NEIGHBORING GROUP PARTICIPATION IN THE ELECTROSPRAY-IONIZATION TANDEMMASS-SPECTRA OF POLYAMINE TOXINS OF SPIDERS .1. ALPHA,OMEGA-DIAMINOALKANE COMPOUNDS
L. Bigler et M. Hesse, NEIGHBORING GROUP PARTICIPATION IN THE ELECTROSPRAY-IONIZATION TANDEMMASS-SPECTRA OF POLYAMINE TOXINS OF SPIDERS .1. ALPHA,OMEGA-DIAMINOALKANE COMPOUNDS, Journal of the American Society for Mass Spectrometry, 6(8), 1995, pp. 634-637
The fragmentation pattern of N-(4-aminobutyl)-3-(4-hydroxyphenyl)prop-
2-enamide (1) is characterized by an ion formed by neighboring group p
articipation The phenolic hydrogen is transferred to the primary amino
group via a 15-membered ring. This has been proven by H/D exchange re
actions and by analyzing homologues and derivatives.