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About This Item
Empirical Formula (Hill Notation):
C24H39N5O5
CAS Number:
Molecular Weight:
477.60
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
NBD Sphingosine, omega(7-nitro-2-1,3-benzoxadiazol-4-yl)(2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 250 μg (810205P-250ug), pkg of 1 × 50 μg (810205P-50ug)
manufacturer/tradename
Avanti Research™ - A Croda Brand 810205P
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCCNC1=CC=C([N+]([O-])=O)C2=NON=C21
InChI key
MNFOPKRTMFDMJV-HCEDEFRUSA-N
General description
Sphingosine is the most bioactive sphingoid and a constituent of cell membrane. NBD sphingosine is a derivative of sphingosine tagged with the fluorophore, 7-nitro-2-1,3-benzoxadiazol-4-yl (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 has been used to measure sphingosine kinase 1 (SPHK1) and sphingosine kinase 2 (SPK2) activity. NBD Sphingosine may be used as a negative control to determine the binding of Atg12-Atg5 conjugate with phosphatidylethanolamine(PE)-containing liposomes and to label sphingosine kinase 1 (SphK1) to determine its role in endocytic membrane trafficking.
Biochem/physiol Actions
Sphingosine is the precursor of ceramide. It plays a major role as a selective inhibitor of protein kinase C.
Packaging
5 mL Amber Glass Screw Cap Vial (810205P-250UG)
5ML Amber Glass Screw Cap Vial (810205P-50UG)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Sphingosine kinase 2 activates autophagy and protects neurons against ischemic injury through interaction with Bcl-2 via its putative BH3 domain
Song DD, et al.
Cell Death & Disease, 8(7), e2912-e2912 (2017)
Sphingosine increases the permeability of model and cell membranes
Contreras FX, et al.
Biophysical Journal, 90(11), 4085-4092 (2006)
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 810205P-250UG | 04061835190225 |