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
Formula Weight
457.542
Exact Mass
457.292

Neidlinger NA, Larkin SK, Bhagat A, Victorino GP, Kuypers FA. Hydrolysis of phosphatidylserine-exposing red blood cells by secretory phospholipase A2 generates lysophosphatidic acid and results in vascular dysfunction. J Biol Chem. 2006 Jan 13;281(2):775-81. doi: 10.1074/jbc.M505790200. Epub 2005 Nov 8. PMID: 16278219.

PubMed ID: 16278219

Jan CR, Lu YC, Jiann BP, Chang HT, Wang JL, Chen WC, Huang JK. Novel effect of N-palmitoyl-L-serine phosphoric acid on cytosolic Ca2+ levels in human osteoblasts. Pharmacol Toxicol. 2003 Aug;93(2):71-6. doi: 10.1034/j.1600-0773.2003.930203.x. PMID: 12899668.

PubMed ID: 12899668

Hooks SB, Ragan SP, Hopper DW, Hönemann CW, Durieux ME, Macdonald TL, Lynch KR. Characterization of a receptor subtype-selective lysophosphatidic acid mimetic. Mol Pharmacol. 1998 Feb;53(2):188-94. doi: 10.1124/mol.53.2.188. PMID: 9463475.

PubMed ID: 9463475

An S, Bleu T, Zheng Y, Goetzl EJ. Recombinant human G protein-coupled lysophosphatidic acid receptors mediate intracellular calcium mobilization. Mol Pharmacol. 1998 Nov;54(5):881-8. doi: 10.1124/mol.54.5.881. PMID: 9804623.

PubMed ID: 9804623

Liliom K, Bittman R, Swords B, Tigyi G. N-palmitoyl-serine and N-palmitoyl-tyrosine phosphoric acids are selective competitive antagonists of the lysophosphatidic acid receptors. Mol Pharmacol. 1996 Sep;50(3):616-23. PMID: 8794902.

PubMed ID: 8794902

Bittman R, Swords B, Liliom K, Tigyi G. Inhibitors of lipid phosphatidate receptors: N-palmitoyl-serine and N-palmitoyl-tyrosine phosphoric acids. J Lipid Res. 1996 Feb;37(2):391-8. PMID: 9026536.

PubMed ID: 9026536