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810174P

Avanti

16:0-12:0 NBD PA

Avanti Research™ - A Croda Brand 810174P, powder

Synonym(s):

1-palmitoyl-2-{12-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecanoyl}-sn-glycero-3-phosphate (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C37H66N5O11P
CAS Number:
474942-96-6
Molecular Weight:
787.92
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (810174P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 810174P

shipped in

dry ice

storage temp.

−20°C

General description

Phosphatidic acid (PA) is a simple anionic cellular glycerophospholipid possessing a phosphomonoester polar head group and two long hydrophobic acyl chains. 7-nitro-2-1,3-benzoxadiazol-4-yl (NBD) PA is a fluorophore labeled phospholipid having 7-nitrobenz-2-oxa-1,3-diazol-4-yl (NBD) at the sn-2 fatty acid of PA.

Application

16:0-12:0 NBD PA or 1-palmitoyl-2-{12-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecanoyl}-sn-glycero-3-phosphate (ammonium salt) is suitable:
  • to incubate cells for the imaging of lyso phosphatidylcholine (PC) in P. falciparum live cells
  • as a component of separation buffer for the separation of phosphoinositides and sphingolipids in the microchip devices
  • in cytidine diphosphate diacylglycerol (CDP-DAG) synthase activity assay

Biochem/physiol Actions

Phosphatidic acid (PA) influences membrane fusion and membrane fission events and membrane curvature. It acts as a signaling molecule for various cellular processes including membrane trafficking and sperm hyper-activation.

Packaging

5 mL Amber Glass Screw Cap Vial (810174P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

810174P-BULK:
810174P-1MG:
810174P-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yasushi Tamura et al.
Cell metabolism, 17(5), 709-718 (2013-04-30)
CDP-diacylglycerol (CDP-DAG) is central to the phospholipid biosynthesis pathways in cells. A prevailing view is that only one CDP-DAG synthase named Cds1 is present in both the endoplasmic reticulum (ER) and mitochondrial inner membrane (IM) and mediates generation of CDP-DAG
Tam41 is a CDP-diacylglycerol synthase required for cardiolipin biosynthesis in mitochondria
Tamura Y, et al.
Cell Metabolism, 17(5), 709-718 (2013)
Phosphatidic acid binding proteins display differential binding as a function of membrane curvature stress and chemical properties
Putta P, et al.
Biochimica et Biophysica Acta, 1858(11), 2709-2716 (2016)
Phosphatidic acid in membrane rearrangements
Zhukovsky MA, et al.
Febs Letters, 593(17), 2428-2451 (2019)
Mikhail A Zhukovsky et al.
FEBS letters, 593(17), 2428-2451 (2019-08-01)
Phosphatidic acid (PA) is the simplest cellular glycerophospholipid characterized by unique biophysical properties: a small headgroup; negative charge; and a phosphomonoester group. Upon interaction with lysine or arginine, PA charge increases from -1 to -2 and this change stabilizes protein-lipid
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