An On-Tissue Paterno-Buchi Reaction for Localization of Carbon-Carbon Double Bonds in Phospholipids and Glycolipids by Matrix-Assisted Laser-Desorption-Ionization Mass-Spectrometry Imaging

被引：136

作者：

Bednarik, Antonin ^{[1
]}

Boelsker, Stefan ^{[1
]}

Soltwisch, Jens ^{[1
,2
]}

Dreisewerd, Klaus ^{[1
,2
]}

机构：

[1] Univ Munster, Inst Hyg, D-48149 Munster, Germany

[2] Univ Munster, Interdisciplinary Ctr Clin Res IZKF, D-48149 Munster, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 37期

关键词：

MALDI-MS imaging; Paterno-Buchi reaction; phospholipids; photochemistry; positional isomers; OZONE-INDUCED DISSOCIATION; UNSATURATED FATTY-ACIDS; C=C LOCATION ISOMERS; ULTRAVIOLET PHOTODISSOCIATION; LIPIDS; QUANTITATION; LIPIDOMICS; POSITION; GLYCEROPHOSPHOLIPIDS; IDENTIFICATION;

D O I：

10.1002/anie.201806635

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Matrix-assisted laser desorption ionization mass spectrometry imaging (MALDI-MSI) visualizes the distribution of phospho- and glycolipids in tissue sections. However, C=C double-bond (db) positional isomers generally cannot be distinguished. Now an on-tissue Paterno-Buchi (PB) derivatization procedure that exploits benzaldehyde as a MALDI-MSI-compatible reagent is introduced. Laser-induced postionization (MALDI-2) was used to boost the yields of protonated PB products. Collision-induced dissociation of these species generated characteristic ion pairs, indicative of C=C position, for numerous singly and polyunsaturated phospholipids and glycosphingolipids in mouse brain tissue. Several db-positional isomers of phosphatidylcholine and phosphatidylserine species were expressed with highly differential levels in the white and gray matter areas of cerebellum. Our PB-MALDI-MS/MS procedure could help to better understand the physiological role of these db-positional isomers.

引用

页码：12092 / 12096

页数：5

共 29 条

[1] Shotgun analysis of phospholipids from mouse liver and brain by nanoflow liquid chromatography/tandem mass spectrometry [J].