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Titolo:
Ion chemistry of protonated glutamic acid derivatives
Autore:
Harrison, AG;
Indirizzi:
Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada Univ Toronto TorontoON Canada M5S 3H6 Chem, Toronto, ON M5S 3H6, Canada
Titolo Testata:
INTERNATIONAL JOURNAL OF MASS SPECTROMETRY
fascicolo: 1-3, volume: 210, anno: 2001,
pagine: 361 - 370
SICI:
1387-3806(20011001)210:1-3<361:ICOPGA>2.0.ZU;2-6
Fonte:
ISI
Lingua:
ENG
Soggetto:
COLLISION-INDUCED DISSOCIATION; TANDEM MASS-SPECTROMETRY; FAST ATOM BOMBARDMENT; ALPHA-AMINO-ACIDS; CHEMICAL-IONIZATION; FRAGMENTATION REACTIONS; GAS-PHASE; GLYCINE; SPECTRA; ELECTROSPRAY;
Keywords:
fragmentation mechanisms; isotopic labelling; glutamic acid derivatives;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
32
Recensione:
Indirizzi per estratti:
Indirizzo: Harrison, AG Univ Toronto, Dept Chem, 80 St George St, Toronto, ON M5S 3H6, Canada Univ Toronto 80 St George St Toronto ON Canada M5S 3H6 Canada
Citazione:
A.G. Harrison, "Ion chemistry of protonated glutamic acid derivatives", INT J MASS, 210(1-3), 2001, pp. 361-370

Abstract

The fragmentation reactions of protonated glutamic acid derivatives of general formula H-Glu(X)-Y, specifically H-Gln-OH, H-Glu-NH2, H-Glu-OMe, and H-Glu(OMe)-OH, have been studied as a function of internal energy and by tandem mass spectrometry (MS/MS/MS) experiments. The results show that loss ofHX from the gamma -carboxyl group leads not only to a protonated pyroglutamic acid derivative but also to a cyclic cationated anhydride or imide ion. Loss of HY from the gamma -carboxyl position is accompanied by loss of CO in agreement with the known instability of alpha -aminoacylium ions. The secondary fragmentation product C4H6NO+ (m/z 84) is shown to arise by loss ofHY + CO from the [MH - HX](+) ions and by loss of RX from the [MH - HY - CO](+) ions. Deuterium labeling experiments show that, although the primary loss of HX and HY+CO involve only labile hydrogens, both labile hydrogens and C-bonded hydrogens are lost in the further fragmentation of the [MH - HX](+) and [MH - HY - CO](+) primary ions. It is concluded that there are several pathways to the m/z 84 product ion and several structures for this fragment ion. (C) 2001 Elsevier Science B.V.

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Documento generato il 02/04/20 alle ore 12:42:04