The structure characterization of dinucleoside and nucleoside glucopyranosides lipophilic phosphotriesters by fast-atom bombardment tandem mass spectrometry |
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Authors: | Angelo Liguori Loredana Maiuolo Antonio De Nino Antonio Procopio Giovanni Sindona |
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Institution: | 1. Dipartimento di Chimica, Università della Calabria, Via Pietro Bucci, cubo 15/c, I-87030, Arcavacata di Rende (CS), Italy
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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. |
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