800715 | N-P Serine PA

N-palmitoyl-serine phosphoric acid (ammonium salt)


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N-P Serine PA

N-P Serine PA

N-palmitoyl-serine phosphoric acid (ammonium salt)

Lysophosphatidic acid (LPA) receptor modulators include N-palmitoyl serine phosphoric acid and N-palmitoyl-tyrosine phosphoric acid. N-palmitoyl serine phosphoric acid is a competitive inhibitor of the LPA receptor in Xenopus oocytes [Neidlinger et al, 2006; Liliom et al, 1996]. However, in mammalian cells, N-palmitoyl-serine phosphoric acid may act as an agonist for the LPA receptor [Hooks et al, 1998; An et al, 1998]. LPA is a lipid mediator that acts similar to growth factors through G-protein coupled plasma membrane receptors [Neidlinger et al, 2006; Liliom et al, 1996; Hooks et al, 1998; An et al, 1998; Jan et al, 2003]. LPA may play a role in platelet aggregation, smooth muscle contraction, vasoactive changes, cytoskeletal reorganization and cell proliferation [neidlinger et al, 2006]. N-palmitoyl serine phosphoric acid may also play a role in signal transduction in mammalian cells by increasing intracellular calcium [An et al, 1998; Jan et al, 2003].
Product use:
A range of 0.1-20 mM of N-palmitoyl serine phosphoric acid can be used for cell studies. Make a stock solution of 5 mM in DMSO and store at -20°C. Diluted N-palmitoyl serine phosphoric acid can be directly added to the study medium [Jan et al, 2003]. An et al. dissolved N-palmitoyl-serine and N-palmitoyl-tyrosine phosphoric acid in 0.1 mL PBS containing 0.1 mg/mL human serum albumin before adding to cells [An et al, 1998]. In X. laevis studies, these LPA inhibitors were dissolved in DMSO at 1 mM and filtered through a 0.45 mM membrane filter before injection [Liliom et al, 1996].
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C19H44N3O7P
Percent Composition
C 49.88%, H 9.69%, N 9.18%, O 24.48%, P 6.77%
Purity
<99%
Stability
1 Years
Storage Temperature
-20°C
CAS Number
799268-44-3
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
457.542
Exact Mass
457.292
Neidlinger, N.A., Larkin, S.K., Bhagat, A., Victorino, G.P., Kuypers, F.A. (2006) Hydrolysis of phosphatidylserine-exposing red blood cells by secretory phospholipase A2 generates lysophosphatidic acid and results in vascular dysfunction. J Biol Chem. 281:775-81. [PubMed] Jan, C.R., Lu, Y.C., Jiann, B.P., Chang, H.T., Wang, J.L., Chen, W.C., Huang, J.K. (2003) Novel effect of N-palmitoyl-L-serine phosphoric acid on cytosolic Ca2+ levels in human osteoblasts. Pharmacol Toxicol. 93:71-6. [PubMed] Hooks, S.B., Ragan, S.P., Hopper, D.W., Hönemann, C.W., Durieux, M.E., Macdonald, T.L., Lynch, K.R. (1998) Characterization of a receptor subtype-selective lysophosphatidic acid mimetic. Mol Pharmacol. 53:188-94. [PubMed] An, S., Bleu, T., Zheng, Y., Goetzl, E.J. (1998) Recombinant human G protein-coupled lysophosphatidic acid receptors mediate intracellular calcium mobilization. Mol Pharmacol. 54:881-8. [PubMed] Liliom, K., Bittman, R., Swords, B., Tigyi, G. (1996) N-palmitoyl-serine and N-palmitoyl-tyrosine phosphoric acids are selective competitive antagonists of the lysophosphatidic acid receptors. Mol Pharmacol. 50:616-23. [PubMed] Bittman, R., Swords, B., Liliom, K., Tigyi, G. (1996) Inhibitors of lipid phosphatidate receptors: N-palmitoyl-serine and N-palmitoyl-tyrosine phosphoric acids. J Lipid Res. 37:391-8. [PubMed]