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J Am Soc Mass Spectrom ; 28(12): 2686-2691, 2017 12.
Article in English | MEDLINE | ID: mdl-28936701

ABSTRACT

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.


Subject(s)
Amino Acids/chemistry , Protons , Butanols/chemistry , Gases/chemistry , Methionine/chemistry , Models, Molecular , Phenylalanine/chemistry , Phenylethyl Alcohol/chemistry , Stereoisomerism , Tandem Mass Spectrometry , Thermodynamics , Tryptophan/chemistry
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