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Identification of butyryl derivatives of cyclic nucleotides by positive ion fast atom bombardment mass spectrometry and mass‐analysed ion kinetic energy spectrometry
Author(s) -
Newton Russell P.,
Walton Terence J.,
Basaif Salem A.,
Jenkins Andrea M.,
Brenton A. Gareth,
Ghosh Dipankar,
Harris Frank M.
Publication year - 1989
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210240827
Subject(s) - chemistry , fast atom bombardment , mass spectrometry , ion , mass spectrum , kinetic energy , protonation , phosphodiester bond , guanosine , moiety , cytidine , analytical chemistry (journal) , stereochemistry , organic chemistry , chromatography , rna , biochemistry , physics , quantum mechanics , gene , enzyme
The syntheses of the dibutyryl derivatives of the 3′,5′‐cyclic monophosphates of adenosine, guanosine and cytidine are described. The fast atom bombardment mass spectra of these compounds are discussed, together with the mass‐analysed ion kinetic energy spectra of their protonated molecular ions and of diagnostic fragments. A protocol for the identification of the derivatives is reported which includes criteria for confirming retention of the cyclic phosphodiester moiety, substitution of both heterocyclic base and ribose ring, and butyrylation of the 2′‐O‐position. The origins of significant fragments in the spectra are discussed.