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830865P

Avanti

18:0 PA

Avanti Polar Lipids

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Synonym(s):
1,2-dioctadecanoyl-sn-glycero-3-phosphate (sodium salt); DSPA; PA(18:0/18:0)
Empirical Formula (Hill Notation):
C39H76O8PNa
CAS Number:
108321-18-2
Molecular Weight:
726.98
NACRES:
NA.25

description

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

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (830865P-25mg)
pkg of 1 × 500 mg (830865P-500mg)

manufacturer/tradename

Avanti Polar Lipids

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

InChI

1S/C39H77O8P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h37H,3-36H2,1-2H3,(H2,42,43,44);/q;+1/p-1/t37-;/m1./s1

InChI key

ALPWRKFXEOAUDR-GKEJWYBXSA-M

General description

Phosphatidic acid (PA) has two fatty acids and one phosphate group attached to a glycerol backbone. The two fatty acids are present at position sn-1 and sn-2 of the C-atoms and the phosphate group is present in the sn-3 position of the C-atom.

Application

18:0 PA may be used:
  • as a component in the bilayer to study its vesiculation ability on different coat protein I (COPI) fission factor
  • to study its effects on intracellular Ca2+ concentration ([Ca2+]i) in C6 rat glioma and L2071 mouse fibroblast cells
  • to study its effects on phosphorylation of cytochrome b(558) alpha chain (p22phox)

Biochem/physiol Actions

Phosphatidic acid (PA) acts as a biosynthetic precursor for the production of membrane glycerophospholipid and triacylglycerol. It participates in the modulation of mammalian target of rapamycin (mTOR) pathway. It may also participate in membrane trafficking, specifically in membrane fusion and fission.

Packaging

20 mL Clear Glass Screw Cap Vial (830865P-500mg)
5 mL Amber Glass Screw Cap Vial (830865P-25mg)

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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705578-5MG-PW

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D S Regier et al.
The Journal of biological chemistry, 274(51), 36601-36608 (1999-12-14)
Using a phosphorylation-dependent cell-free system to study NADPH oxidase activation (McPhail, L. C., Qualliotine-Mann, D., and Waite, K. A. (1995) Proc. Natl. Acad. Sci. U. S. A. 92, 7931-7935), we previously showed that p47(phox), a cytosolic NADPH oxidase component, is
Peter Bond
Nutrition & metabolism, 14, 12-12 (2017-02-12)
The mechanistic target of rapamycin complex 1 (mTORC1) has received much attention in the field of exercise physiology as a master regulator of skeletal muscle hypertrophy. The multiprotein complex is regulated by various signals such as growth factors, energy status
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
Yang Liu et al.
Nature communications, 10(1), 5108-5108 (2019-11-11)
Mounting evidence suggests that the tumor microenvironment is profoundly immunosuppressive. Thus, mitigating tumor immunosuppression is crucial for inducing sustained antitumor immunity. Whereas previous studies involved intratumoral injection, we report here an inhalable nanoparticle-immunotherapy system targeting pulmonary antigen presenting cells (APCs)
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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