Literature DB >> 25351685

Enantiomer-selective photolysis of cold gas-phase tryptophan in L-serine clusters with linearly polarized light.

Akimasa Fujihara1, Naoto Maeda, Shigeo Hayakawa.   

Abstract

Photostability of cold gas-phase tryptophan (Trp) enantiomers in L-serine (L-Ser) clusters at 8 K as a model for interstellar molecular clouds was examined using a tandem mass spectrometer containing a cold ion trap to investigate the hypothesis that homochirality in gas-phase Ser clusters promotes the enantiomeric enrichment of other amino acids via enantiomer-selective photolysis with linearly polarized light. In the UV excitation of heterochiral H(+) (L-Ser) 3(D-Trp), the CO2-eliminated product in the cluster was observed. In contrast, the photodissociation mass spectrum of homochiral H(+)(L-Ser)3(L-Trp) showed that photolysis of amino acids in the cluster did not occur due to the evaporation of L-Ser molecules. In the spectra of the homochiral H(+)(L-Ser) (L-Trp) and heterochiral H(+)(L-Ser) (D-Trp), the evaporation of L-Ser was the primary reaction pathway, and no difference between the L- and D-enantiomers was observed. The findings confirm that when 3 L-Ser units are present in the cluster, the photolytic decomposition of Trp is enantiomerically selective.

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Year:  2014        PMID: 25351685     DOI: 10.1007/s11084-014-9370-9

Source DB:  PubMed          Journal:  Orig Life Evol Biosph        ISSN: 0169-6149            Impact factor:   1.950


  13 in total

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  5 in total

1.  Enantioselective Collision-Activated Dissociation of Gas-Phase Tryptophan Induced by Chiral Recognition of Protonated L-Alanine Peptides.

Authors:  Akimasa Fujihara; Hiroki Matsuyama; Michiko Tajiri; Yoshinao Wada; Shigeo Hayakawa
Journal:  Orig Life Evol Biosph       Date:  2016-06-07       Impact factor: 1.950

2.  Chiral Differentiation of Non-Covalent Diastereomers Based on Multichannel Dissociation Induced by 213-nm Ultraviolet Photodissociation.

Authors:  Yingying Shi; Min Zhou; Kailin Zhang; Lifu Ma; Xianglei Kong
Journal:  J Am Soc Mass Spectrom       Date:  2019-08-13       Impact factor: 3.109

3.  Enantiomeric Excess Determination for Monosaccharides Using Chiral Transmission to Cold Gas-Phase Tryptophan in Ultraviolet Photodissociation.

Authors:  Akimasa Fujihara; Naoto Maeda; Thuc N Doan; Shigeo Hayakawa
Journal:  J Am Soc Mass Spectrom       Date:  2016-10-13       Impact factor: 3.109

4.  Chiral Recognition in Cold Gas-Phase Cluster Ions of Carbohydrates and Tryptophan Probed by Photodissociation.

Authors:  Doan Thuc Nguyen; Akimasa Fujihara
Journal:  Orig Life Evol Biosph       Date:  2019-04-05       Impact factor: 1.950

5.  Chiral and Molecular Recognition through Protonation between Aromatic Amino Acids and Tripeptides Probed by Collision-Activated Dissociation in the Gas Phase.

Authors:  Akimasa Fujihara; Hikaru Inoue; Masanobu Sogi; Michiko Tajiri; Yoshinao Wada
Journal:  Molecules       Date:  2018-01-13       Impact factor: 4.411

  5 in total

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