Rules for the gas-phase fragmentation mechanism of the negative ions of lipophilic phosphotriester molecules of biological interest have been established by fast-atom bombardment mass spectrometry/mass spectrometry. The mass-analyzed ion kinetic energy spectra of the [M - H](-) of dinucleoside (1-4) and nucleoside glucopyranoside (5-9) phosphotriesters show that in the absence of charges on the phosphate bridge, the availability of acidic protons on the 5'-end nucleobase drives a preferred reaction path which leads to 5'-O-nucleotide or 6-O-glucopyranoside monophosphate anions. (J Am Soc Mass Spectrom 1999, 10, 975-982) (C) 1999 American Society for Mass Spectrometry. OI sindona, giovanni/0000-0002-5623-5795; Liguori, Angelo/0000-0003-4483-2506

The Structure Characterization of Dinucleoside and Nucleoside Glucopyranoside Lipophilic Phopshotriesters by Fast-Atom-Bombardment Tandem Mass Spectrometry

SINDONA, Giovanni;LIGUORI, Angelo;MAIUOLO, Loredana;DE NINO, Antonio;
1999

Abstract

Rules for the gas-phase fragmentation mechanism of the negative ions of lipophilic phosphotriester molecules of biological interest have been established by fast-atom bombardment mass spectrometry/mass spectrometry. The mass-analyzed ion kinetic energy spectra of the [M - H](-) of dinucleoside (1-4) and nucleoside glucopyranoside (5-9) phosphotriesters show that in the absence of charges on the phosphate bridge, the availability of acidic protons on the 5'-end nucleobase drives a preferred reaction path which leads to 5'-O-nucleotide or 6-O-glucopyranoside monophosphate anions. (J Am Soc Mass Spectrom 1999, 10, 975-982) (C) 1999 American Society for Mass Spectrometry. OI sindona, giovanni/0000-0002-5623-5795; Liguori, Angelo/0000-0003-4483-2506
COLLISION-INDUCED DISSOCIATION; UNIMOLECULAR DEPURINATION; DINUCLEOTIDES
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11770/133245
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