Electron impact-induced reactions of N6-(3-methyl-2-butenyl)adenosine and related cytokinins.
Fragmentation reactions of the biologically important N6-(3-methyl-2-butenyl)adenyl moiety have been re-examined with the aid of systematic deuterium labeling in the sidechain and by examination of the 1- and 7-deazanucleoside analogs. It is concluded that the diagnostic reactions which involve expulsion of C3H7 proceed predominantly by ring closure from the sidechain double bond to N-1 (ion a). Base-containing ions m/e 135 and 148 were confirmed to arise mainly by rearrangement of hydrogen from the methyl terminus to N6 and simple cleavage, respectively, but with significant contribution from other pathways involving transfer of sidechain hydrogens to the base.
D000241:Adenosine / Q000031:analogs & derivatives; D055598:Chemical Phenomena; D002621:Chemistry; D003583:Cytokinins; D004583:Electrons; D006859:Hydrogen; D007541:Isopentenyladenosine / Q000031:analogs & derivatives; D013058:Mass Spectrometry
D003583:Cytokinins; D007541:Isopentenyladenosine; D006859:Hydrogen; D000241:Adenosine