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810174C

Avanti

16:0-12:0 NBD PA

Avanti Research™ - A Croda Brand 810174C

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

liquid

packaging

pkg of 1 × 1 mL (810174C-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 810174C

concentration

1 mg/mL (810174C-1mg)

shipped in

dry ice

storage temp.

−20°C

General description

Phosphatidic acid (PA) is a simple cellular glycerophospholipid with a negative charge and constitutes 1-4% of membrane lipids.[1] It possesses a phosphomonoester polar head group and two long hydrophobic acyl chains.[1] 7-nitro-2-1,3-benzoxadiazol-4-yl (NBD) PA is a fluorescently labelled lipid with 7-nitrobenz-2-oxa-1,3-diazol-4-yl (NBD) at the sn-2 fatty acid of PA.[2]

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) may be used:
  • in the preparation of phosphatidic acid (PA) small unilamellar vesicles (SUVs) to determine mammalian target of rapamycin complex 1 (mTORC1) lysosomal translocation[3]
  • to incubate cells for the imaging of lyso phosphatidylcholine (PC) in P. falciparum live cells[4]
  • as a component of separation buffer to determine the separation of phosphoinositides and sphingolipids in the microchip devices[5]
  • to measure the cytidine diphosphate diacylglycerol (CDP-DAG) synthase activity[6]

Biochem/physiol Actions

Phosphatidic acid (PA) is implicated in many membrane fusion and membrane fission events, such as fission of Golgi membranes.[1] It functions as a signaling molecule responsible for various cellular processes including membrane trafficking and sperm hyper-activation.[7]

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

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Tam41 is a CDP-diacylglycerol synthase required for cardiolipin biosynthesis in mitochondria
Tamura Y, et al.
Cell Metabolism, 17(5), 709-718 (2013)
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
Maria A Frias et al.
The Journal of biological chemistry, 295(1), 263-274 (2019-11-27)
Mammalian target of rapamycin complex 1 (mTORC1) promotes cell growth and proliferation in response to nutrients and growth factors. Amino acids induce lysosomal translocation of mTORC1 via the Rag GTPases. Growth factors activate Ras homolog enriched in brain (Rheb), which
Priya Putta et al.
Biochimica et biophysica acta, 1858(11), 2709-2716 (2016-08-03)
Phosphatidic acid (PA) is a crucial membrane phospholipid involved in de novo lipid synthesis and numerous intracellular signaling cascades. The signaling function of PA is mediated by peripheral membrane proteins that specifically recognize PA. While numerous PA-binding proteins are known
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)
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