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830843C

Avanti

10:0 PA

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

Synonym(s):

PA(10:0/10:0)

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About This Item

Empirical Formula (Hill Notation):
C23H44O8PNa
CAS Number:
321883-64-1
Molecular Weight:
502.55
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (830843C-25mg)
pkg of 1 × 20 mL (830843C-500mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 830843C

concentration

10 mg/mL (830843C-25mg)
25 mg/mL (830843C-500mg)

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(O)=O)(OC(CCCCCCCCC)=O)COC(CCCCCCCCC)=O.[Na+]

InChI

1S/C23H45O8P.Na/c1-3-5-7-9-11-13-15-17-22(24)29-19-21(20-30-32(26,27)28)31-23(25)18-16-14-12-10-8-6-4-2;/h21H,3-20H2,1-2H3,(H2,26,27,28);/q;+1/p-1/t21-;/m1./s1

InChI key

YVHWEENUNNUSBE-ZMBIFBSDSA-M

General description

Phosphatidic acid (PA) is a diacyl-glycerophospholipid. With the help of ester linkage, two fatty acids and a phosphate group are attached to a glycerol molecule through covalent bonds. PA is rich in soy lecithin. It can be produced through phosphorylation of diacyl glycerol (DAG) with the help of diacylglycerol kinases (DGKs).

Application

10:0 PA has been used for preparation of the ubiquitin specific peptidase 1-mitochondrial distribution and morphology protein 35 (Ups1–Mdm35)– phosphatidic acid (PA) complex.
It may be used:
  • as a component in the lipid bilayer to study how lipid geometry acts in coat protein I (COPI) vesicle fission
  • to study its effects on intracellular Ca2+ concentration ([Ca2+]i) in C6 rat glioma and L2071 mouse fibroblast cells
  • to activate protein kinase C (PKC) in chinese hamster ovary (CHO) cells

Biochem/physiol Actions

Phosphatidic acid (PA) is present in biomembranes. It is the precursor for other phospholipids and acts as a signaling molecule. PA is implicated in nicotinamide adenine dinucleotide phosphate (NADPH) oxidase (NOX) activity. 10:0 PA along with 1-oleoyl-2-acetoyl-sn-glycerol (OAG) and arachidonic acid (AA) can be used as cell-free activators to promote NADPH oxidase activity.

Packaging

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (830843C-500mg)
5 mL Clear Glass Sealed Ampule (830843C-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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Eric M Lewis et al.
The Journal of biological chemistry, 285(5), 2959-2967 (2009-12-02)
NADPH oxidase comprises both cytosolic and membrane-bound subunits, which, when assembled and activated, initiate the transfer of electrons from NADPH to molecular oxygen to form superoxide. This activity, known as the respiratory burst, is extremely important in the innate immune
Jordan M Joy et al.
Nutrition & metabolism, 11, 29-29 (2014-06-25)
The lipid messenger phosphatidic acid (PA) plays a critical role in the stimulation of mTOR signaling. However, the mechanism by which PA stimulates mTOR is currently unknown. Therefore, the purpose of this study was to compare the effects of various
Seung-Yeol Park et al.
Nature communications, 10(1), 3409-3409 (2019-08-01)
Studies on vesicle formation by the Coat Protein I (COPI) complex have contributed to a basic understanding of how vesicular transport is initiated. Phosphatidic acid (PA) and diacylglycerol (DAG) have been found previously to be required for the fission stage
Yasunori Watanabe et al.
Nature communications, 6, 7922-7922 (2015-08-04)
Eukaryotic cells are compartmentalized into membrane-bounded organelles whose functions rely on lipid trafficking to achieve membrane-specific compositions of lipids. Here we focused on the Ups1-Mdm35 system, which mediates phosphatidic acid (PA) transfer between the outer and inner mitochondrial membranes, and

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