810220P
Avanti
C6-NBD Galactosyl Ceramide
Avanti Research™ - A Croda Brand 810220P, powder
Synonym(s):
N-[6-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]hexanoyl]-D-galactosyl-β1-1′-sphingosine
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About This Item
Empirical Formula (Hill Notation):
C36H59N5O11
CAS Number:
Molecular Weight:
737.88
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 250 μg (810220P-250ug)
manufacturer/tradename
Avanti Research™ - A Croda Brand 810220P
shipped in
dry ice
storage temp.
−20°C
General description
C6-NBD Galactosyl Ceramide is a fluorescent analog of the sphingolipid, galactosyl ceramide. Its fluorescent property is due to presence of NBD (2-(4-nitro-2,1,3-benzoxadiazol-7-yl) aminoethyl) group.
Application
C6-NBD Galactosyl Ceramide is suitable for use as a substrate in neutral β-glycosylceramidase (GCase) activity assay.
Biochem/physiol Actions
Galactosyl ceramide is also known as galactocerebroside and is produced in the lumen of the endoplasmic reticulum. Galactosyl ceramide is a vaccine adjuvant, it stimulates natural killer T (NKT) cells to increase secretion of T helper type 1 (Th1) and T-helper type 2 (TH2) cytokines. Galactosyl ceramide accumulation in excess is responsible for diseases such as Krabbe′s disease. Galactocerebroside is a precursor of 3′-sulfo-galactosylceramide, a vital sulfoglycolipid found in the brain and other organs.
Packaging
5 mL Amber Glass Screw Cap Vial (810220P-250ug)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
Certificates of Analysis (COA)
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Bernadette Breiden et al.
Annual review of biochemistry, 88, 461-485 (2019-06-22)
Glycosphingolipids are cell-type-specific components of the outer leaflet of mammalian plasma membranes. Gangliosides, sialic acid-containing glycosphingolipids, are especially enriched on neuronal surfaces. As amphi-philic molecules, they comprise a hydrophilic oligosaccharide chain attached to a hydrophobic membrane anchor, ceramide. Whereas glycosphingolipid
Distinct APCs explain the cytokine bias of $\alpha$-galactosylceramide variants in vivo
Bai LC, et al.
Journal of immunology (Baltimore, Md. : 1950), 188(7), 3053-3061 (2012)
Fluorescent and Luminescent Probes for Biological Activity (1999)
Li Bai et al.
Journal of immunology (Baltimore, Md. : 1950), 188(7), 3053-3061 (2012-03-07)
α-Galactosylceramide represents a new class of vaccine adjuvants and immunomodulators that stimulate NKT cells to secrete Th1 and Th2 cytokines. Synthetic variants with short or unsaturated acyl chains exhibit a striking Th2 bias in vivo but no evidence of defect
Lysosomal lipid storage diseases
Schulze H and Sandhoff K
Cold Spring Harbor Perspectives in Biology, 3(6), a004804-a004804 (2011)
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