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840861C

Avanti

18:0-18:1 PA

Avanti Research™ - A Croda Brand

Synonym(s):

1-octadecanoyl-2--(9Z-octadecenoyl)-sn-glycero-3-phosphate (sodium salt); SOPA; PA(18:0/18:1(9Z))

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About This Item

Empirical Formula (Hill Notation):
C39H74O8PNa
CAS Number:
384833-24-3
Molecular Weight:
724.96
MDL number:
MFCD02259260
UNSPSC Code:
51191904
NACRES:
NA.25
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Product Name

18:0-18:1 PA, 1-stearoyl-2-oleoyl-sn-glycero-3-phosphate (sodium salt), chloroform

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (840861C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 840861C

concentration

10 mg/mL (840861C-25mg)

lipid type

phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C39H75O8P.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;/h18,20,37H,3-17,19,21-36H2,1-2H3,(H2,42,43,44);/q;+1/p-1/b20-18-;/t37-;/m1./s1

InChI key

QTWIAVIWKTYOHY-HTNAYUJGSA-M

General description

18:0-18:1 PA (1-stearoyl-2-oleoyl-sn-glycero-3-phosphate) is an unsaturated phosphatidic acid (PA) derivative. PA is present in the biomembranes. It is the simplest glycerophospholipid.

Application

18:0-18:1 PA (1-stearoyl-2-oleoyl-sn-glycero-3-phosphate (sodium salt)) may be used:
  • as a phosphatidic acid (PA) standard to identify the corresponding radiolabeled PA on the thin-layer chromatography (TLC)
  • in vesicles for experimental validation in order to identify novel phospholipids capable of inhibiting cellular membrane transportation by (ATP)-binding cassette P-glycoprotein (P-gp)
  • to treat young adult mouse colonic (YAMC) cells prior to nanoclustering- forster resonance energy transfer (FRET) analysis(6)

Biochem/physiol Actions

Phosphatidic acid (PA) is the precursor for other phospholipids and acts as a signaling molecule.

Packaging

5 mL Clear Glass Sealed Ampule (840861C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

wgk

WGK 3

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

flash_point_f

does not flash

flash_point_c

does not flash

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Y Liu et al.
American journal of physiology. Lung cellular and molecular physiology, 295(3), L471-L478 (2008-07-16)
We have previously reported the participation of mitogen-activated protein, Rho, and phosphoinositide-3 (PI3) kinases in separate pathways in serotonin (5-HT)-induced proliferation of pulmonary artery smooth muscle cells (SMCs). In this study, we investigated the possible participation of phospholipase D (PLD)
Jolanta Zegarlińska et al.
Acta biochimica Polonica, 65(2), 163-171 (2018-06-19)
Phosphatidic acid (PA) is the simplest glycerophospholipid naturally occurring in living organisms, and even though its content among other cellular lipids is minor, it is drawing more and more attention due to its multiple biological functions. PA is a precursor
Xavier Lucas et al.
PloS one, 8(4), e60679-e60679 (2013-04-18)
P-glycoprotein is capable of effluxing a broad range of cytosolic and membrane penetrating xenobiotic substrates, thus leading to multi-drug resistance and posing a threat for the therapeutic treatment of several diseases, including cancer and central nervous disorders. Herein, a virtual
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