5966-28-9

Usage

Uses

1. Used in Pharmaceutical Applications:
N-OLEOYL-D-SPHINGOSINE is used as a therapeutic agent for the treatment of various conditions, including insulin resistance and obesity. Its elevated levels in overweight and insulin-resistant subjects suggest its potential role in modulating these conditions.
2. Used in Cancer Research and Treatment:
N-OLEOYL-D-SPHINGOSINE is used as a biomarker for advanced ovarian cancer. The increased levels of this ceramide in the plasma and ovarian tissue of patients with advanced ovarian cancer indicate its potential use in diagnosing and monitoring the progression of the disease.
3. Used in Drug Delivery Systems:
Similar to gallotannin, N-OLEOYL-D-SPHINGOSINE can also be employed in the development of novel drug delivery systems to enhance its applications and efficacy against various diseases, including cancer. Organic and metallic nanoparticles can be used as carriers for N-OLEOYL-D-SPHINGOSINE delivery, aiming to improve its delivery, bioavailability, and therapeutic outcomes.

Upstream product

• 112-77-6 (Z)-9-octadecenoyl chloride 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 78739-32-9 1-O-Benzoyl-D-erythro-C₁₈-sphingosine hydrochloride 
• 78715-85-2 erythro-4-(1-hydroxy-2-hexadecenyl)-2-phenyl-Δ²-oxazoline 
• 17363-90-5 p-nitrophenyl oleate 
• 765-13-9 pentadec-1-yne 
• 78715-86-3 erythro-1-O-benzoylceramide 

Relevant academic research and scientific papers

The synthesis and biological characterization of a ceramide library

A facile synthesis of a combinatorial ceramide library and their activities in the NF-κB pathway and in apoptosis induction/prevention were demonstrated. A novel NF-κB activating molecule was discovered among ceramide containing β-galactose, and the structural requirements of ceramides for apoptosis induction was elucidated. Copyright

Useful Syntheses of erythro- and threo-N-Oleoyl-D-sphingosines (Ceramides) and Galactosylceramides (Cerebrosides) from L-Serine

The 4-(carbomethoxy)-2-phenyl-Δ2-oxazoline formed from L-serine provides the basis for a useful synthesis of ceramides and cerebrosides.The natural erythro configuration and its threo epimer are formed in equal amounts but are readily separated chromatographically, so that both epimers are available for experiments in which the properties of erythro and threo configurations are to be compared.The method produces the final cerebroside product on a scale of 100 mg or more.The optical purity of the product was shown to be close to 100percent.In addition to the threo epimer, other analogues of the natural cerebrosides with different chain le ngths and stereochemistries should be readily available by using the route developed.Such molecules are of interest to us for (13)C NMR and related studies of membrane organization.