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经验公式（希尔记法）:
C23H44O8PNa
化学文摘社编号:
分子量:
502.55
MDL number:
UNSPSC Code:
51191904
NACRES:
NA.25
产品名称
10:0 PA, 1,2-didecanoyl-sn-glycero-3-phosphate (sodium salt), powder
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
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
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).
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.
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
存储类别
11 - Combustible Solids
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
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
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
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
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
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