Chiral derivatization-enabled discrimination and on-tissue detection of proteinogenic amino acids by ion mobility mass spectrometry

Chengyi Xie; Yanyan Chen; Xiaoxiao Wang; Yuanyuan Song; Yuting Shen; Xin Diao; Lin Zhu; Jianing Wang; Zongwei Cai

doi:10.1039/d2sc03604e

Chiral derivatization-enabled discrimination and on-tissue detection of proteinogenic amino acids by ion mobility mass spectrometry

Chengyi Xie, Yanyan Chen, Xiaoxiao Wang, Yuanyuan Song, Yuting Shen, Xin Diao, Lin Zhu, Jianing Wang^*, Zongwei Cai^*

^*Corresponding author for this work

Research output: Contribution to journal › Journal article › peer-review

14 Citations (Scopus)

Abstract

The importance of chiral amino acids (AAs) in living organisms has been widely recognized since the discovery of endogenous D-AAs as potential biomarkers in several metabolic disorders. Chiral analysis by ion mobility spectrometry-mass spectrometry (IMS-MS) has the advantages of high speed and sensitivity but is still in its infancy. Here, an N_α-(2,4-dinitro-5-fluorophenyl)-L-alaninamide (FDAA) derivatization is combined with trapped ion mobility spectrometry-mass spectrometry (TIMS-MS) for chiral AA analysis. For the first time, we demonstrate the simultaneous separation of 19 pairs of chiral proteinogenic AAs in a single fixed condition TIMS-MS run. The utility of this approach is presented for mouse brain extracts by direct-infusion TIMS-MS. The robust separation ability in complex biological samples was proven in matrix-assisted laser desorption/ionization (MALDI) TIMS mass spectrometry imaging (MSI) as well by directly depositing 19 pairs of chiral AAs on a tissue slide following on-tissue derivatization. In addition, endogenous chiral amino acids were also detected and distinguished. The developed methods show compelling application prospects in biomarker discovery and biological research.

Original language	English
Pages (from-to)	14114-14123
Number of pages	10
Journal	Chemical Science
Volume	13
Issue number	47
DOIs	https://doi.org/10.1039/d2sc03604e
Publication status	Published - 21 Dec 2022

Scopus Subject Areas

General Chemistry

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10.1039/d2sc03604e

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@article{4620e7f7a64e48ce8fff741d1a472e2a,

title = "Chiral derivatization-enabled discrimination and on-tissue detection of proteinogenic amino acids by ion mobility mass spectrometry",

abstract = "The importance of chiral amino acids (AAs) in living organisms has been widely recognized since the discovery of endogenous D-AAs as potential biomarkers in several metabolic disorders. Chiral analysis by ion mobility spectrometry-mass spectrometry (IMS-MS) has the advantages of high speed and sensitivity but is still in its infancy. Here, an Nα-(2,4-dinitro-5-fluorophenyl)-L-alaninamide (FDAA) derivatization is combined with trapped ion mobility spectrometry-mass spectrometry (TIMS-MS) for chiral AA analysis. For the first time, we demonstrate the simultaneous separation of 19 pairs of chiral proteinogenic AAs in a single fixed condition TIMS-MS run. The utility of this approach is presented for mouse brain extracts by direct-infusion TIMS-MS. The robust separation ability in complex biological samples was proven in matrix-assisted laser desorption/ionization (MALDI) TIMS mass spectrometry imaging (MSI) as well by directly depositing 19 pairs of chiral AAs on a tissue slide following on-tissue derivatization. In addition, endogenous chiral amino acids were also detected and distinguished. The developed methods show compelling application prospects in biomarker discovery and biological research.",

author = "Chengyi Xie and Yanyan Chen and Xiaoxiao Wang and Yuanyuan Song and Yuting Shen and Xin Diao and Lin Zhu and Jianing Wang and Zongwei Cai",

note = "Funding Information: The authors would like to acknowledge Dr Xiaobo Xie at the Analytical & Testing Center, Sichuan University, for helpful discussion on chemical derivatization. This work was supported by The Shenzhen Science and Technology Innovation Commission (2021Szvup134), a SKLEBA Research Grant (SKLP_2021_P04), and a Start-up Grant from Hong Kong Baptist University. Experimental protocols were approved by the Hong Kong Baptist University Committee on the Use of Human and Animal Subjects in Teaching and Research. Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2022",

year = "2022",

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doi = "10.1039/d2sc03604e",

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TY - JOUR

T1 - Chiral derivatization-enabled discrimination and on-tissue detection of proteinogenic amino acids by ion mobility mass spectrometry

AU - Xie, Chengyi

AU - Chen, Yanyan

AU - Wang, Xiaoxiao

AU - Song, Yuanyuan

AU - Shen, Yuting

AU - Diao, Xin

AU - Zhu, Lin

AU - Wang, Jianing

AU - Cai, Zongwei

N1 - Funding Information: The authors would like to acknowledge Dr Xiaobo Xie at the Analytical & Testing Center, Sichuan University, for helpful discussion on chemical derivatization. This work was supported by The Shenzhen Science and Technology Innovation Commission (2021Szvup134), a SKLEBA Research Grant (SKLP_2021_P04), and a Start-up Grant from Hong Kong Baptist University. Experimental protocols were approved by the Hong Kong Baptist University Committee on the Use of Human and Animal Subjects in Teaching and Research. Publisher Copyright: © The Royal Society of Chemistry 2022

PY - 2022/12/21

Y1 - 2022/12/21

N2 - The importance of chiral amino acids (AAs) in living organisms has been widely recognized since the discovery of endogenous D-AAs as potential biomarkers in several metabolic disorders. Chiral analysis by ion mobility spectrometry-mass spectrometry (IMS-MS) has the advantages of high speed and sensitivity but is still in its infancy. Here, an Nα-(2,4-dinitro-5-fluorophenyl)-L-alaninamide (FDAA) derivatization is combined with trapped ion mobility spectrometry-mass spectrometry (TIMS-MS) for chiral AA analysis. For the first time, we demonstrate the simultaneous separation of 19 pairs of chiral proteinogenic AAs in a single fixed condition TIMS-MS run. The utility of this approach is presented for mouse brain extracts by direct-infusion TIMS-MS. The robust separation ability in complex biological samples was proven in matrix-assisted laser desorption/ionization (MALDI) TIMS mass spectrometry imaging (MSI) as well by directly depositing 19 pairs of chiral AAs on a tissue slide following on-tissue derivatization. In addition, endogenous chiral amino acids were also detected and distinguished. The developed methods show compelling application prospects in biomarker discovery and biological research.

AB - The importance of chiral amino acids (AAs) in living organisms has been widely recognized since the discovery of endogenous D-AAs as potential biomarkers in several metabolic disorders. Chiral analysis by ion mobility spectrometry-mass spectrometry (IMS-MS) has the advantages of high speed and sensitivity but is still in its infancy. Here, an Nα-(2,4-dinitro-5-fluorophenyl)-L-alaninamide (FDAA) derivatization is combined with trapped ion mobility spectrometry-mass spectrometry (TIMS-MS) for chiral AA analysis. For the first time, we demonstrate the simultaneous separation of 19 pairs of chiral proteinogenic AAs in a single fixed condition TIMS-MS run. The utility of this approach is presented for mouse brain extracts by direct-infusion TIMS-MS. The robust separation ability in complex biological samples was proven in matrix-assisted laser desorption/ionization (MALDI) TIMS mass spectrometry imaging (MSI) as well by directly depositing 19 pairs of chiral AAs on a tissue slide following on-tissue derivatization. In addition, endogenous chiral amino acids were also detected and distinguished. The developed methods show compelling application prospects in biomarker discovery and biological research.

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U2 - 10.1039/d2sc03604e

DO - 10.1039/d2sc03604e

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SN - 2041-6520

VL - 13

SP - 14114

EP - 14123

JO - Chemical Science

JF - Chemical Science

IS - 47

ER -

Chiral derivatization-enabled discrimination and on-tissue detection of proteinogenic amino acids by ion mobility mass spectrometry

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