D-erythro C8 Ceramide-1-phosphate, analog of endogenous ceramide-1-phosphate (ab141749)

Overview

  • Product name

    D-erythro C8 Ceramide-1-phosphate, analog of endogenous ceramide-1-phosphate
  • Description

    Cell-permeable analog of endogenous ceramide-1-phosphate
  • Biological description

    Cell-permeable analog of endogenous ceramide-1-phosphate, a putative second messenger of sphingomyelin metabolism. Stimulates DNA synthesis and cell division in fibroblasts. Negative regulator of TNF-α production. Promotes Ca2+ entry through VGCCs in pituitary cells.
  • Purity

    > 98%
  • General notes

    Appperance: white to off-white solid or thin film

  • CAS Number

    158983-53-0
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    [3-Hydroxy-2-(octanoylamino)octadec-4-enyl] dihydrogen phosphate
  • Molecular weight

    505.70
  • Molecular formula

    C26H52NO6P
  • PubChem identifier

    4465356
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO to 25 mM and in ethanol to 25 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CCCCCCCCCCCCCC=CC(C(COP(=O)(O)O)NC(=O)CCCCCCC)O
  • Source

    Synthetic

  • Research areas

References

This product has been referenced in:

  • Józefowski S  et al. Ceramide and ceramide 1-phosphate are negative regulators of TNF-a production induced by lipopolysaccharide. J Immunol 185:6960-73 (2010). Read more (PubMed: 21041721) »
  • Törnquist K  et al. Ceramide 1-phosphate enhances calcium entry through voltage-operated calcium channels by a protein kinase C-dependent mechanism in GH4C1 rat pituitary cells. Biochem J 380:661-8 (2004). Read more (PubMed: 15018614) »
  • Gomez-Muñoz A  et al. Short-chain ceramide-1-phosphates are novel stimulators of DNA synthesis and cell division: antagonism by cell-permeable ceramides. Mol Pharmacol 47:833-9 (1995). Read more (PubMed: 7746276) »

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Please note: All products are "FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC PROCEDURES, NOT FOR USE IN HUMANS"
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