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840861C

Avanti

18:0-18:1 PA

1-stearoyl-2-oleoyl-sn-glycero-3-phosphate (sodium salt), chloroform

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
UNSPSC Code:
51191904
NACRES:
NA.25

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

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

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Natividad R Fuentes et al.
Cancer research, 78(14), 3899-3912 (2018-05-18)
Ras signaling originates from transient nanoscale compartmentalized regions of the plasma membrane composed of specific proteins and lipids. The highly specific lipid composition of these nanodomains, termed nanoclusters, facilitates effector recruitment and therefore influences signal transduction. This suggests that Ras
Tingting Wang et al.
Frontiers in endocrinology, 9, 221-221 (2018-05-22)
Searching for nutraceuticals and understanding the underlying mechanism that promote fish growth is at high demand for aquaculture industry. In this study, the modulatory effects of soy phosphatidic acids (PA) on cell proliferation, nutrient sensing, and metabolic pathways were systematically

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