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830843P

Avanti

10:0 PA

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

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

powder

packaging

pkg of 1 × 25 mg (830843P-25mg)
pkg of 1 × 500 mg (830843P-500mg)

manufacturer/tradename

Avanti Polar Lipids 830843P

lipid type

cardiolipins
phospholipids

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), a minor constituent of biological membranes is a simplest glycerophospholipid. It has glycerol backbone with phosphate present at C-3 position. The C-1 and C-2 positions are esterified with fatty acids.

Application

10:0 PA 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)
  • as a cell-free activator in membrane and cytosolic fractions for nicotinamide adenine dinucleotide phosphate (NADPH) oxidase assay

Biochem/physiol Actions

Phosphatidic acid (PA) serves as a lipid second messenger. It can control membrane shape. It is known to participate in cell proliferation, vesicular trafficking, cytoskeletal organization and signal transduction. PA can stimulate negative curvature in lamellar lipid structures. It can block the enzymatic activity of protein phosphatase 1 (PP1).

Packaging

30 mL Amber Wide Mouth Bottle with Screw Cap (830843P-500mg)
5 mL Clear Glass Sealed Ampule (830843P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

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
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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