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Merck
CN

830843P

Avanti

10:0 PA

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

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别名:
PA(10:0/10:0)
经验公式(希尔记法):
C23H44O8PNa
分子量:
502.55
UNSPSC代码:
51191904
NACRES:
NA.25

检测方案

>99% (TLC)

形式

powder

包装

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

制造商/商品名称

Avanti Polar Lipids 830843P

脂质类型

cardiolipins
phospholipids

运输

dry ice

储存温度

−20°C

SMILES字符串

[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

一般描述

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.

应用

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

生化/生理作用

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).

包装

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

分析证书(COA)

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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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