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860549P

Avanti

C24:1 Glucosyl(β) Ceramide (d18:1/24:1(15Z))

Avanti Research - A Croda Brand 860549P, powder

Synonym(s):

D-glucosyl-β-1,1′-N-nervonoyl-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C48H91NO8
CAS Number:
Molecular Weight:
810.24
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860549P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860549P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCC/C=C\CCCCCCCC)=O)CO[C@H](O1)[C@H](O)[C@@H](O)[C@@H]([C@H]1CO)O

General description

β-Glucosylceramides or glucocerebrosides (GlcCers) are synthesized from the glycosphingolipids by β-GlcCer synthase. They are synthesized in Golgi and endoplasmic reticulum and localized in the cytosolic side of cell membrane. GlcCers are omnipresent.

Application

C24:1 Glucosyl(β) Ceramide (d18:1/24:1(15Z)) may be used:
  • as a standard hexosylceramide for hydrophilic interaction chromatography-based liquid chromatography mass spectroscopy
  • to test its nuclear factor of activated T-cells (NFAT) activation
  • in human natural killer T (NKT) cell potency assays

Biochem/physiol Actions

β-Glucosylceramides (β-GlcCer) levels are elevated inlevels in Gaucher′s disease, due to the deficiency of β-glucosidase. β-GlcCer participates in the inflammatory and acquired immune responses by binding mincle on myeloid cells and has immunostimulatory activity.

Packaging

5 mL Amber Glass Screw Cap Vial (860549P-5mg)

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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3-O-sulfo-beta-d-galactose moiety of endogenous sulfoglycolipids is a potential ligand for immunoglobulin-like receptor LMIR5
Phongsisay V, et al.
Molecular Immunology, 63(2), 595-599 (2015)
Potent neutralizing anti-CD1d antibody reduces lung cytokine release in primate asthma model
Nambiar J, et al.
MAbs, 7(3), 638-650 (2015)
Intracellular metabolite beta-glucosylceramide is an endogenous Mincle ligand possessing immunostimulatory activity
Nagata M, et al.
Proceedings of the National Academy of Sciences of the USA, 114(16), E3285-E3294 (2017)
Characterization and direct quantitation of cerebroside molecular species from lipid extracts by shotgun lipidomics
Han X and Cheng H
Journal of Lipid Research, 46(1), 163-175 (2005)
Diastereomer-specific quantification of bioactive hexosylceramides from bacteria and mammals
Von Gerichten J, et al.
Journal of Lipid Research, 58(6), 1247-1258 (2017)

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