J. Lipid Res.
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A more recent version of this article appeared on September 1, 2003

Papers In Press, published online ahead of print July 1, 2003
J. Lipid Res., doi:10.1194/jlr.M300170-JLR200
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Submitted on April 24, 2003
Revised on June 18, 2003
Accepted on June 19, 2003

Binding of anandamide to bovine serum albumin

Inge N. Bojesen and Harald S. Hansen

Department of Medical Biochemistry and Genetics, Lab. B, University of Copenhagen, Copenhagen DK-2200 N

Corresponding Author: norby{at}imbg.ku.dk

The endocannabinoid anandamide is of lipid nature and may thus bind to albumin in the vascular system, as do fatty acids. The knowledge of the free water-phase concentration of anandamide is essential for the investigations of its transfer from the binding protein to cellular membranes since a water-phase shuttle of monomers mediates such transfers. We have used our method based upon the use of albumin-filled red cell ghosts as a dispersed biological "reference-binder" to measure the water-phase concentrations of anandamide. These concentrations were measured in buffer pH 7.3 in equilibrium with anandamide bound to bovine serum albumin inside resealed human red cell membranes at low molar ratios nu below one. Data were obtained at 0 C, 10 C, 23 C and 37 C. The equilibrium dissociation constants (Kd) increase with temperature from 6.87(0.53) nM at 0 C to 54.92 (1.91) nM at 37 C. Regression analyses of the data suggest that bovine serum albumin has one high affinity binding site for anandamide at all four temperatures. The free energy of anandamide binding (delta G0) is calculated to -43.05 kJ mol-1 with a large enthalpy (delta H0) contribution of -42.09 kJ mol-1.Anandamide has vasodilator activity, and the binding to albumin may mediate its transport in aqueous compartments.


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