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MilliporeSigma

860537P

Avanti

Galactosyl(β) Sphingosine (d18:1)

Avanti Research - A Croda Brand 860537P, powder

Sinónimos:

D-galactosyl-β1-1′-D-erythro-sphingosine

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About This Item

Fórmula empírica (notación de Hill):
C24H47NO7
Número de CAS:
Peso molecular:
461.63
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 25 mg (860537P-25mg)
pkg of 1 × 5 mg (860537P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860537P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@](N)([H])CO[C@H](O1)[C@H](O)[C@@H](O)[C@H]([C@H]1CO)O

InChI

1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/b15-14+/t18-,19+,20+,21-,22-,23+,24+/m0/s1

InChI key

HHJTWTPUPVQKNA-PIIMIWFASA-N

Categorías relacionadas

General description

Galactosyl(β) Sphingosine (d18:1) is a substrate for the enzyme endoglycoceramidase I (EGCase I). It has sphingosine backbone with galactose attached to it and is a brain glycospingolipid.

Application

Galactosyl(β) Sphingosine (d18:1) has been used in the liposome preparation for α-synuclein aggregation studies. It is suitable for use to test its inhibitory effect on cytokinesis in cells expressing T-cell death-associated gene 8 (TDAG8). It is also suitable for use as a standard for differential mobility spectrometry (DMS) coupled with liquid chromatography in electrospray ionizatoin tandem mass spectrometry (LC-ESI-DMS-MS/MS) for ceramide quantification and ultra-high resolution ion mobility spectrometry measurments.

Biochem/physiol Actions

Galatosylsphingosine or psychosine is a cytotoxic lipid which accumulates in oligodendrocytes due to dysfunctional lysosomal enzyme galactosylceramidase and is implicated in globoid cell leukodystrophy. Psychosine accumulation induces demyelination, astrocyte dysfunction and pro-inflammatory cytokine release in Krabbe disease.

Packaging

5 mL Amber Glass Screw Cap Vial (860537P-25mg)
5 mL Amber Glass Screw Cap Vial (860537P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

also commonly purchased with this product

Referencia del producto
Descripción
Precios

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Normal immune development and glucocorticoid-induced thymocyte apoptosis in mice deficient for the T-cell death-associated gene 8 receptor
Radu CG, et al.
Molecular and cellular biology, 26(2), 668-677 (2006)
Differential mobility spectrometry as an orthogonal separation to LC-ESI-MS/MS for quantification of isomeric cerebrosides in plasma and cerebrospinal fluid
Xu H, et al.
Journal of Lipid Research, jlr-D089797 (2018)
Lipid and glycolipid isomer analyses using ultra-high resolution ion mobility spectrometry separations
Wojcik R, et al.
International Journal of Molecular Sciences, 18(1), 183-183 (2017)
Comprehensive profiling of glycosphingolipid glycans using a novel broad specificity endoglycoceramidase in a high-throughput workflow
Albrecht S, et al.
Analytical Chemistry, 88(9), 4795-4802 (2016)
Galactosylsphingosine (psychosine)-induced demyelination is attenuated by sphingosine 1-phosphate signalling
OSullivan C and Dev KK
Journal of Cell Science, 128(21), 3878-3887 (2015)

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