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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

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)

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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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
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)
Lysosomal lipid storage diseases
Schulze H and Sandhoff K
Cold Spring Harbor Perspectives in Biology, 3(6), a004804-a004804 (2011)

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