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Derivatization and Detection of Small Aliphatic and Lipid-Bound Carbonylated Lipid Peroxidation Products by ESI-MS

  • Ivana Milic
  • Maria FedorovaEmail author
Protocol
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Part of the Methods in Molecular Biology book series (MIMB, volume 1208)

Abstract

Double bonds in polyunsaturated fatty acids (PUFA) and lipids are one of the major targets of reactive oxygen species (ROS). The resulting lipid peroxidation products (LPP) represent a group of chemically diverse compounds formed by several consecutive oxidative reactions. Oxidative cleavage leads to the formation of small aliphatic and lipid-bound aldehydes and ketones (oxoLPPs). These strong electrophiles can readily react with nucleophilic substrates, for example, side chains in proteins which can alter structure, function, and cellular distribution of the modified proteins. Despite growing interest in the field of oxidative lipidomics, only a few dominantly formed oxoLPP were identified. Due to the chemical and physical properties, aliphatic oxoLPPs are usually analyzed using gas chromatography-mass spectrometry (GC- MS), while nonvolatile lipid-bound oxoLPPs require liquid chromatography-mass spectrometry (LC-MS). To overcome the need for the two analyses, we have developed a new derivatization strategy to capture all oxoLPP independent to their properties with electrospray ionization (ESI) MS allowing simultaneous detection of aliphatic and lipid-bound oxoLPPs. Thus, the 7-(diethylamino)coumarin-3-carbohydrazide (CHH) derivatization reagent allowed us to identify 122 carbonyl compounds in a mixture of four PUFA and phosphatidylcholines (PC) oxidized in vitro.

Key words

Derivatization ESI-MS Lipid peroxidation Reactive carbonyls 

Notes

Acknowledgments

Financial support from the European Regional Development Fund (ERDF, European Union and Free State Saxony) and the “Bundesministerium für Bildung und Forschung” (BMBF) are gratefully acknowledged.

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Copyright information

© Springer Science+Business Media New York 2015

Authors and Affiliations

  1. 1.Institute of Bioanalytical Chemistry, Faculty of Chemistry and MineralogyUniversität LeipzigLeipzigGermany
  2. 2.Center for Biotechnology and BiomedicineUniversität LeipzigLeipzigGermany

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