Reactivity of (E)??4??Hydroxy??2??nonenal with Fluorinated Phenylhydrazines: Towards the Efficient Derivatization of an Elusive Key Biomarker of Lipid Peroxidation

R Matera, S Gabbanini, A Valvassori…

Index: Matera, Riccardo; Gabbanini, Simone; Valvassori, Alice; Triquigneaux, Mathilde; Valgimigli, Luca European Journal of Organic Chemistry, 2012 , # 20 p. 3841 - 3851

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Citation Number: 5

Abstract

Abstract 4-Hydroxynonenal (4-HNE) is a major product of the oxidation of ω-6- polyunstaturated lipids and an effector of radical-mediated oxidative damage, whose analytical determination requires chemical derivatization. In this work, its reactivity with fluorinated phenylhydrazines was explored both under preparative and analytical settings. A five-step synthesis of 4-HNE on gram-scale with an overall yield of 30% is described. ...