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Merck
CN

860539P

Avanti

C16 Glucosyl(β) Ceramide (d18:1/16:0)

Avanti Research - A Croda Brand

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C40H77NO8
CAS Number:
Molecular Weight:
700.04
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (860539P-25mg), pkg of 1 × 5 mg (860539P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI key

VJLLLMIZEJJZTE-NNTBDIJYSA-N

General description

Glucosyl(β) Ceramide (β-GlcCer) is a naturally occurring glycolipid and an ubiquitous intracellular metabolite. It might be present in the endoplasmic reticulum or Golgi apparatus.

Application

C16 Glucosyl(β) Ceramide (d18:1/16:0) or D-glucosyl-β-1,1′-N-palmitoyl-D-erythro-sphingosine has been used as a stock solution for the in vitro treatment of bacteria and to study the role of sphingolipids on pulmonary Pseudomonas aeruginosa infections in cystic fibrosis (CF). It may be used in the quantification of lipid in green fluorescence protein (GFP) and fatty acid transport protein 4 (FATP4) cells using electrospray ionization tandem mass spectrometry (ESI-MS/MS).

Biochem/physiol Actions

Glucosyl(β) Ceramide (β-GlcCer) is an endogenous macrophage inducible C-type lectin (Mincle) ligand, which has immunostimulatory property. It also stimulates inflammatory and acquired immune responses on myeloid cells through Mincle. It is a potential biomarker in Gaucher′s disease. β-GlcCer regulates the function of natural killer T (NKT) lymphocytes and exhibits antimetastatic effects. A balanced level of intracellular β-GlcCer is essential for maintaining tissue homeostasis.

Packaging

5 mL Amber Glass Screw Cap Vial (860539P-25mg)
5 mL Amber Glass Screw Cap Vial (860539P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


Storage Class

11 - Combustible Solids

Regulatory Information

涉药品监管产品

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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
Marko Jović et al.
Molecular biology of the cell, 23(8), 1533-1545 (2012-02-18)
Gaucher disease is a lysosomal storage disorder caused by a defect in the degradation of glucosylceramide catalyzed by the lysosomal enzyme β-glucocerebrosidase (GBA). GBA reaches lysosomes via association with its receptor, lysosomal integral membrane protein type 2 (LIMP-2). We found



Global Trade Item Number

SKUGTIN
860539P-25MG04061835317950
860539P-5MG04061835317967