1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine
1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine Basic information
- Product Name:
- 1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine
- Synonyms:
-
- (2S,3R,4E)-2-(Hexadecanoylamino)-1-(β-D-glucopyranosyloxy)-4-octadecen-3-ol
- 1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine
- 1-O-β-D-Glucopyranosyl-N-palmitoylsphingosine
- C16:0-GlcCer
- C16:0-GluCer
- D-erythro-N-Palmitoyl-glucosyl-C18-Sphingosine
- D-glucosyl--1,1' N-palMitoyl-D-erythro-sphingosine
- D-Glucosyl-β-1,1'-N-palmitoylsphingosine
- CAS:
- 74365-77-8
- MF:
- C40H77NO8
- MW:
- 700.04
- Mol File:
- 74365-77-8.mol
1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine Chemical Properties
- solubility
- Methanol: Sparingly soluble: 1-10 mg/ml
- form
- Solid
- color
- White to off-white
1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine Usage And Synthesis
Uses
D-Glucosyl-β-1,1′-N-palmitoylsphingosine (C16 Glucosyl(β) Ceramide (d18:1/16:0)) is an endogenous Mincle ligand possessing immunostimulatory activity[1].
Definition
ChEBI: Beta-D-glucosyl-N-hexadecanoylsphingosine is a beta-D-glucosyl-N-acylsphingosine in which the acyl group is specified as hexadecanoyl. It has a role as a mouse metabolite. It is functionally related to a hexadecanoic acid.
References
[1] Nagata M, et, al. Intracellular metabolite β-glucosylceramide is an endogenous Mincle ligand possessing immunostimulatory activity. Proc Natl Acad Sci U S A. 2017 Apr 18;114(16):E3285-E3294. DOI:10.1073/pnas.1618133114
[2] BARBARA KOVACIC. Glucosylceramide Critically Contributes to the Host Defense of Cystic Fibrosis Lungs.[J]. Cellular Physiology and Biochemistry, 2017, 41 3: 1208-1218. DOI: 10.1159/000464382
[3] MICHELLE M MIELKE. Plasma ceramide and glucosylceramide metabolism is altered in sporadic Parkinson’s disease and associated with cognitive impairment: a pilot study.[J]. PLoS ONE, 2013: e73094. DOI: 10.1371/journal.pone.0073094
[4] WILLIAM L HOLLAND Scott A S. Sphingolipids, insulin resistance, and metabolic disease: new insights from in vivo manipulation of sphingolipid metabolism.[J]. Endocrine reviews, 2008, 29 4: 381-402. DOI: 10.1210/er.2007-0025
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