Saturated and unsaturated lipid spin labels with terminally located nitroxide groups

✍ Scribed by John F.W. Keana; Lawrence E. La Fleur

• Book ID: 103036952
• Publisher: Elsevier Science
• Year: 1979
• Tongue: English
• Weight: 668 KB
• Volume: 23
• Category: Article
• ISSN: 0009-3084
• DOI: 10.1016/0009-3084(79)90106-3

✦ Synopsis

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 system s. The labels incorporate a terminaUy-located proxyl nit-roxide 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-proxylsteaxolic acid, 17-peroxylstearic acid, 17-proxyloleic acid, 16-proxylheptadecanoic acid, 9-proxyldecanoic acid and two phosphatidyl choline derivatives.