Chiral recognition between <scp>l</scp>‐alanine peptides and tryptophan enantiomers probed by ultraviolet photodissociation in the gas phase

Fujihara, Akimasa; Maeda, Naoto; Hayakawa, Shigeo

doi:10.1002/jms.3750

Cited by 15 publications

(4 citation statements)

References 20 publications

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“…On the other hand, the types of fragment ions provided by IRMPD are same as those observed in CID experiments. Some recent research results show that UV photodissociation (UVPD) can generate fragment ions with very high diversity in species and can be applied in the chiral analysis effectively [73][74][75][76][77]. Thus, it is more promising to explore how IRMPD can be further combined with other techniques in such research.…”

Section: Discussionmentioning

confidence: 99%

Application of Infrared Multiple Photon Dissociation (IRMPD) Spectroscopy in Chiral Analysis

Shi

Ren

et al. 2020

Molecules

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In recent years, methods based on photodissociation in the gas phase have become powerful means in the field of chiral analysis. Among them, infrared multiple photon dissociation (IRMPD) spectroscopy is a very attractive one, since it can provide valuable spectral and structural information of chiral complexes in addition to chiral discrimination. Experimentally, the method can be fulfilled by the isolation of target diastereomeric ions in an ion trap followed by the irradiation of a tunable IR laser. Chiral analysis is performed by comparing the difference existing in the spectra of enantiomers. Combined with theoretical calculations, their structures can be further understood on the molecular scale. By now, lots of chiral molecules, including amino acids and peptides, have been studied with the method combined with theoretical calculations. This review summarizes the relative experimental results obtained, and discusses the limitation and prospects of the method.

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Section: Discussionmentioning

confidence: 99%

Application of Infrared Multiple Photon Dissociation (IRMPD) Spectroscopy in Chiral Analysis

Shi

Ren

et al. 2020

Molecules

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“…With the excitation wavelength of 310 nm, more fragmentation than CID was obtained to enable differentiation of the enantiomers. UVPD-MS has also been successfully applied in chiral analysis of monosaccharides with tryptophan [38], and tryptophan with dialanine peptide [39].…”

Section: Photodissociation Mass Spectrometry Methodsmentioning

confidence: 99%

Chiral mass spectrometry: An overview

Han

Yao

2020

TrAC Trends in Analytical Chemistry

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“…Differentiation of chiral isomers can be achieved by comparing the formation, dissociation or reaction behavior of the diastereomers in the gas phase, or their mobilities when combined with the technique of ion mobility ( Tao and Cooks, 2003 ; Wu et al, 2012 ; Awad and El-Aneed, 2013 ; Lanucara et al, 2014 ; Yu and Yao, 2017 ; Han and Yao, 2020 ; Hu et al, 2020 ; Shi et al, 2020 ). The method of infrared multiple photon dissociation (IRMPD) and ultraviolet photodissociation (UVPD) spectroscopic methods, have also applied to the field and have shown their advantages in providing spectral and structural information of corresponding chiral complexes ( Filippi et al, 2012 ; Liao et al, 2013 ; Fujihara et al, 2016 ; Lee et al, 2017 ; Ren et al, 2017 ; Fujihara and Okawa, 2018 ; Lee et al, 2018 ; Ma et al, 2018 ; Shi et al, 2019 ; Shi et al, 2020 ; Sun et al, 2020 ). Among these MS-based methods, UVPD has been demonstrated to be able to yield abundant radicals in fragmentation processes, thus provides a unique means for generating novel dissociation pathways in tandem mass spectrometry ( Ly and Julian, 2009 ).…”

Section: Introductionmentioning

confidence: 99%

Simultaneous quantitative chiral analysis of four isomers by ultraviolet photodissociation mass spectrometry and artificial neural network

Shi

Zhou²,

Kou³

et al. 2023

Front. Chem.

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Although mass spectrometry (MS) has its unique advantages in speed, specificity and sensitivity, its application in quantitative chiral analysis aimed to determine the proportions of multiple chiral isomers is still a challenge. Herein, we present an artificial neural network (ANN) based approach for quantitatively analyzing multiple chiral isomers from their ultraviolet photodissociation mass spectra. Tripeptide of GYG and iodo-L-tyrosine have been applied as chiral references to fulfill the relative quantitative analysis of four chiral isomers of two dipeptides of L/DHisL/DAla and L/DAspL/DPhe, respectively. The results show that the network can be well-trained with limited sets, and have a good performance in testing sets. This study shows the potential of the new method in rapid quantitative chiral analysis aimed at practical applications, with much room for improvement in the near future, including selecting better chiral references and improving machine learning methods.

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Chiral recognition between l‐alanine peptides and tryptophan enantiomers probed by ultraviolet photodissociation in the gas phase

Cited by 15 publications

References 20 publications

Application of Infrared Multiple Photon Dissociation (IRMPD) Spectroscopy in Chiral Analysis

Application of Infrared Multiple Photon Dissociation (IRMPD) Spectroscopy in Chiral Analysis

Chiral mass spectrometry: An overview

Simultaneous quantitative chiral analysis of four isomers by ultraviolet photodissociation mass spectrometry and artificial neural network

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