Constant neutral loss spectra of small peptides

Pauw, Edwin De; Pelzer, G.; Nasar, K.

doi:10.1002/bms.1200151011

Cited by 6 publications

(3 citation statements)

References 6 publications

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“…It is assumed that loss of 2 -H' is also favored for the nondeuterated 4-alkyl-2-phenyl-l,3-dioxolanes (3, 5, 7) as a result of the charge stabilization effect. Interestingly, however, for the 4-alkyl-2-phenyl-l,3-dioxolane-2-d acetals (4,6,8), H' loss is favored over loss of D' from the 2-position (Table 1; Figure Ib). This is probably due to the primary kinetic isotope effect, where the rate of decomposition of the C-D bond is slower than that of the C-H bond [44].…”

Section: Methodsmentioning

confidence: 99%

“…Although there is general agreement on the mechanism of desorption of neutral molecules from the liquid surface on FAB and the supply process that allows the analyte to be sampled by the sputtering, the question of ion formation has still not been adequately resolved [3][4][5][6]. Some investigators have provided evidence showing that ionization of the analyte occurs in the condensed phase before and/or during the bombardment process [7][8][9].…”

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confidence: 99%

“…8 show the structures of the 2-phenyl-1,3-dioxolanes used in this study. R = C 4H g 4: R = C 4H g 5: R = C 6H 136:R = C 6H 13 7: R = C10H 2 1…”

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confidence: 99%

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Fast-atom bombardment of the cyclic acetals: Evidence indicating the predominant involvement of condensed-phase processes in ionization

Paul

Bourg

Bertrand

1993

J. Am. Soc. Mass Spectrom.

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A series of cyclic acetals, the 2-phenyl-l,3 dioxolanes, and their deuterated analogues were studied by electron ionization (EI), chemical ionization (CI), and fast-atom bombardment (FAB) mass spectrometry to gain insight into the primary ionization processes for these compounds in FAB/liquid secondary ion mass spectrometry. Comparison of EI and CI data with that of FAB led to the conclusion that the predominant [M - H]+ ion observed in FAB for the nondeuterated cyclic acetals cannot to a large extent be rationalized in thermodynamic terms by known gas-phase ion-molecule reactions. Instead, a condensed-phase model in which the multicharged transition state for hydride abstraction is better solvated than the transition state for proton transfer appears to be a plausible explanation for the FAB data obtained for the nonlabeled cyclic acetals; however, this explanation is not entirely sufficient to rationalize the FAB data for the deuterated cyclic acetals. For these compounds, a dramatic time dependence of protonation versus hydride abstraction is observed that suggests that beam-induced reactive species are responsible for hydride abstraction in the condensed phase. This time dependence can be interpreted in terms of a buildup of highly reactive beam-induced species in the bulk of solution. Comparison of the results obtained for deuterated acetals with different surface activities support this hypothesis. (J Am Sot Mass.

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Section: Methodsmentioning

confidence: 99%

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confidence: 99%

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Fast-atom bombardment of the cyclic acetals: Evidence indicating the predominant involvement of condensed-phase processes in ionization

Paul

Bourg

Bertrand

1993

J. Am. Soc. Mass Spectrom.

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Sequencing of cyclodepsipeptides (destruxins) using positive fast atom bombardment desorption tandem mass spectrometry

Lange

Mulheim

Vey

et al. 1992

Biol. Mass Spectrom.

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The development of fast atom bombardment tandem mass spectrometry methodology is applied to the sequencing of the destruxin toxins (cyclodepsipeptides) which are 'wrong' cyclopeptides. The strategy is discussed in detail. Possible ways to overcome problems related to the resolution of isobaric fragment ions using deuterated compounds and the distinction between sequence and retrosequence are examined.

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Liquid matrices for liquid secondary ion mass spectrometry–fast atom bombardment: An update

Pauw

Agnello

Derwa

1991

Mass Spectrometry Reviews

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Constant neutral loss spectra of small peptides

Cited by 6 publications

References 6 publications

Fast-atom bombardment of the cyclic acetals: Evidence indicating the predominant involvement of condensed-phase processes in ionization

Fast-atom bombardment of the cyclic acetals: Evidence indicating the predominant involvement of condensed-phase processes in ionization

Sequencing of cyclodepsipeptides (destruxins) using positive fast atom bombardment desorption tandem mass spectrometry

Liquid matrices for liquid secondary ion mass spectrometry–fast atom bombardment: An update

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