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• W2061162244 abstract "The fragmentation reactions of a variety of protonated tri- and tetra-peptides containing phenylalanine have been examined using metastable ion studies and energy-resolved collision-induced dissociation studies. For peptides with the sequence H–Gly–Xxx–Phe–OH (Xxx=Gly,Ala,Val,Leu,Phe) the major primary fragmentation of MH+ involves cleavage of the C-terminus amide bond to form either the b2 ion or the y1″ ion. For metastable ion fragmentation it is found that log([b2]/[y1″]) increases linearly with the increase in the gas phase basicity of H–Xxx–OH. This linear free energy correlation is in contrast to the lack of such a correlation in the fragmentation of protonated H–Gly–Xxx–Gly–OH [J. Mass Spectrom. 30 (1995) 290]. When Phe is the central residue in tripeptides, the major primary fragmentation reaction involves formation of the b2 ion which fragments further to the a2 ion; at higher internal energies the a2 ion fragments to give the phenylalanine immonium ion which becomes the dominant fragment. When Phe is in the N-terminus position, as in Phe–Gly–Gly–OH, the phenylalanine immonium ion is the dominant fragment and is formed, in part, directly by fragmentation of MH+. The fragmentation of the tetrapeptides H–Gly–Gly–Phe–Leu–OH, H–Phe–Gly–Gly–Phe–OH and H–Val–Ala–Ala–Phe–OH are more complex but show a substantial directional effect of the phenylalanine residue(s)." @default.
• W2061162244 created "2016-06-24" @default.
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• W2061162244 date "2002-06-01" @default.
• W2061162244 modified "2023-10-11" @default.
• W2061162244 title "Fragmentation reactions of protonated peptides containing phenylalanine: a linear free energy correlation in the fragmentation of H–Gly–Xxx–Phe–OH" @default.
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• W2061162244 doi "https://doi.org/10.1016/s1387-3806(02)00572-9" @default.
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