Collision-Induced Dissociation (CID) Spectra versus Collision Energy Using a Quadrupole Ion Trap Mass Spectrometer IV : Dissociation of Ionized Maleamide and Fumaramide

概要

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The unimolecular decompositions of the geometrical isomers maleamide (cis-NH2COCH=CHCONH2; 1, MW: 114) and fumaramide (trans-NH2COCH=CHCONH2; 2, MW: 114) have been investigated by use of collision-induced dissociation (CID) spectra versus collision energy. These ions, 1+· and 2+·, show as primary fragmentation channels the losses of NH2 and CONH to give the ions m/z 98 and 71, respectively, but the relative abundance of these ions is different with each other. This will be attributable to amide-amide interaction in cis-isomer. The fragment ions m/z 71 correspond to the molecular ion of acrylamide, CH2=CHCONH2, which is formed by hydrogen atom migration from NH2 to ethylenic carbon in the molecular ions 1+· and 2+·, followed by CONH loss. The additional dissociation channels are observed for 2+·, the losses CO and CONH2 to give the ions at m/z 86 and 70, respectively. These two reactions were weak for 1+·. These ions, except for m/z 71 ion, retain the structure difference between the geometrical isomers. The [M-NH2]+ ions decompose further by the losses of H2O and CO to generate the ions at m/z 80 and 70, respectively. The former reaction for 1 is different from that for 2. This reaction accompanies with double hydrogen atom transfers, and was not described in previous report.
日本質量分析学会の論文
2004-04-01