Latanoprost (free acid) (L-arginine salt)

Latanoprost (free acid) (L-arginine salt) is a salt form of latanoprost (free acid) (Item No. 16811) that results in a crystalline solid.¹ This solid form of latanoprost improves ease of handling, making it ideal for use as a synthetic intermediate and for compounding it into mixtures with other components. Latanoprost (free acid) is a derivative of prostaglandin F_2α (PGF_2α; Item Nos. 16010 | 16020), an FP receptor agonist, and an active metabolite of the prodrug latanoprost (Item No. 16812).² It selectively binds to the FP receptor (K_i = 0.098 µM) over the EP₁, EP₁, EP₃, and EP₄ receptors (K_is = 2.06, 39.667, 7.519, and 75 µM, respectively), as well as the DP, IP, and TP receptors (K_is = ≥20, ≥90, and ≥60 µM, respectively). It induces phosphoinositide turnover in isolated human ciliary muscle and human trabecular meshwork cells, mouse NIH3T3 fibroblasts, and rat A7r5 vascular smooth muscle cells, which all endogenously express FP receptors (EC₅₀s = 124, 35, 32, and 35 nM, respectively), as well as HEK293 cells expressing human ocular FP receptors (EC₅₀ = 45.7 nM). It also increases intracellular calcium levels in hEP₁-5/293-AEQ17 cells expressing EP₁ receptors in an aequorin-based calcium assay (EC₅₀ = 119 nM).³ Latanoprost (free acid) induces contraction of isolated cat iris sphincter smooth muscle (EC₅₀ = 29.9 nM).⁴

WARNING This product is not for human or veterinary use.

1. DeLong, M.A., and Sturdivant, J.M. Amino acid salts of prostaglandins. (2009).

2. Sharif, N.A., Kelly, C.R., Crider, J.Y., et al. Ocular hypotensive FP prostaglandin (PG) analogs: PG receptor subtype binding affinities and selectivities, and agonist potencies at FP and other PG receptors in cultured cells. J. Ocul. Pharmacol. Ther. 19(6), 501-515 (2003).

3. Ungrin, M.D., Carrière, M.C., Denis, D., et al. Key structural features of prostaglandin E₂ and prostanoid analogs involved in binding and activation of the human EP₁ prostanoid receptor. Mol. Pharmacol. 59(6), 1446-1456 (2001).

4. Sharif, N.A., Kaddour-Djebbar, I., and Abdel-Latif, A.A. Cat iris sphincter smooth-muscle contraction: Comparison of FP-class prostaglandin analog agonist activities. J. Ocul. Pharmacol. Ther. 24(2), 152-163 (2008).