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 Details
| Alternative Name: | N-Acetyl-D-erythro-sphingosine |
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| Formula: | C20H39NO3 |
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| MW: | 341.5 |
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| CAS: | 3102-57-6 |
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| Purity: | ≥98% (TLC) |
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| Appearance: | White solid. |
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| Solubility: | Soluble in 100% ethanol (>25mg/ml) or DMSO (>50mg/ml). |
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| Shipping: | Ambient Temperature |
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| Long Term Storage: | -20°C |
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| 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. |
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| 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. |
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| Regulatory Status: | RUO - Research Use Only |
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Product Literature References
Inactivation of potassium channels by ceramide in rat pancreatic β-cells: T.Q. Acosta, et al.; Arch. Biochem. Biophys.
735, 109520 (2023),
Abstract;
Acid sphingomyelinase promotes SGK1-dependent vascular calcification: T. Luong, et al.; Clin. Sci.
135, 515 (2021),
Abstract;
Full Text
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;
