Gas-phase hydrogen/deuterium exchange as a molecular probe for the interaction of methanol and protonated peptides

Eric Gard; M. Kirk Green; Jennifer Bregar; Carlito B Lebrilla

doi:10.1016/1044-0305(94)85003-8

Gas-phase hydrogen/deuterium exchange as a molecular probe for the interaction of methanol and protonated peptides

Eric Gard, M. Kirk Green, Jennifer Bregar, Carlito B Lebrilla

Biochemistry and Molecular Medicine

Research output: Contribution to journal › Article › peer-review

112 Scopus citations

Abstract

The gas-phase hydrogen/deuterium (HID) exchange kinetics of several protonated amino acids and dipeptides under a background pressure of CH ₃OD 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.

Original language	English (US)
Pages (from-to)	623-631
Number of pages	9
Journal	Journal of the American Society for Mass Spectrometry
Volume	5
Issue number	7
DOIs	https://doi.org/10.1016/1044-0305(94)85003-8
State	Published - Jul 1994

ASJC Scopus subject areas

Spectroscopy
Structural Biology

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title = "Gas-phase hydrogen/deuterium exchange as a molecular probe for the interaction of methanol and protonated peptides",

abstract = "The gas-phase hydrogen/deuterium (HID) exchange kinetics of several protonated amino acids and dipeptides under a background pressure of CH 3OD 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.",

author = "Eric Gard and Green, {M. Kirk} and Jennifer Bregar and Lebrilla, {Carlito B}",

year = "1994",

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AU - Gard, Eric

AU - Green, M. Kirk

AU - Bregar, Jennifer

AU - Lebrilla, Carlito B

PY - 1994/7

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AB - The gas-phase hydrogen/deuterium (HID) exchange kinetics of several protonated amino acids and dipeptides under a background pressure of CH 3OD 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.

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