Low-Energy Collisions of Protonated Enantiopure Amino Acids with Chiral Target Gases

• Published in: Journal of the American Society for Mass Spectrometry Vol. 28; no. 12; pp. 2686 - 2691
• Main Authors: Kulyk, K., Rebrov, O., Ryding, M., Thomas, R. D., Uggerud, E., Larsson, M.
• Format: Journal Article
• Language: English
• Published: New York Springer US 01.12.2017; Springer Nature B.V
• Subjects: Amino acids; Analytical Chemistry; Bioinformatics; Biotechnology; Butanol; Chemistry; Chemistry and Materials Science; Chiral target gases; Chirality; Collision induced dissociation; Collisions; Complex formation; Enantiomers; Enantiopure amino acids; Energy of dissociation; fysik; Gas-phase complexes; Low-energy collisions; Mass spectrometry; Organic Chemistry; Physics; Proteomics; Research Article; Selectivity; Gas-phase complexes; Collision induced dissociation; Enantiopure amino acids; Chiral target gases; Chirality; Low-energy collisions
• ISSN: 1044-0305; 1879-1123; 1879-1123
• DOI: 10.1007/s13361-017-1796-7

Here we report on the gas-phase interactions between protonated enantiopure amino acids ( l - and d -enantiomers of Met, Phe, and Trp) and chiral target gases [( R )- and ( S )-2-butanol, and ( S )-1-phenylethanol] in 0.1–10.0 eV low-energy collisions. Two major processes are seen to occur over this collision energy regime, collision-induced dissociation and ion-molecule complex formation. Both processes were found to be independent of the stereo-chemical composition of the interacting ions and targets. These data shed light on the currently debated mechanisms of gas-phase chiral selectivity by demonstrating the inapplicability of the three-point model to these interactions, at least under single collision conditions. Graphical Abstract