Citation: Qiongqiong Wan, Yanan Xiao, Guifang Feng, Xin Dong, Wenjing Nie, Ming Gao, Qingtao Meng, Suming Chen. Visible-light-activated aziridination reaction enables simultaneous resolving of C=C bond location and the sn-position isomers in lipids[J]. Chinese Chemical Letters, ;2024, 35(4): 108775. doi: 10.1016/j.cclet.2023.108775 shu

Visible-light-activated aziridination reaction enables simultaneous resolving of C=C bond location and the sn-position isomers in lipids

The Institute for Advanced Studies, Renmin Hospital of Wuhan University, Wuhan University, Wuhan 430072, China

qtmeng@whu.edu.cn

sm.chen@whu.edu.cn

Received Date: 4 March 2023
Revised Date: 13 June 2023
Accepted Date: 5 July 2023
Available Online: 6 July 2023

Figures(4)

There is a close relationship between the biological functions of lipids and their structures, and various isomers greatly increases the complexity of lipid structures. The C=C bond location and sn-position are two of the essential attributes that determine the structures of unsaturated lipids. However, simultaneous identification of both attributes remains challenging. Here, we develop a visible-light-activated aziridination reaction system, which enables the dual-resolving of the C=C bond location and sn-position isomerism of in lipids when combines with liquid chromatography-mass spectrometry (LC-MS). Based on the derivatization of C=C bonds with PhI=NTs, their location in lipids could be easily identified by tandem MS. Especially, the sn-position isomers of unsaturated phosphatidylcholine (PC) can be separated and quantified by LC-MS after the derivatization. By using the proposed method, the significant changes of the sn-position isomers ratios of PC in mouse brain ischemia were revealed. This study offers a powerful tool for deep lipid structural biology.
- Aziridination,
- Lipid isomers,
- C=C bond location,
- sn-Position,
- Mass spectrometry
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