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
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
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
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
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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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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
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
Johanna von Gerichten et al.
Journal of lipid research, 58(6), 1247-1258 (2017-04-05)
Mammals synthesize, cell-type specifically, the diastereomeric hexosylceramides, β-galactosylceramide (GalCer) and β-glucosylceramide (GlcCer), which are involved in several diseases, such as sphingolipidosis, diabetes, chronic kidney diseases, or cancer. In contrast, Bacteroides fragilis, a member of the human gut microbiome, and the
Anik Forest et al.
Journal of proteome research, 17(11), 3657-3670 (2018-09-27)
The goal of this work was to develop a label-free, comprehensive, and reproducible high-resolution liquid chromatography-mass spectrometry (LC-MS)-based untargeted lipidomic workflow using a single instrument, which could be applied to biomarker discovery in both basic and clinical studies. For this
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