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810173C

Avanti

16:0-06:0 NBD PA

Avanti Research™ - A Croda Brand 810173C

Synonym(s):

1-palmitoyl-2-{6-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]hexanoyl}-sn-glycero-3-phosphate (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C31H54N5O11P
CAS Number:
474942-95-5
Molecular Weight:
703.76
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (810173C-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 810173C

concentration

1 mg/mL (810173C-1mg)

shipped in

dry ice

storage temp.

−20°C

General description

Phosphatidic acid (PA) is a simple anionic phospholipid constituting 1-4% of membrane lipids.[1] It possesses a phosphomonoester polar head group and two long hydrophobic acyl chains.[1] 7-nitrobenz-2-oxa-1,3-diazol-4-yl (NBD) PA is a fluorescently labeled lipid containing a fluorophore, 7-nitrobenz-2-oxa-1,3-diazol-4-yl (NBD) attached to the sn-2 fatty acid of PA.[2]

Application

16:0-06:0 NBD PA or 1-palmitoyl-2-{6-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]hexanoyl}-sn-glycero-3-phosphate might be used to measure the substrate transport by an increase in cellular fluorescence to determine type 4 P-type ATPases (P4-ATPase) discrimination and its glycerophospholipid (GPL) substrate selection through the directed evolution of a sphingomyelin (SM) flippase.[3]

Biochem/physiol Actions

Phosphatidic acid (PA) in intracellular signaling cascades regulates various cellular processes including cell proliferation, survival, cytoskeletal organization, vesicular trafficking, secretion, and reproduction.[1] It serves as a parent compound in lipid synthesis.[4]

Packaging

5 mL Amber Glass Screw Cap Vial (810173C-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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Bartholomew P Roland et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(31), E4460-E4466 (2016-07-20)
Phospholipid flippases in the type IV P-type ATPase (P4-ATPases) family establish membrane asymmetry and play critical roles in vesicular transport, cell polarity, signal transduction, and neurologic development. All characterized P4-ATPases flip glycerophospholipids across the bilayer to the cytosolic leaflet of
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
Phosphatidic acid in membrane rearrangements
Zhukovsky MA, et al.
Febs Letters, 593(17), 2428-2451 (2019)
Karen M Henkels et al.
Oncotarget, 7(30), 47002-47017 (2016-06-04)
The intracellular concentration of the mitogen phosphatidic acid (PA) must be maintained at low levels until the need arises for cell proliferation. How temporal and spatial trafficking of PA affects its target proteins in the different cellular compartments is not
A Chauhan et al.
Neurochemical research, 25(3), 423-429 (2000-04-13)
Fibrillar amyloid beta-protein (Abeta) is the major protein of amyloid plaques in the brains of patients with Alzheimer's disease (AD). The mechanism by which normally produced soluble Abeta gets fibrillized in AD is not clear. We studied the effect of
View All Related Papers

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