Abstract

The mass spectral fragmentations of 3-deazauracil, 3-deazauridine and selected derivatives are described. Fragmnetations give rise to ions diagnostic of specific positions in the base and/or sugar moieties. Ion structure are rationalized based on isotopic labeling, metastable ion analysis and high resolution data. The spectrum of 3-deazauracil resembles that of cytosine more closely than uracil. The spectrum of 3-deazauridine is almost identical to that of 1-β-D-arabinofuranosyl cytosine, closely resembles that of cytidine and differs significantly from uridine. The formation of a strong b+41 ion in the spectrum of 3-deazauridine raises questions on the utility of the b+41 ions in assigning a cytidine structure to an unknown nucleoside based solely on this ion.

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