1-OCTADECYL LPA

1-Octadecyl lysophosphatidic acid (1-octadecyl LPA) is a LPA analog containing stearic acid at the sn-1 position. LPA binds to one of five different G protein linked receptors to mediate a variety of biological responses including cell proliferation, smooth muscle contraction, platelet aggregation, neurite retraction, and cell motility.^1,2 Alkyl ether-linked LPA derivatives have a higher platelet aggregating activity than the acyl derivatives, most likely stemming from an alkyl-specific LPA receptor. For example, 1-octadecyl LPA has a platelet aggregating EC₅₀ value of 9 nM versus 1-octadecanoyl LPA which has an EC₅₀ value of 177 nM.³

1. Noguchi, K., Ishii, S., and Shimizu, T. Identification of p2y9/GPR23 as a novel G protein-coupled receptor for lysophosphatidic acid, structurally distant from the Edg family J. Biol. Chem. 278(28),25600-25606(2003).
2. Moolenaar, W.H. LPA: A novel lipid mediator with diverse biological actions Trends Cell Biol. 4(6),213-219(1994).
3. Tokumura, A., Sinomiya, J., Kishimoto, S., et al. Human platelets respond differentially to lysophosphatidic acids having a highly unsaturated fatty acyl group and alkyl ether-linked lysophosphatidic acids Biochem. J. 365,617-628(2002).