Gas-Phase Adsorption of N2 on Protonated Molecules and Its Application to the Structural Elucidation of Small Molecules.

Abstract

The gas-phase adsorption of N₂ on protonated serine (Ser, C₃H₇NO₃), threonine (Thr, C₄H₉NO₃), glycine (Gly, C₂H₅NO₂), and 2-aminoethanol (C₂H₇NO) was investigated using a tandem mass spectrometer equipped with an electrospray ionization source and a cold ion trap. N₂ molecules were adsorbed on the free X-H (X=O and N) groups of protonated molecules. Gas-phase N₂ adsorption-mass spectrometry detected the presence of free X-H groups in the molecular structures, and was applied to the structural elucidation of small molecules. When the 93 structures with an elemental composition of C₃H₇NO₃ were filtered using the gas-phase N₂ adsorption-mass spectrometry results for Ser, the number of possible molecular structures was reduced to 8 via the quantification of the X-H groups. Restricting and minimizing the number of possible candidates were effective steps in the structural elucidation process. Gas-phase N₂ adsorption-mass spectrometry combined with mass spectrometry-based techniques has the potential for being useful for elucidating the molecular structures of a variety of molecules.