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C2 Ceramide

Cell-permeable ceramide analog
 
BML-SL100-0005 5 mg 67.00 USD
 
BML-SL100-0025 25 mg 253.00 USD
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Replaces Prod. #: ALX-306-024

N-Acetylsphingosine is a biologically active, cell-permeable ceramide analog. It inhibits cell proliferation and induces monocytic differentiation of HL-60 cells and induces apoptosis. It stimulates protein phosphatase 2A4, activates MAP kinase and SAP kinase and induces PKCδ and ε translocation. Physiological levels of C2 ceramide, produced by the action of a PAF:sphingosine CoA-independent transacetylase, have been detected in HL-60 cells.

Product Specification

Alternative Name:N-Acetyl-D-erythro-sphingosine
 
Formula:C20H39NO3
 
MW:341.5
 
CAS:3102-57-6
 
Purity:≥98% (TLC)
 
Appearance:White solid.
 
Solubility:Soluble in 100% ethanol (>25mg/ml) or DMSO (>50mg/ml).
 
Shipping:Ambient
 
Long Term Storage:-20°C
 
Use/Stability:Stable for at least 1 year after receipt when stored, as supplied, at -20°C. Stock solutions are stable for up to 3 months at -20°C.
 
Technical Info/Product Notes:C2 ceramide may precipitate from aqueous media, particularly those lacking serum or serum albumin, at concentrations ~20µM or higher. To avoid this problem, a 1:1 complex of C2 Ceramide with BSA may be prepared as follows: Dissolve C2 ceramide to 200mM (68.3mg/ml) in anhydrous DMSO. Dissolve fatty acid-free BSA in water to 66mg/ml (1mM). Dilute the ceramide/DMSO stock 200-fold into the BSA solution, with constant stirring. A precipitate will form at first, but will dissolve after ~30 minutes of stirring at room temperature. Alternatively, a solution of C2 Ceramide/BSA may be prepared directly, without making a DMSO stock: 1) prepare a 20% w/v stock of BSA in water (3mM); 2) use the BSA stock to dissolve the solid C2 Ceramide at 1.02mg/ml (3mM). Complete dissolution of the ceramide may require more than 1 hour of stirring at room temperature.
 
Regulatory Status:RUO - Research Use Only
 
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Product Literature References

Exogenous C2 Ceramide Suppresses Matrix Metalloproteinase Gene Expression by Inhibiting ROS Production and MAPK Signaling Pathways in PMA-Stimulated Human Astroglioma Cells: J. S. Jung, et al.; Int. J. Mol. Sci. 17, e477 (2016), Application(s): Cell culture, Abstract; Full Text
Short-chain C2 ceramide induces heme oxygenase-1 expression by upregulating AMPK and MAPK signaling pathways in rat primary astrocytes: J.S. Jung, et al.; Neurochem. Int. 94, 9 (2016), Application(s): Cell culture, Abstract;
The TrkA receptor mediates experimental thermal hyperalgesia produced by nerve growth factor: Modulation by the p75 neurotrophin receptor: A. Khodorova, et al.; Neuroscience 340, 384 (2016), Abstract;
Age-dependent changes in the sphingolipid composition of mouse CD4+ T cell membranes and immune synapses implicate glucosylceramides in age-related T cell dysfunction: A. Molano, et al.; PLoS One 7, e47650 (2012), Abstract; Full Text
Ceramide-mediated biology. Determination of structural and stereospecific requirements through the use of N-acyl-phenylaminoalcohol analogs: A. Bielawska, et al.; J. Biol. Chem. 267, 18493 (1992), Abstract;

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