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810154C

Avanti

16:0-12:0 NBD PE

Avanti Research™ - A Croda Brand 810154C

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C39H68N5O11P
CAS Number:
328946-26-5
Molecular Weight:
813.96
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (810154C-1mg)
pkg of 5 × 1 mL (810154C-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 810154C

concentration

1 mg/mL (810154C-1mg)
1 mg/mL (810154C-5mg)

shipped in

dry ice

storage temp.

−20°C

General description

N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl) phosphoethanolamine (NBD PE) is a fluorescently labeled lipid with NBD attached to the headgroup of phosphatidylethanolamine (PE).[1] It localized at the membrane interface.[2] PE is the second most abundant, metabolically related aminophospholipid.[3] It acts as a parent compound for phosphatidylcholine and phosphatidylethanolamine synthesis.[4]

Application

16:0-12:0 NBD PE may be used to demonstrate the separation of fluorophore-labeled phospholipids using microfluidic chip-based technology[5] and in liposomes preparation required to measure the phosphatidylserine decarboxylase 1 (Psd1p) activity.[6]

Biochem/physiol Actions

Phosphoethanolamine (PE) of cardiac myocytes is useful in the prevention cell damage after ischemia. It acts as a phospholipid substrate for hepatic enzyme contributes to the one third of the phosphatidylcholine content in the liver.[3] It is known to show extensive antitumor action and prevents tumor proliferation, in vivo.[4]

Packaging

5 mL Amber Glass Screw Cap Vial (810154C-1mg)
5 mL Amber Glass Screw Cap Vial (810154C-5mg)

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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Application of NBD-labeled lipids in membrane and cell biology
Fluorescent methods to study biological membranes, 37-50 (2012)
Theoretical Study of Phosphoethanolamine: A Synthetic Anticancer Agent with Broad Antitumor Activity
Lorenzo VP, et al.
Journal of Chemistry, 2016 (2016)
Ouma Onguka et al.
The Journal of biological chemistry, 290(20), 12744-12752 (2015-04-02)
Phosphatidylethanolamine (PE) is a major cellular phospholipid that can be made by four separate pathways, one of which resides in the mitochondrion. The mitochondrial enzyme that generates PE is phosphatidylserine decarboxylase 1 (Psd1p). The pool of PE produced by Psd1p
Jean E Vance et al.
Biochimica et biophysica acta, 1831(3), 543-554 (2012-09-11)
Phosphatidylserine (PS) and phosphatidylethanolamine (PE) are metabolically related membrane aminophospholipids. In mammalian cells, PS is required for targeting and function of several intracellular signaling proteins. Moreover, PS is asymmetrically distributed in the plasma membrane. Although PS is highly enriched in
Sansan Lin et al.
Analytical biochemistry, 314(1), 97-107 (2003-03-14)
Phospholipid molecules such as ceramide and phosphoinositides play crucial roles in signal transduction pathways. Lipid-modifying enzymes including sphingomyelinase and phosphoinositide kinases regulate the generation and degradation of these lipid-signaling molecules and are important therapeutic targets in drug discovery. We now
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