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860537P

Avanti

Galactosyl(β) Sphingosine (d18:1)

Avanti Research - A Croda Brand

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C24H47NO7
CAS Number:
Molecular Weight:
461.63
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

Galactosyl(β) Sphingosine (d18:1), Avanti Research - A Croda Brand 860537P, powder

assay

>99% (TLC)

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

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


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品

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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)
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)
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)



Global Trade Item Number

SKUGTIN
860537P-25MG04061835317912
860537P-5MG04061835317929