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857350P

Avanti

VPC 32179 (R)

Avanti Research™ - A Croda Brand 857350P, powder

Synonym(s):

(R)-phosphoric acid mono-{2-octadec-9-enoylamino-3-[4-(pyridin-2-ylmethoxy)-phenyl]-propyl} ester (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C33H54N3O6P
CAS Number:
799268-76-1
Molecular Weight:
619.77
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (857350P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 857350P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

O=C(CCCCCCC/C=C\CCCCCCCC)N[C@H](CC1=CC=C(OCC2=CC=CC=N2)C=C1)COP(O)([O-])=O.[NH4+]

General description

VPC 32179 is devoid of agonist activity at the human LPA2 and LPA3 receptors and behaves as a competitive antagonist at the LPA3 receptor. However, VPC 32179 has been found to have partial agonist activity in a cell migration assay; this is most likely due to activity at the LPA1 receptor.

Application

VPC 32179 (R) has been used:
  • to examine the roles of lysophosphatidic acid (LPA) receptor subtypes in related adhesion focal tyrosine kinase (RAFTK) activation[1]
  • as a LPA3 receptor antagonist to inhibit LPA-induced protein kinase C (PKC) activity in cultured muscle cells[2]
  • as a LPA1 competitive antagonist to block LPA-induced proliferation of mast cells[3]

Biochem/physiol Actions

VPC 32179 exhibits partial agonist activity in cell migration assay, which is due to the activity at lysophosphatidic acid 1 (LPA1) receptor. It lacks agonist activity at the human LPA2 and LPA3 receptors. VPC 32179 exhibits competitive antagonistic activity at the LPA3 receptor.[4]

Packaging

5 mL Amber Glass Screw Cap Vial (857350P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

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Shin-Young Park et al.
Cellular signalling, 18(7), 1063-1071 (2005-10-04)
The phospholipid lysophosphatidic acid (LPA) is a normal constituent of serum that functions as a lipid growth factor and intracellular signaling molecule. In this report, we have investigated the signaling mechanism and function of the tyrosine kinase RAFTK/Pyk2 in LPA-induced
Terumasa Hashimoto et al.
Journal of pharmacological sciences, 100(1), 82-87 (2006-01-13)
Lysophosphatidic acid (LPA), the simplest of the water-soluble phospholipids, can evoke various biological responses. The present study examined the activity of LPA to induce plasma exudation and histamine release in mice. Plasma exudation was assessed by extravasation of Evans blue.
Wimolpak Sriwai et al.
The Biochemical journal, 411(3), 543-551 (2008-02-02)
The present study characterized the signalling pathways initiated by the bioactive lipid, LPA (lysophosphatidic acid) in smooth muscle. Expression of LPA(3) receptors, but not LPA(1) and LPA(2), receptors was demonstrated by Western blot analysis. LPA stimulated phosphoinositide hydrolysis, PKC (protein
Glycerophospholipids in the Brain: Phospholipases A2 in Neurological Disorders (2006)

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