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Non-covalently bonded diastereomeric adducts of amino acids and (S)-1-phenylethanol in low-energy dissociative collisions
Stockholm University, Faculty of Science, Department of Physics.
Stockholm University, Faculty of Science, Department of Physics.
Stockholm University, Faculty of Science, Department of Physics.
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Number of Authors: 62019 (English)In: Molecular Physics, ISSN 0026-8976, E-ISSN 1362-3028Article in journal (Refereed) Epub ahead of print
Abstract [en]

We have studied the collision induced dissociation reactions of proton-bound diastereomeric adducts of S-1-phenylethanol and enantiomers of three different amino acids (tryptophan, phenylalanine, methionine). In all cases, the loss of S-1-phenylethanol from the adduct ion is the only observed process, and the relative abundance is found to be independent of the chirality of the amino acid. This is in contrast to earlier experiments on the dissociation of protonated tryptophan-2-butanol adducts, where chirality affected the results. Results obtained from quantum chemical computations support and provide a rationale for the experimental observations and highlight temperature as a possible factor of importance for the chiral effect in these types of systems. [GRAPHICS] .

Place, publisher, year, edition, pages
2019.
Keywords [en]
Diastereomeric complexes, mass spectrometry, amino acids, gas phase, collision induced dissociation
National Category
Chemical Sciences Physical Sciences
Identifiers
URN: urn:nbn:se:su:diva-170191DOI: 10.1080/00268976.2019.1615145ISI: 000469705300001OAI: oai:DiVA.org:su-170191DiVA, id: diva2:1337823
Available from: 2019-07-17 Created: 2019-07-17 Last updated: 2019-07-17

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