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HomeProduct name listC2 CERAMIDE

C2 CERAMIDE

Synonym(s):C2 Ceramide (d18:1/2:0);N-acetoyl-D-erythro-sphingosine;(2S,3R,4E)-2-(Acetylamino)-4-octadecene-1,3-diol;N-Acetoyl-D-erythro-sphingosine;Acetyl ceramide

C2 CERAMIDE Structural

What is C2 CERAMIDE?

Description

C2 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 properties

White Crystalline Solid

The Uses of C2 CERAMIDE

A 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

The Uses of C2 CERAMIDE

Inhibits cell proliferation and induces monocytic differentiation of HL-60 cells. Activates protein phosphatases

What are the applications of Application

C2 Ceramide is a ser/thr protein phosphatase activator and cell-permeable analog of naturally occurring ceramides.

Definition

ChEBI: N-acetylsphingosine is a N-acylsphingosine that has an acetamido group at position 2.

Biological Activity

A 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 Actions

Cell-permeable, biologically active ceramide. It induces differentiation and apoptosis in cells and has been shown to activate protein phosphatases.

storage

Desiccate at -20°C

References

1) 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]

Properties of C2 CERAMIDE

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
pka 13.50±0.20(Predicted)
color  white
Stability: Moisture Sensitive

Safety information for C2 CERAMIDE

Computed Descriptors for C2 CERAMIDE

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