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• W2512012166 abstract "Absolute rate coefficients for the reaction between the important environmental free radical oxidant NO3. and a series of N- and C-protected amino acids, di- and tripeptides were determined using 355 nm laser flash photolysis of cerium(IV) ammonium nitrate in the presence of the respective substrates in acetonitrile at 298±1 K. Through combination with computational studies it was revealed that the reaction with acyclic aliphatic amino acids proceeds through hydrogen abstraction from the α-carbon, which is associated with a rate coefficient of about 1.8×106 m-1 s-1 per abstractable hydrogen atom. The considerably faster reaction with phenylalanine [k=(1.1±0.1)×107 m-1 s-1 ] is indicative for a mechanism involving electron transfer. An unprecedented amplification of the rate coefficient by a factor of 7-20 was found with di- and tripeptides that contain more than one phenylalanine residue. This suggests a synergistic effect between two aromatic rings in close vicinity, which makes such peptide sequences highly vulnerable to oxidative damage by this major environmental pollutant." @default.
• W2512012166 created "2016-09-16" @default.
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• W2512012166 date "2016-10-11" @default.
• W2512012166 modified "2023-09-25" @default.
• W2512012166 title "Reaction of Amino Acids, Di- and Tripeptides with the Environmental Oxidant NO₃^.: A Laser Flash Photolysis and Computational Study" @default.
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• W2512012166 doi "https://doi.org/10.1002/asia.201600994" @default.
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