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860569P

Avanti

C17 Glucosyl(β) Ceramide (d18:1/17:0)

Avanti Research™ - A Croda Brand 860569P, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C41H79NO8
CAS Number:
1252807-00-3
Molecular Weight:
714.07
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 25 mg (860569P-25mg)
pkg of 1 × 5 mg (860569P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860569P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

General description

Glucosyl(β) Ceramide (β-GlcCer) is a naturally occurring glycolipid. It is also a ubiquitous intracellular metabolite.

Biochem/physiol Actions

Glucosyl(β) Ceramide (β-GlcCer) regulates the activity of natural killer T (NKT) lymphocytes and displays antimetastatic effects. It is an endogenous macrophage inducible C-type lectin (Mincle) ligand, which exhibits immunostimulatory property. β-GlcCer promotes inflammatory and acquired immune responses on myeloid cells via Mincle. It acts as a potential biomarker for Gaucher′s disease.

Packaging

5 mL Amber Glass Screw Cap Vial (860569P-25mg)
5 mL Amber Glass Screw Cap Vial (860569P-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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Glucosylsphingosine ≥98.0% (TLC)

Sigma-Aldrich

43659

Glucosylsphingosine

Sphingosine-1-Phosphate (d17:1) Avanti Research™ - A Croda Brand

Avanti

860641P

Sphingosine-1-Phosphate (d17:1)

Masashi Inafuku et al.
Lipids, 47(6), 581-591 (2012-03-20)
Natural killer (NK) T cells are well known to play important roles in both tumor rejection and the defense against infectious. Therefore, the antitumor potential of NKT cell-activating antigens have been the focus for the development of NKT cell-based immunotherapies.
Masahiro Nagata et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(16), E3285-E3294 (2017-04-05)
Sensing and reacting to tissue damage is a fundamental function of immune systems. Macrophage inducible C-type lectin (Mincle) is an activating C-type lectin receptor that senses damaged cells. Notably, Mincle also recognizes glycolipid ligands on pathogens. To elucidate endogenous glycolipids
E Zigmond et al.
Gut, 56(1), 82-89 (2006-12-19)
beta-Glucosylceramide, a naturally occurring glycolipid, exerts modulatory effects on natural killer T (NKT) lymphocytes. To determine whether beta-glucosylceramide can alter NKT function in opposite directions, colitis was induced by intracolonic installation of trinitrobenzenesulphonic acid, and hepatocellular carcinoma (HCC) was induced

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