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840858P

Avanti

16:0-18:2 PA

1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphate (sodium salt), powder

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Synonym(s):
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphate (sodium salt); PA(16:0/18:2(9Z,12Z))
Empirical Formula (Hill Notation):
C37H68O8PNa
CAS Number:
322647-59-6
Molecular Weight:
694.89
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 mg (840858P-100mg)
pkg of 1 × 25 mg (840858P-25mg)

manufacturer/tradename

Avanti Polar Lipids 840858P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C37H69O8P.Na/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2;/h11,13,17-18,35H,3-10,12,14-16,19-34H2,1-2H3,(H2,40,41,42);/q;+1/p-1/b13-11-,18-17-;/t35-;/m1./s1

InChI key

IYNPOFCKGPJAFU-HQFKUYMNSA-M

General description

Phosphatidic acid (PA) is an anionic, membrane structural lipid. It is amphipathic in nature containing a polar head group and two long hydrophobic acyl chains. PA acts as a parent compound for more complex membrane phospholipids. 16:0-18:2 PA or 1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphate is a sodium salt of phosphatidic acid, with substitution of palmitic acid and linolenic acid at the sn-1 and sn-2 positions respectively, in the glycerol backbone.

Application

16:0-18:2 PA or 1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphate (sodium salt) might be used as a standard in thin-layer chromatography (TLC) for the separation of ginger and grapefruit exosome-like nanoparticles (ELN)-derived lipids. It might also be used in filter-blotting assay, to study the interaction of AT-hook motif-containing nuclear localized protein 4 (Ahl4) with PA.

Biochem/physiol Actions

Phosphatidic acid (PA) is a bioactive lipid and acts as a secondary messenger. It is associated with hydrogen peroxide production in the neutrophils. PA stimulates the action of protein kinase for neutrophil respiratory burst. It also participates in Ras mediated signaling pathways. PA reacts with water and other phospholipids to produce lipid bilayers and multicomponent bilayers respectively.

Packaging

5 mL Clear Glass Sealed Ampule (840858P-100mg)
5 mL Clear Glass Sealed Ampule (840858P-25mg)

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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Lipid second messengers and Receptors
Encyclopedia of Endocrine Diseases, 77(3), 329-334 (2004)
Bioactive Lipids
An Introduction to Biological Membranes, , number=(, pages=), 453-478 (2016)
Guangqin Cai et al.
Molecular plant, 13(7), 984-1000 (2020-04-26)
Lipid catabolism in germinating seeds provides energy and substrates for initial seedling growth, but how this process is regulated is not well understood. Here, we show that an AT-hook motif-containing nuclear localized (AHL) protein regulates lipid mobilization and fatty acid
Yun Teng et al.
Cell host & microbe, 24(5), 637-652 (2018-11-20)
The gut microbiota can be altered by dietary interventions to prevent and treat various diseases. However, the mechanisms by which food products modulate commensals remain largely unknown. We demonstrate that plant-derived exosome-like nanoparticles (ELNs) are taken up by the gut

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