Imaging and Analysis of Isomeric Unsaturated Lipids through Online Photochemical Derivatization of Carbon-Carbon Double Bonds*.

Autor: Unsihuay D; Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN, 47907, USA., Su P; Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN, 47907, USA., Hu H; Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN, 47907, USA., Qiu J; Department of Animal Sciences, Purdue University, 270 Russel Street, West Lafayette, IN, 47907, USA., Kuang S; Department of Animal Sciences, Purdue University, 270 Russel Street, West Lafayette, IN, 47907, USA., Li Y; Division of Reproductive Sciences, Cincinnati Children's Hospital Medical Centre and Department of Pediatrics, University of Cincinnati College of Medicine, Cincinnati, OH, 45229, USA., Sun X; Division of Reproductive Sciences, Cincinnati Children's Hospital Medical Centre and Department of Pediatrics, University of Cincinnati College of Medicine, Cincinnati, OH, 45229, USA., Dey SK; Division of Reproductive Sciences, Cincinnati Children's Hospital Medical Centre and Department of Pediatrics, University of Cincinnati College of Medicine, Cincinnati, OH, 45229, USA., Laskin J; Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN, 47907, USA.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2021 Mar 29; Vol. 60 (14), pp. 7559-7563. Date of Electronic Publication: 2021 Feb 26.
DOI: 10.1002/anie.202016734
Abstrakt: Unraveling the complexity of the lipidome requires the development of novel approaches for the structural characterization of lipid species with isomer-level discrimination. Herein, we introduce an online photochemical approach for lipid isomer identification through selective derivatization of double bonds by reaction with singlet oxygen. Lipid hydroperoxide products are generated promptly after laser irradiation. Fragmentation of these species in a mass spectrometer produces diagnostic fragments revealing the C=C locations in the unreacted lipids. This approach uses an inexpensive light source and photosensitizer making it easy to incorporate into any lipidomics workflow. We demonstrate the utility of this approach for the shotgun profiling of C=C locations in different lipid classes present in tissue extracts using electrospray ionization (ESI) and ambient imaging of lipid species differing only by the location of C=C bonds using nanospray desorption electrospray ionization (nano-DESI).
(© 2021 Wiley-VCH GmbH.)
Databáze: MEDLINE
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