Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization |
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| Authors: | Caroline Quin Alison Hay Richard C Hartley |
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| Institution: | a Centre for the Chemical Research of Ageing, WestCHEM Department of Chemistry, University of Glasgow, Glasgow, G12 8QQ, UK
b MRC Mitochondrial Biology Unit, Hills Road, Cambridge, CB2 0XY, UK |
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| Abstract: | A new cyclic nitrone spin trap, 4-(3′,3′-dibutyl-2′-oxy-3′H-isoindol-5′-yloxy)butyl]triphenylphosphonium bromide (MitoSpin), bearing a lipophilic cation has been prepared by a route that involves a novel Parham-type lithiation-cyclization of an isocyanate to give the isoindolinone core. MitoSpin accumulates in a membrane potential dependent way in energized mitochondria and its oxidation could potentially be used in the study of oxidative stress resulting from reactive oxygen species generated in mitochondria. |
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