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860569P

Avanti

C17 Glucosyl(β) Ceramide (d18:1/17:0)

Avanti Research™ - A Croda Brand

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C41H79NO8
Número CAS:
1252807-00-3
Peso molecular:
714.07
UNSPSC Code:
12352211
NACRES:
NA.25
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Nombre del producto

C17 Glucosyl(β) Ceramide (d18:1/17:0), Avanti Research™ - A Croda Brand 860569P, powder

assay

>99% (TLC)

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

InChI

1S/C41H79NO8/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-37(45)42-34(33-49-41-40(48)39(47)38(46)36(32-43)50-41)35(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h28,30,34-36,38-41,43-44,46-48H,3-27,29,31-33H2,1-2H3,(H,42,45)/b30-28+/t34-,35+,36+,38+,39-,40+,

InChI key

VQADGGHNXABKOV-VIBFQTAGSA-N

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

Clase de almacenamiento

11 - Combustible Solids

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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.
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
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