Molecular Adsorption on Cold Gas-Phase Hydrogen-Bonded Clusters of Chiral Molecules.

Gas-phase molecular adsorption was investigated as a model for molecular cloud formation. Molecular adsorption on cold gas-phase hydrogen-bonded clusters containing protonated tryptophan (Trp) enantiomers and monosaccharides such as methyl-α-d-glucoside, d-ribose, and d-arabinose was detected using a tandem mass spectrometer equipped with an electrospray ionization source and cold ion trap. The adsorption sites on the surface of cold gas-phase hydrogen-bonded cluster ions were quantified using gas-phase N₂ adsorption-mass spectrometry. The gas-phase N₂ adsorption experiments indicated that the number of adsorption sites on the surface of the hydrogen-bonded heterochiral clusters containing l-Trp and d-monosaccharides exceeded the number of adsorption sites on the homochiral clusters containing d-Trp and d-monosaccharides. H₂O molecules were preferentially adsorbed on the heterochiral clusters, and larger water clusters were formed in the gas phase. Physical and chemical properties of cold gas-phase hydrogen-bonded clusters containing biological molecules were useful for investigating enantiomer selectivity and chemical evolution in interstellar molecular clouds. [ABSTRACT FROM AUTHOR]