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Key Documents

810205X

Avanti

NBD Sphingosine

omega(7-nitro-2-1,3-benzoxadiazol-4-yl)(2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol, chloroform:methanol (8:2)

Synonyme(s) :

D-erythro-Sphingosine-N-NBD

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About This Item

Formule empirique (notation de Hill):
C24H39N5O5
Numéro CAS:
799268-47-6
Poids moléculaire :
477.60
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Pureté

>99% (TLC)

Forme

liquid

Conditionnement

pkg of 1 × 1 mL (810205X-250ug)

Fabricant/nom de marque

Avanti Polar Lipids 810205X

Concentration

0.25 mg/mL (810205X-250ug)

Conditions d'expédition

dry ice

Température de stockage

−20°C

Catégories apparentées

Description générale

Sphingosine is the most bioactive sphingoid with the common long chain base in sphingolipids. It is a constituent of the cell membrane. 7-nitro-2-1,3-benzoxadiazol-4-yl (NBD) sphingosine is a derivative of sphingosine attached with the fluorescent probe, NBD group.

Application

NBD Sphingosine or omega(7-nitro-2-1,3-benzoxadiazol-4-yl)(2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol may be used:
  • as a negative control to determine the binding of Atg12-Atg5 conjugate with phosphatidylethanolamine (PE)-containing liposomes
  • to label sphingosine kinase 1 (SphK1) in order to determine its role in endocytic membrane trafficking
  • to generate 7-nitrobenz-2-oxa-1,3-diazol-4-yl (NBD)-ceramide C16

Actions biochimiques/physiologiques

Sphingosine serves as a precursor for ceramide. It is involved in the inhibition of protein kinase C in human platelets.

Conditionnement

5 mL Amber Glass Screw Cap Vial (810205X-250ug)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Central nervous system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

125.5 °F

Point d'éclair (°C)

> 51.95 °C

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

F-Xabier Contreras et al.
Biophysical journal, 90(11), 4085-4092 (2006-03-15)
Sphingosine, at 5-15 mol % total lipids, remarkably increases the permeability to aqueous solutes of liposomal and erythrocyte ghost membranes. The increased permeability cannot be interpreted in terms of leakage occurring at the early stages of a putative membrane solubilization
Dan-Dan Song et al.
Cell death & disease, 8(7), e2912-e2912 (2017-07-07)
Our previous findings suggest that sphingosine kinase 2 (SPK2) mediates ischemic tolerance and autophagy in cerebral preconditioning. The aim of this study was to determine by which mechanism SPK2 activates autophagy in neural cells. In both primary murine cortical neurons
Sphingosine increases the permeability of model and cell membranes
Contreras FX, et al.
Biophysical Journal, 90(11), 4085-4092 (2006)
Santiago Lima et al.
The Journal of biological chemistry, 292(8), 3074-3088 (2017-01-05)
The balance between cholesterol and sphingolipids within the plasma membrane has long been implicated in endocytic membrane trafficking. However, in contrast to cholesterol functions, little is still known about the roles of sphingolipids and their metabolites. Perturbing the cholesterol/sphingomyelin balance
Eun A Ra et al.
Nature communications, 7, 11726-11726 (2016-05-25)
Autophagy is responsible for the bulk degradation of cytosolic constituents and plays an essential role in the intestinal epithelium by controlling beneficial host-bacterial relationships. Atg5 and Atg7 are thought to be critical for autophagy. However, Atg5- or Atg7-deficient cells still
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