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Merck
CN

840875P

Avanti

18:1 PA

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphate (sodium salt); DOPA; PA(18:1(9Z)/18:1(9Z))

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About This Item

Empirical Formula (Hill Notation):
C39H72O8PNa
CAS Number:
108392-02-5
Molecular Weight:
722.95
MDL number:
MFCD00674303
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

18:1 PA, Avanti Research™ - A Croda Brand

InChI

1S/C39H73O8P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h17-20,37H,3-16,21-36H2,1-2H3,(H2,42,43,44);/q;+1/p-1/b19-17-,20-18-;/t37-;/m1./s1

InChI key

JUKKLZHXFHPJSF-ZBFGHDQJSA-M

SMILES string

[H][C@@](COP([O-])(O)=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[Na+]

description

1,2-dioleoyl-sn-glycero-3-phosphate (sodium salt)

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 g (840875P-1g)
pkg of 2 × 100 mg (840875P-200mg)
pkg of 5 × 100 mg (840875P-500mg)
pkg of 1 × 25 mg (840875P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

Packaging

60 mL Amber Wide Mouth Screw Cap Glass Bottle (840875P-1g)
5 mL Clear Glass Sealed Ampule (840875P-200mg)
5 mL Clear Glass Sealed Ampule (840875P-25mg)
5 mL Clear Glass Sealed Ampule (840875P-500mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Application

18:1 PA (1,2-dioleoyl-sn-glycero-3-phosphate (sodium salt)):
  • may be used in liposomes for liposome leakage assay
  • may be used to create liposome template to synthesize calcium phosphate (CaP) nanoshells
  • may be used as a component in liposomes/lipid bilayers
  • has been used an additive in the medium of neuron-glia mixed culture to study the effects of astrocyte phospholipase D1 (PLD1) on dendritic branching
  • has been used in chemiluminescent assay of cytochrome c Trp59

Biochem/physiol Actions

Phosphatidic acid (PA) acts as a lipid messenger.

General description

18:1 PA (1,2-dioleoyl-sn-glycero-3-phosphate (sodium salt)) is an anionic lipid.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Comparison of DOPA and DPPA liposome templates for the synthesis of calcium phosphate nanoshells
Yeo CH, et al.
Ceramics International, 38(1), 561-570 null
Shireesha Sankella et al.
The Journal of biological chemistry, 289(8), 4762-4777 (2014-01-16)
In this study we examined the role of phosphatidic acid (PA) in hepatic glucose production (HGP) and development of hepatic insulin resistance in mice that lack 1-acylglycerol-3-phosphate O-acyltransferase 2 (AGPAT2). Liver lysophosphatidic acid and PA levels were increased ∼2- and
Shutao Guo et al.
Journal of controlled release : official journal of the Controlled Release Society, 174, 137-142 (2013-11-28)
The poor solubility of cisplatin (CDDP) often presents a major obstacle in the formulation of CDDP in nanoparticles (NPs) by traditional methods. We have developed a novel method for synthesizing CDDP NPs taking advantage of its poor solubility. By mixing
Xinhui Sun et al.
Cell cycle (Georgetown, Tex.), 14(5), 721-731 (2015-01-16)
It had been known for decades that primordial follicles in mammalian ovaries are assembled with definite numbers and represent the ovarian reserve throughout the reproductive life. Intra-oocyte PI3K/mTOR pathways have been indicated to play a central role on the activation
Kathleen Frondorf et al.
The Journal of biological chemistry, 285(21), 15837-15847 (2010-03-23)
Phosphatidic acid (PA) is a pleiotropic lipid second messenger in mammalian cells. We report here that extracellular PA acts as a leukocyte chemoattractant, as membrane-soluble dioleoyl-PA (DOPA) elicits actin polymerization and chemotaxis of human neutrophils and differentiated proleukemic HL-60 cells.
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