Proton-bound 3-cyanophenylalanine trimethylamine clusters: isomer-specific fragmentation pathways and evidence of gas-phase zwitterions.
The structures and dissociation pathways of the proton-bound 3-cyanophenylalanine·trimethylamine cluster have been studied using a combination of infrared multiple photon dissociation (IRMPD) spectroscopy and density functional theory calculations. Three isomer motifs are identified: charge-solvated, zwitterionic, and trimethylamine (TMA)-bridged. While the TMA-bridged structures fragment to yield protonated TMA (channel 1) and protonated 3-cyanophenylalanine (channel 2), charge-solvated species exclusively fragment via channel 1 and zwitterionic species exclusively fragment via channel 2. Mechanisms are proposed.
Department of Chemistry, University of Waterloo , Waterloo, Ontario N2L 3G1, Canada.
W Scott
WS
Hopkins
Rick A
RA
Marta
Terry B
TB
McMahon
D000409:Alanine / Q000031:analogs & derivatives* / Q000737:chemistry; D003198:Computer Simulation; D005740:Gases / Q000737:chemistry*; D007259:Infrared Rays; D007477:Ions; D007536:Isomerism; D008744:Methylamines / Q000737:chemistry*; D008958:Models, Molecular; D009570:Nitriles / Q000737:chemistry*; D044367:Phase Transition; D011522:Protons; D010649:Phenylalanine / Q000031:analogs & derivatives
D000409:Alanine; D005740:Gases; D007477:Ions; D008744:Methylamines; D009570:Nitriles; D011522:Protons; C530634:p-cyanophenylalanine; D010649:Phenylalanine; C023336:trimethylamine