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860842P

Avanti

18:0(2R-OH) Sulfo GalCer

Avanti Research™ - A Croda Brand 860842P, powder

Synonym(s):

3-O-sulfo-D-galactosyl-β1-1′-N-[2"(R)-hydroxystearyl]-D-erythro-sphingosine (ammonium salt), (synthetic)

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About This Item

Empirical Formula (Hill Notation):
C42H84N2O12S
CAS Number:
2260670-26-4
Molecular Weight:
841.19
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860842P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860842P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC([C@H](O)CCCCCCCCCCCCCCCC)=O)CO[C@H](O1)[C@H](O)[C@@H](OS([O-])(=O)=O)[C@H]([C@H]1CO)O.[NH4+]

General description

18:0(2R-OH) Sulfo GalCer, also known as 3-O-sulfo-D-galactosyl-β1-1′-N-[2"(R)-hydroxystearyl]-D-erythro-sphingosine, is a sulfatide that belongs to the class of sphingolipids. It is highly found in membranous myelin sheath formed around nerve axons in gangliosides. This sulfated galactosylceramide contains 3-O-sulfo-β-d-galactose moiety linked to transmembrane-embedded unique ceramide containing 18C long chain base fatty acid (stearic acid) with 2′-hydroxyl group in R configuration.

Biochem/physiol Actions

Sulfatides are involved in various cellular processes such as protein trafficking, signal transduction and neuronal cell differentiation. Accumulation of sulfoglycolipids (mainly sulfo-galactosylceramide, S-GalCer) in lysosomes, due to the inherited deficiency of arylsulfatase A (ASA), causes metachromatic leukodystrophy in humans. In mice, deficiency of sulfatide causes paralysis due to demyelination.

Packaging

5 mL Amber Glass Screw Cap Vial (860842P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

Flash Point(F)

No data available

Flash Point(C)

No data available

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’.

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Analysis of complex lipidomes
Medical Applications of Mass Spectrometry, 116(2), 223-249 (2008)
Analysis of complex lipidomes
Medical Applications of Mass Spectrometry, 116(2), 223-249 (2008)
Vongsavanh Phongsisay et al.
Molecular immunology, 63(2), 595-599 (2014-08-31)
Axonal Guillain-Barré syndrome (GBS) is an autoimmune neuropathy characterized by limb weakness and/or paralysis due to the presence of autoantibodies against brain glycolipids. The immune receptors that recognize these autoimmune targets have not been described. In this study, 12 C-type
R Lüllmann-Rauch et al.
Histochemistry and cell biology, 116(2), 161-169 (2001-10-31)
The inherited deficiency of arylsulfatase A (ASA) causes lysosomal accumulation of sulfoglycolipids (mainly sulfo-galactosylceramide, S-GalCer ) and leads to metachromatic leukodystrophy in humans. Among visceral organs, kidneys are particularly affected. In the present study, the regional distribution and temporal development

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