Am. Fadda et al., SYNTHESIS AND MASS-SPECTROMETRIC BEHAVIOR OF SOME NEW NUCLEOSIDES AS POTENTIAL ANTI-HIV AGENTS, Rapid communications in mass spectrometry, 11(7), 1997, pp. 774-780
The electron-impact (EI) mass spectrometric behaviour of a series of 8
-aza-purines derivatized with hydroxymethylcyclopentane and exhibiting
cis-trans isomerization in the cyclopentane ring has been studied in
detail with the aid of metastable-ion data. Specific fragmentation pro
cesses, present in both EI and mass analysed ion kinetic energy spectr
a of molecular species, allow characterization of the different pairs
of stereoisomers. Contrary to what is observed in the case of purine a
nalogs, the presence of a nitrogen atom in position 8 strongly inhibit
s fragmentation processes related to the heterocycle. (C) 1997 by John
Wiley & Sons, Ltd.