Abstract
Synthetic routes are described to a new series of nitroxide lipid spin labels useful for studying the effects of unsaturation and chain length on motion experienced by nitroxide spin labels in biological membrane systems. The labels incorporate a terminally-located proxyl nitroxide group on a saturated or unsaturated fatty acid chain. Syntheses utilize as the key step either an alkylation of an acetylide anion with a nitroxide iodide or else a Wittig coupling between a nitroxide ylid and an aldehyde. Spin labels described include 17-proxylstearolic acid, 17-peroxyl-stearic acid, 17-proxyloleic acid, 16-proxylheptadecanoic acid, 9-proxyldecanoic acid and two phosphatidyl choline derivatives.
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