Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

860537P

Avanti

Galactosyl(β) Sphingosine (d18:1)

Avanti Research™ - A Croda Brand 860537P, powder

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C24H47NO7
CAS Number:
2238-90-6
Molecular Weight:
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

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

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service