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857340P

Avanti

VPC 32183 (S)

Avanti Research™ - A Croda Brand 857340P, powder

Synonym(s):

(S)-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:
799268-75-0
Molecular Weight:
619.77
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (857340P-1mg)
pkg of 1 × 10 mg (857340P-10mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 857340P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

General description

VPC 32183 (S) acts as a lysophosphatidic acid (LPA)1/3 receptor antagonist.[1]
VPC 32183(S) is a competitive antagonist at the LPA1 and LPA3 receptors. VPC 32183 is devoid of agonist activity at the human LPA1, LPA2 and LPA3 receptors, and, presumably, at other mammalian LPA receptors.

Application

VPC 32183 (S) has been used to study classical G protein coupled receptor (GPCR) activation signature in a lysophosphatidic acid (LPA)-type agonist bound LPA1.[2] It has also been used as an LPA1/3 inhibitor to elucidate the LPA3 receptor′s ability to increase viability among melanoma cells.[3]

Packaging

5 mL Amber Glass Screw Cap Vial (857340P-10mg)
5 mL Amber Glass Screw Cap Vial (857340P-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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Glycerophospholipids in the Brain: Phospholipases A2 in Neurological Disorders (2006)
The Src homology 3 binding domain is required for lysophosphatidic acid 3 receptor-mediated cellular viability in melanoma cells
Jia W, et al.
Cancer letters, 356(2), 589-596 (2015)
Lys39-lysophosphatidate carbonyl oxygen interaction locks LPA 1 N-terminal cap to the orthosteric site and partners Arg124 during receptor activation
Omotuyi OI, et al.
Scientific Reports, 5, 13343-13343 (2015)
Olaposi I Omotuyi et al.
Scientific reports, 5, 13343-13343 (2015-08-14)
Lysophosphatidic acid (LPA) receptor 1 (LPA1) is a member of the G protein-coupled receptors mediating the biological response to LPA species. Lack of detailed mechanism underlying LPA/LPA1 interaction has hampered the development of specific antagonists. Here, novel N-terminal Lys39 has

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