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Merck

860539P

Avanti

C16 Glucosyl(β) Ceramide (d18:1/16:0)

Avanti Research - A Croda Brand

別名:

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

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この商品について

実験式(ヒル表記法):
C40H77NO8
CAS番号:
分子量:
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


保管分類

11 - Combustible Solids


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

860539P-5MG: + 860539P-BULK: + 860539P-25MG: + 860539P-VAR:

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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