Rearrangement with formamide extrusion in the electrospray mass spectra of aminoacylbenzylamines
Article first published online: 24 JUL 2001
Copyright © 2001 John Wiley & Sons, Ltd.
Rapid Communications in Mass Spectrometry
Volume 15, Issue 16, pages 1489–1493, 30 August 2001
How to Cite
Chen, J., Jiang, Y., Fu, H., Chen, Y., Cheng, C.-m. and Zhao, Y.-f. (2001), Rearrangement with formamide extrusion in the electrospray mass spectra of aminoacylbenzylamines. Rapid Commun. Mass Spectrom., 15: 1489–1493. doi: 10.1002/rcm.395
- Issue published online: 24 JUL 2001
- Article first published online: 24 JUL 2001
- Manuscript Accepted: 21 JUN 2001
- Manuscript Revised: 20 JUN 2001
- Manuscript Received: 23 MAY 2001
Several aminoacylbenzylamines and their analogs were synthesized and analyzed by electrospray ionization mass spectrometry together with high-resolution and tandem mass spectrometric techniques. Fragment ions ([M + H − CH3NO]+) were observed and attributed to a transfer of the benzyl group to the N-terminal amino group, leading to elimination of formamide. The proposed mechanism is supported by accurate mass measurements, and by experiments on deuterium labeling and variations of functional groups. Copyright © 2001 John Wiley & Sons, Ltd.