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Merck
CN

810205P

Avanti

NBD Sphingosine

Avanti Research - A Croda Brand

别名:

D-erythro-Sphingosine-N-NBD

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关于此项目

经验公式(希尔记法):
C24H39N5O5
化学文摘社编号:
分子量:
477.60
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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产品名称

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

InChI key

MNFOPKRTMFDMJV-HCEDEFRUSA-N

SMILES string

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

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

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.

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.

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(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)
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
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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