N-Arachidonoyl taurine-d4 is intended for use as an internal standard for the quantification of N-arachidonoyl taurine by GC- or LC-MS. N-Arachidonoyl taurine is an arachidonoyl amino acid.1 It is oxygenated by 12(S)- and 15(S)-lipoxygenase and is converted to 12-HETE-taurine (12-HETE-T) in murine resident peritoneal macrophages.2 N-Arachidonoyl taurine is an activator of the transient receptor potential vanilloid (TRPV) channels TRPV1 and TRPV4 (EC50s = 28 and 21 µM, respectively).1 It increases calcium flux in HIT-T15 pancreatic β-cells and INS-1 rat islet cells when used at a concentration of 10 µM and increases insulin secretion from 832/13 INS-1 pancreatic β-cells.3 The levels of N-arachidonoyl taurine are changed in mouse brain following administration of δ9-tetrahydrocannabinol (δ9-THC).4
1.Saghatelian, A., McKinney, M.K., Bandell, M., et al.A FAAH-regulated class of N-acyl taurines that activates TRP ion channelsBiochemistry45(30)9007-9015(2006) 2.Turman, M.V., Kingsley, P.J., Rouzer, C.A., et al.Oxidative metabolism of a fatty acid amide hydrolase-regulated lipid, arachidonoyltaurineBiochemistry47(12)3917-3925(2008) 3.Waluk, D.P., Vielfort, K., Derakhshan, S., et al.N-Acyl taurines trigger insulin secretion by increasing calcium flux in pancreatic β-cellsBiochem. Biophys. Res. Commun.430(1)54-59(2013) 4.Leishman, E., Murphy, M., Mackie, K., et al.δ9-Tetrahydrocannabinol changes the brain lipidome and transcriptome differentially in the adolescent and the adultBiochim. Biophys. Acta. Mol. Cell Biol. Lipids1863(5)479-492(2018)