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830842C

Avanti

08:0 PA

Avanti Research™ - A Croda Brand

Synonym(s):

PA(8:0/8:0)

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About This Item

Empirical Formula (Hill Notation):
C19H36O8PNa
CAS Number:
321883-54-9
Molecular Weight:
446.45
MDL number:
MFCD03788001
UNSPSC Code:
51191904
NACRES:
NA.25
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Product Name

08:0 PA, 1,2-dioctanoyl-sn-glycero-3-phosphate (sodium salt), chloroform

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

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

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.

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.

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

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pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

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

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

flash_point_f

does not flash

flash_point_c

does not flash

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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.
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
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
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