Because of the fluorescent properties conferred by the alternating double bonds, α-parinaric acid is commonly used as a molecular probe in the study of biomembranes.
This synthesis enables the transformation of 1,4,7-octatriene methylene-interrupted cis double bonds of naturally occurring polyunsaturated fatty acids to 1,3,5,7-octatetraenes in high yield.
[7] More recently (2008), Lee et al. reported a simple and efficient chemical synthesis using a modular design method called iterative cross-coupling.
[8] Both the alpha and beta (all trans) isomers of parinaric acid are used as molecular probes of lipid-lipid interactions, by monitoring phase transitions in bilayer lipid membranes.
[9] α-Parinaric acid was shown to integrate normally into the phospholipid bilayer of mammalian cells,[10] nervous tissue,[11] with minimal effects on the biophysical properties of the membrane.
Molecular interactions with neighboring membrane lipids will affect the fluorescence of α-parinaric acid in predictable ways, and the subsequent subtle changes in energy intensities may be measured spectroscopically.