A sphingolipid
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Ceramide Phosphoethanolamine (bovine)

Item No. 24453

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Synonyms
  • N-Acyl Ceramide Phosphoethanolamine (d18:1/acyl mixture)
  • CPE
  • N-acyl-D-erythro-Sphingosylphosphorylethanolamine
Molecular Formula
C43H87N2O6P (for tricosanoyl)
Formula Weight
759.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform:Methanol:Water (2:1:0.1): Soluble
SMILES
[R]C(N[C@@H](COP(OCC[NH3+])([O-])=O)[C@H](O)/C=C/CCCCCCCCCCCCC)=O
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    5 mg

    $283

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    Ceramide phosphoethanolamine (CPE) is an analog of sphingomyelin that contains ethanolamine rather than choline as the head group. It is the principal membrane phospholipid in invertebrates such as Drosophila, which lacks sphingomyelin.1 It is only produced in small amounts in mammalian cells, accounting for approximately 0.02 mol% of total phospholipids in mouse testis and brain.2 In Drosophila, CPE is biosynthesized by CPE synthase from ceramide and cytidine diphosphate-ethanolamine in the Golgi lumen. In mammals, it is biosynthesized by sphingomyelin synthase 2 (SMS2) in the plasma membrane and by sphingomyelin synthase-related protein (SMSr) in the endoplasmic reticulum (ER).1 In Drosophila, CPE has a role in glial ensheathment of axons.3 Disrupting CPE synthesis by depleting SMSr in vitro in mammalian cells leads to an accumulation of ER ceramides, which are then mislocalized to the mitochondria, inducing apoptosis.4 However, ceramide levels are not altered in transgenic mice lacking SMSr catalytic activity.2 This product contains ceramide phosphoethanolamine molecular species with primarily C23:0, C24:0, and C21:0 fatty acyl chains. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1327]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vacaru, A.M., van den Dikkenberg, J., Ternes, P., et al. Ceramide phosphoethanolamine biosynthesis in Drosophila is mediated by a unique ethanolamine phosphotransferase in the Golgi lumen. The Journal of Biological Chemisty 288(16), 11520-11530 (2013).

    2. Bickert, A., Ginkel, C., Kol, M., et al. Functional characterization of enzymes catalyzing ceramide phosphoethanolamine biosynthesis in mice. J. Lipid Res. 56(4), 821-835 (2015).

    3. Ghosh, A., Kling, T., Snaidero, N., et al. A global in vivo Drosophila RNAi screen identifies a key role of ceramide phosphoethanolamine for glial ensheathment of axons. PLos Genet. 9(12), e1003980 (2013).

    4. Tafesse, F.G., Vacaru, A.M., Bosma, E.F., et al. Sphingomyelin synthase-related protein SMSr is a suppressor of ceramide-induced mitochondrial apoptosis. J. Cell Sci. 127(Pt 2), 445-454 (2014).