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关于此项目
经验公式(希尔记法):
C19H36O8PNa
化学文摘社编号:
分子量:
446.45
MDL number:
UNSPSC Code:
51191904
NACRES:
NA.25
产品名称
08:0 PA, 1,2-dioctanoyl-sn-glycero-3-phosphate (sodium salt), chloroform
SMILES string
[Na+].[P](=O)([O-])(OC[C@H](OC(=O)CCCCCCC)COC(=O)CCCCCCC)O
InChI
1S/C19H37O8P.Na/c1-3-5-7-9-11-13-18(20)25-15-17(16-26-28(22,23)24)27-19(21)14-12-10-8-6-4-2;/h17H,3-16H2,1-2H3,(H2,22,23,24);/q;+1/p-1/t17-;/m1./s1
InChI key
ZNDNSOYDPUTHKQ-UNTBIKODSA-M
assay
>99% (TLC)
form
liquid
packaging
pkg of 1 × 1 mL (830842C-10mg)
pkg of 1 × 2.5 mL (830842C-25mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 830842C
concentration
10 mg/mL (830842C-10mg)
10 mg/mL (830842C-25mg)
lipid type
cardiolipins
phospholipids
shipped in
dry ice
storage temp.
−20°C
Application
08:0 PA has been used to induce differentiation in order to study the effects of phosphatidic acids (PAs) on the inhibition of adipogenic differentiation in 3T3-L1 preadipocytes. It may be used as a mammalian target of rapamycin (mTOR) activator in SGC-996 gall bladder carcinoma cells. It may also be used to study its effects on intracellular Ca2+ concentration ([Ca2+]i) in C6 rat glioma and L2071 mouse fibroblast cells.
Biochem/physiol Actions
Phosphatidic acid (PA) serves as a precursor for phosphatidylcholine or phosphatidylserine. It plays a functional role in influencing the membrane curvature and signaling. C8-PA/08:0 PA can block its association with soluble N-ethylmaleimide-sensitive factor attachment protein receptor (SNAREs) to prevent the priming activity on isolated vacuoles. It also has the ability to change the proteolytic cleavage profile of Sec18.
General description
Phosphatidic acid (PA) is a diacyl-glycerophospholipid. Two fatty acids and a phosphate group are attached to a glycerol molecule with the help of covalent bond through ester linkage. PA can be synthesized by the activity of the endogenous enzyme phospholipase D. This prime glycerophospholipid is present in the biomembrane. 08:0 PA (1,2-dioctanoyl-sn-glycero-3-phosphate), a short chain PA is a cell-permeable analog of PA.
Packaging
5 mL Clear Glass Sealed Ampule (830842C-10mg)
5 mL Clear Glass Sealed Ampule (830842C-25mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
signalword
Danger
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3
target_organs
Central nervous system, Liver,Kidney
wgk
WGK 3
法规信息
易制毒化学品(2类)
危险化学品
此项目有
Matthew L Starr et al.
The Journal of biological chemistry, 294(9), 3100-3116 (2019-01-09)
Eukaryotic cell homeostasis requires transfer of cellular components among organelles and relies on membrane fusion catalyzed by SNARE proteins. Inactive SNARE bundles are reactivated by hexameric N-ethylmaleimide-sensitive factor, vesicle-fusing ATPase (Sec18/NSF)-driven disassembly that enables a new round of membrane fusion.
Jordan M Joy et al.
Nutrition & metabolism, 11, 29-29 (2014-06-25)
The lipid messenger phosphatidic acid (PA) plays a critical role in the stimulation of mTOR signaling. However, the mechanism by which PA stimulates mTOR is currently unknown. Therefore, the purpose of this study was to compare the effects of various
Hae-In Song et al.
Scientific reports, 6, 36968-36968 (2016-11-23)
Phospholipase D1 (PLD1) plays a known role in several differentiation processes, but its role in adipogenic differentiation remains unknown. In the present study, we identified PLD1 as a negative regulator of adipogenic differentiation. We showed that PLD activity was downregulated
A Yalcin et al.
Oncogene, 29(1), 139-149 (2009-10-27)
Choline is an essential anabolic substrate for the synthesis of phospholipids. Choline kinase phosphorylates choline to phosphocholine that serves as a precursor for the production of phosphatidylcholine, the major phospholipid constituent of membranes and substrate for the synthesis of lipid
Tingting Wang et al.
Frontiers in endocrinology, 9, 221-221 (2018-05-22)
Searching for nutraceuticals and understanding the underlying mechanism that promote fish growth is at high demand for aquaculture industry. In this study, the modulatory effects of soy phosphatidic acids (PA) on cell proliferation, nutrient sensing, and metabolic pathways were systematically
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