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Merck
CN

810205P

Avanti

NBD Sphingosine

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

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别名:
D-erythro-Sphingosine-N-NBD
经验公式(希尔记法):
C24H39N5O5
分子量:
477.60
UNSPSC代码:
12352211
NACRES:
NA.25

检测方案

>99% (TLC)

形式

powder

包装

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

制造商/商品名称

Avanti Polar Lipids 810205P

运输

dry ice

储存温度

−20°C

SMILES字符串

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

一般描述

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.

应用

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.

生化/生理作用

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

包装

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°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)
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
Sphingosine increases the permeability of model and cell membranes
Contreras FX, et al.
Biophysical Journal, 90(11), 4085-4092 (2006)
TP53 is required for BECN1-and ATG5-dependent cell death induced by sphingosine kinase 1 inhibition
Lim S, et al.
Autophagy, 14(6), 942-957 (2018)
Santiago Lima et al.
Autophagy, 14(6), 942-957 (2018-01-26)
The bioactive sphingolipid metabolite sphingosine-1-phosphate (S1P) and the enzyme that produces it, SPHK1 (sphingosine kinase 1), regulate many processes important for the etiology of cancer. It has been suggested that SPHK1 levels are regulated by the tumor suppressor protein TP53

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