, Krzysztof ^[3]; Chatgilialoglu, Chryssostomos ^[4]

Consiglio Nazionale delle Ricerche (CNR), Bologna (Italy)
Univ. of Groningen (The Netherlands)
Univ. of Notre Dame, IN (United States)
Consiglio Nazionale delle Ricerche (CNR), Bologna (Italy); NCSR Demokritos, Athens (Greece)

Important biological consequences are related to the reaction of HO radicals with methionine (Met). Several fundamental aspects remain to be defined when Met is an amino acid residue incorporated in the interior of peptides and proteins. The present study focuses on Gly-Met-Gly, the simplest peptide where Met is not a terminal residue. The reactions of HO with Gly-Met-Gly and its N-acetyl derivative were studied by pulse radiolysis technique. The transient absorption spectra were resolved into contributions from specific components of radical intermediates. Moreover, a detailed product analysis is provided for the first time for Met-containing peptides in radiolytic studies to support the mechanistic proposal. By parallel radiolytical and electrochemical reactions and consequent product identification, the formation of sulfoxide attributed to the direct HO radical attack on the sulfide functionality of the Met residue could be excluded, with the in situ generated hydrogen peroxide responsible for this oxidation. LC–MS and high resolution MS/MS were powerful analytical tools to envisage the structures of five products, thus allowing to complete the mechanistic picture of the overall Met-containing peptide reactivity.

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Research Organization:: University of Notre Dame, IN (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: FC02-04ER15533

OSTI ID:: 1438192

Journal Information:: Free Radical Research, Vol. 50, Issue sup1; ISSN 1071-5762

Country of Publication:: United States

Language:: English

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Cited by: 12 works

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Methionine
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ionizing radiation
electrochemistry
EC-MS
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reaction mechanism

Title: Radiation chemical studies of Gly-Met-Gly in aqueous solution

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