C2 CERAMIDE

C2 CERAMIDE
  • CAS No.:3102-57-6
Other grades of this product :
C2 CERAMIDE Basic information
Product Name:C2 CERAMIDE
Synonyms:N-ETHANOYL-D-ERYTHRO-SPHINGOSINE;N-ACETYL-D-ERYTHRO-SPHINGOSINE;N-ACETYL-D-SPHINGOSINE;N-ACETYLSPHINGOSINE, D-ERYTHRO;N-ACETYLSPHINGOSINE;C14 SPHINGOID BASE;C2:0 CERAMIDE;C2-D-ERYTHRO-CERAMIDE
CAS:3102-57-6
MF:C20H39NO3
MW:341.53
EINECS:
Product Categories:Mixed Fatty Acids;Activators;Fatty Acid Derivatives & Lipids;Glycerols;Inhibitors;Protein Kinase Inhibitors and Activators;Lipid signaling
Mol File:3102-57-6.mol
C2 CERAMIDE Chemical Properties
Melting point 93-96 °C
Boiling point 477.13°C (rough estimate)
density 1.0283 (rough estimate)
refractive index 1.5614 (estimate)
storage temp. −20°C
solubility DMSO: soluble
form powder
pKa13.50±0.20(Predicted)
color white
Stability:Moisture Sensitive
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HS Code 29241990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
C2 CERAMIDE Usage And Synthesis
DescriptionC2 ceramide is a cell-permeable analog of naturally occurring ceramides. It mediates many diverse biological activities, as do natural ceramides. These processes include differentiation of HL-60 cells, induction of apoptosis, activation of protein phosphatase 2A, and inhibition of the mitochondrial respiratory chain. C2 ceramide also enhances the expression of COX-2 in human dermal fibroblasts and stimulates the growth of bovine aortic smooth muscle cells. The ability of C2 ceramide to destabilize membranes may be responsible for its inhibition of platelet aggregation.
Chemical PropertiesWhite Crystalline Solid
UsesInhibits cell proliferation and induces monocytic differentiation of HL-60 cells. Activates protein phosphatases
UsesA biologically active, cell permeable, but nonphysiologic ceramide analog. It inhibits cell proliferation and induces monocytic differentiation of HL-60 cells and induces apoptosis. It stimulates protein phosphatase 2A and activates MAP Kinase2
Biological ActivityA potent modulator of cell proliferation and differentiation. Activates protein phosphatase-1 (PP1) and -2A (PP2A), as well as ceramide-activated protein phosphatase (CAPP) in vitro .
Biochem/physiol ActionsCell-permeable, biologically active ceramide. It induces differentiation and apoptosis in cells and has been shown to activate protein phosphatases.
References1) Minano et al. (2008), C2-ceramide mediates cerebellar granule cells apoptosis by activation of caspases-2, -9, and -3; J. Neurosci. Res., 86 1734 2) Prinetti et al. (1997), Involvement of a ceramide activated protein phosphatase in the differentiation of neuroblastoma Neuro2a cells; FEBS Lett., 414 475 3) Zhang et al. (1997), Kinase suppressor of Ras is ceramide-activated protein kinase; Cell, 89 63 4) Matsuzaka et al. (2016) Characterization and Functional Analysis of Extracellular Vesicles and Muscle-Abundant miRNAs (miR-1, miR-133a, and miR-206) in C2C12 Myocytes and mdx Mice; PLoS One 11(12) e0167811 [Focus Biomolecules Citation] 5) Matsuzaka et al. (2016) Characterization and functional analysis of extracellular vesicles and muscle-abundant miRNA in C2C12 myocytes and Mdx mice; PLoS One 11(12) e0167811 [Focus Biomolecules Citation]
C2 CERAMIDE Preparation Products And Raw materials

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