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Abstract

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.