Premium
Electron impact‐induced reactions of N 6 ‐(3‐methyl‐2‐butenyl)adenosine and related cytokinins
Author(s) -
Hashizume T.,
McCloskey James A.,
Liehr J. G.
Publication year - 1976
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200030407
Subject(s) - chemistry , moiety , fragmentation (computing) , deuterium , cleavage (geology) , stereochemistry , medicinal chemistry , ring (chemistry) , ion , organic chemistry , biology , ecology , paleontology , physics , quantum mechanics , fracture (geology)
Fragmentation reactions of the biologically important N 6 ‐(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 C 3 H 7 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 N 6 and simple cleavage, respectively, but with significant contribution from other pathways involving transfer of sidechain hydrogens to the base.