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857230P

Avanti

C18:1 LPA

1-(9Z-octadecenyl)-2-hydroxy-sn-glycero-3-phosphate (ammonium salt), powder

Synonym(s):

1-O-9-(Z)-octadecenyl-sn-glycero-3-phosphate (ammonium salt); PA(18:1(9Z)e/0:0)

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About This Item

Empirical Formula (Hill Notation):
C21H46NO6P
CAS Number:
799279-68-8
Molecular Weight:
439.57
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (LPA; may contain up to 10% of the 2-LPA isomer, TLC)

form

powder

packaging

pkg of 1 × 1 mg (857230P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 857230P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@](COP([O-])(O)=O)([H])COCCCCCCCC/C=C\CCCCCCCC.[NH4+]

InChI key

WEOSAIXAEGBVPQ-WBIWQBECSA-N

General description

C18:1 LPA is a bioactive lipid. This lysophosphatidic acid (LPA), soluble lipid is obtained from membrane phospholipid. It is present in blood plasma.

Application

C18:1 LPA is suitable to stimulate human embryonic kidney 293 cells (HEK 293) cells in luciferase assay. It is also suitable to use as an additive in Dulbecco′s modified eagle medium (DMEM) for transwell migration assay, wound‐healing assay and cell proliferation assay.

Biochem/physiol Actions

Lysophosphatidic acid (LPA) signaling participates in various cellular processes. It is also associated with neurological disorders, inflammation and cancer.

Packaging

5 mL Clear Glass Sealed Ampule (857230P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

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R D Moreno-Fernández et al.
Neuropharmacology, 164, 107896-107896 (2019-12-08)
The LPA1 receptor, one of the six characterized G protein-coupled receptors (LPA1-6) through which lysophosphatidic acid acts, is likely involved in promoting normal emotional behaviours. Current data suggest that the LPA-LPA1-receptor pathway may be involved in mediating the negative consequences
Lysophosphatidic acid and its receptor LPA1 mediate carrageenan induced inflammatory pain in mice
Srikanth M, et al.
European Journal of Pharmacology, 841, 49- 56 (2018)
Autotaxin is a novel target of micro RNA-101-3p
Wang Y, et al.
FEBS Open Bio, 9(4), 707-716 (2019)
Jesica R Williams et al.
The Journal of biological chemistry, 284(25), 17304-17319 (2009-04-16)
Lysophosphatidic acid (LPA) is a ligand for LPA(1-3) of the endothelial differentiation gene family G-protein-coupled receptors, and LPA(4-8) is related to the purinergic family G-protein-coupled receptor. Because the structure-activity relationship (SAR) of GPR92/LPA(5) is limited and whether LPA is its

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