Date published: 2026-2-2

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N-Stearoyldihydro-D-erythro-Sphingosine (CAS 2304-80-5)

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Alternate Names:
N-Stearoylsphinganine; C18 Dihydroceramide; Octadecanoylsphinganine
Application:
N-Stearoyldihydro-D-erythro-Sphingosine is a member of the ceramide family
CAS Number:
2304-80-5
Molecular Weight:
567.97
Molecular Formula:
C36H73NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-Stearoyldihydro-D-erythro-Sphingosine is a synthetic derivative of naturally occurring sphingosine, a key component of sphingolipids that are vital for the structural and functional integrity of cell membranes. This chemical modification introduces a stearoyl fatty acid chain to dihydro-sphingosine, which lacks the double bond present in the sphingosine backbone, thereby altering its physical properties and interactions within lipid environments. This alteration significantly impacts the biophysical behavior of the lipid, particularly in terms of membrane fluidity and the formation of lipid rafts—microdomains critical for cellular signaling and protein sorting. In research, N-Stearoyldihydro-D-erythro-Sphingosine is utilized to investigate these sphingolipid-mediated membrane dynamics. It serves as a critical tool in exploring how modifications in sphingolipid structure affect their biophysical properties and, consequently, their role in cellular processes such as apoptosis, signal transduction, and cellular communication. By integrating into the lipid bilayer, it helps explain the role of sphingolipids in maintaining membrane stability and integrity, offering insights into the fundamental mechanisms that govern cell behavior and intercellular interactions. Through these studies, the compound aids in advancing our understanding of membrane lipids in cellular function and the complex interplay of lipid components in cellular organization.


N-Stearoyldihydro-D-erythro-Sphingosine (CAS 2304-80-5) References

  1. Purification, characterization, molecular cloning, and subcellular distribution of neutral ceramidase of rat kidney.  |  Mitsutake, S., et al. 2001. J Biol Chem. 276: 26249-59. PMID: 11328816
  2. A neutral ceramidase homologue from Dictyostelium discoideum exhibits an acidic pH optimum.  |  Monjusho, H., et al. 2003. Biochem J. 376: 473-9. PMID: 12943537
  3. Use of D-erythro-sphingosine as a pharmacological inhibitor of protein kinase C in human platelets.  |  Khan, WA., et al. 1991. Biochem J. 278 (Pt 2): 387-92. PMID: 1898331
  4. Purification and characterization of a novel ceramidase from Pseudomonas aeruginosa.  |  Okino, N., et al. 1998. J Biol Chem. 273: 14368-73. PMID: 9603946

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-Stearoyldihydro-D-erythro-Sphingosine, 5 mg

sc-205937
5 mg
$650.00