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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 Research™ - A Croda Brand 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

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
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
Emeline Tanguy et al.
Frontiers in cellular neuroscience, 13, 2-2 (2019-02-08)
Among the cellular lipids, phosphatidic acid (PA) is a peculiar one as it is at the same time a key building block of phospholipid synthesis and a major lipid second messenger conveying signaling information. The latter is thought to largely
Young-Ja Chang et al.
Prostaglandins & other lipid mediators, 83(4), 268-276 (2007-05-15)
Phosphatidic acid (PA) increased intracellular Ca(2+) concentration ([Ca(2+)](i)) in C6 rat glioma and L2071 mouse fibroblast cells. Dioleoyl PA (PA, 18:1) was the most efficacious, followed by dipalmitoyl PA (16:0 PA) and dimyristoyl PA (14:0 PA). Lysophosphatidic acid (LPA) also
Eric M Lewis et al.
Clinical immunology (Orlando, Fla.), 129(2), 372-380 (2008-09-09)
Chronic granulomatous disease (CGD) is characterized by defects in the superoxide producing enzyme NADPH oxidase causing phagocytes to improperly clear invading pathogens. Here we report findings of a late presenting 16-year-old female with X-linked CGD. The patient presented with community-acquired
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