Open AccessGas-phase hydrogen/deuterium exchange as a molecular probe for the interaction of methanol and protonated peptides
Author(s) -
Eric E. Gard,
M. Kirk Green,
Jennifer Bregar,
Carlita B. Lebrilla
Publication year - 1994
Publication title -
journal of the american society for mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.961
H-Index - 127
eISSN - 1879-1123
pISSN - 1044-0305
DOI - 10.1016/1044-0305(94)85003-8
Subject(s) - chemistry , protonation , hydrogen–deuterium exchange , methanol , deuterium , mass spectrometry , hydrogen , kinetics , gas phase , inorganic chemistry , analytical chemistry (journal) , organic chemistry , chromatography , ion , physics , quantum mechanics
The gas-phase hydrogen/deuterium (HID) exchange kinetics of several protonated amino acids and dipeptides under a background pressure of CH3OD were determined in an external source Fourier transform mass spectrometer. H/D exchange reactions occur even when the gas-phase basicity of the compound is significantly larger (> 20 kcal/mol) than methanol. In addition; greater deuterium incorporation is observed for compounds that have multiple sites of similar basicities. A mechanism is proposed that involves a structurally specific intermediate with extensive interaction between the protonated compound and methanol.