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810205P

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NBD Sphingosine

omega(7-nitro-2-1,3-benzoxadiazol-4-yl)(2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol, powder

Sinônimo(s):

D-erythro-Sphingosine-N-NBD

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About This Item

Fórmula empírica (Notação de Hill):
C24H39N5O5
Número CAS:
799268-47-6
Peso molecular:
477.60
Número MDL:
MFCD22416765
Código UNSPSC:
12352211
NACRES:
NA.25

Ensaio

>99% (TLC)

Formulário

powder

embalagem

pkg of 1 × 250 μg (810205P-250ug)
pkg of 1 × 50 μg (810205P-50ug)

fabricante/nome comercial

Avanti Research™ - A Croda Brand 810205P

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCCNC1=CC=C([N+]([O-])=O)C2=NON=C21

chave InChI

MNFOPKRTMFDMJV-HCEDEFRUSA-N

Categorias relacionadas

Descrição geral

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.

Aplicação

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.

Ações bioquímicas/fisiológicas

Sphingosine is the precursor of ceramide. It plays a major role as a selective inhibitor of protein kinase C.

Embalagem

5 mL Amber Glass Screw Cap Vial (810205P-250UG)
5ML Amber Glass Screw Cap Vial (810205P-50UG)

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number

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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)
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
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