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

  • Yingying Shi
  • Min Zhou
  • Kailin Zhang
  • Lifu Ma
  • Xianglei KongEmail author
Research Article

Abstract

Here we present the implementation of 213-nm ultraviolet photodissociation (UVPD) in a FT-ICR mass spectrometer for chiral differentiation in the gas phase. The l/d amino acid–substituted serine octamer ions were selected as examples of diastereoisomers for chiral analysis. Several kinds of fragment ions were observed in these experiments, including fragment ions that are similar to the ones observed in corresponding collision-activated dissociation (CAD) experiments, fragment ions generated with different protonation sites by only destroying non-covalent bonds, and unique non-covalent cluster radical ions. The latter two kinds of fragment ions are found to be more sensitive to the chirality of the substituted units. Further experiments suggest that the formation of radical ions is mainly affected by chromophores on side chains of the substituted units and micro surroundings of the characterized non-covalent diastereoisomers. A comparing experiment performed by only changing the wavelength of UV laser to 266 nm shows that the 213-nm UV laser has the priority in the diversity of fragmentation pathways and potential of further application in chiral differentiation experiments.

Keywords

Chiral differentiation Ultraviolet photodissociation Serine octamer Amino acids Fragmentation pathways Radical ions 

Notes

Acknowledgements

Financial support from the National Natural Science Foundation of China (Nos. 21627801, 21475065) is gratefully acknowledged.

Author Contributions

The manuscript was written through contributions of all authors. All authors have given approval to the final version of the manuscript.

Compliance with Ethical Standards

Conflict of Interest

The authors declare that they have no competing interests.

Supplementary material

13361_2019_2302_MOESM1_ESM.docx (884 kb)
ESM 1 (DOCX 884 kb)

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Copyright information

© American Society for Mass Spectrometry 2019

Authors and Affiliations

  • Yingying Shi
    • 1
  • Min Zhou
    • 1
    • 2
  • Kailin Zhang
    • 1
    • 3
  • Lifu Ma
    • 3
  • Xianglei Kong
    • 1
    • 4
    Email author
  1. 1.State Key Laboratory and Institute of Elemento-Organic ChemistryNankai UniversityTianjinChina
  2. 2.Department of PhysicsAnhui Normal UniversityWuhuPeople’s Republic of China
  3. 3.School of Precision Instrument and Opto-Electronics EngineeringTianjin UniversityTianjinChina
  4. 4.Collaborative Innovation Center of Chemical Science and EngineeringNankai UniversityTianjinChina

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