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C6 NBD L-threo-dihydroceramide | CAS 114301-95-0
| Catalog Number | A16-0039 |
| Category | Lipid Fluorescent Probes |
| Molecular Formula | C30H51N5O6 |
| Molecular Weight | 577.8 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Fluorescent lipid probe used to assess the effects of saturation and stereochemistry in ceramide metabolism. Ideal for fluorescence-based lipidomics.
Chemical Information
Product Specification
Application
| Synonyms | N-hexanoyl-NBD L-threo-Dihydrosphingosine; N-(1,3R-dihydroxyoctadecan-2R-yl)-6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)hexanamide |
| Purity | ≥98% |
| Canonical SMILES | CCCCCCCCCCCCCCCC(C(CO)NC(=O)CCCCCNC1=CC=C(C2=NON=C12)[N+](=O)[O-])O |
| InChI | InChI=1S/C30H51N5O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-27(37)25(23-36)32-28(38)19-16-14-17-22-31-24-20-21-26(35(39)40)30-29(24)33-41-34-30/h20-21,25,27,31,36-37H,2-19,22-23H2,1H3,(H,32,38) |
| InChIKey | GEZLBJRDZRUTOE-UHFFFAOYSA-N |
| Appearance | Solid Powder |
| Storage | Store at -20°C |
C6 NBD L-threo-dihydroceramide is a synthetic analog of naturally occurring dihydroceramides, which are important sphingolipids found in cell membranes. Ceramides are involved in a range of cellular functions including the regulation of cell growth, apoptosis, and differentiation. The C6 NBD analog is often used in research to study these processes due to its fluorescent labeling, which allows it to be easily tracked within biological systems. Its NBD (nitrobenzoxadiazole) moiety enables researchers to trace ceramide metabolism and transport within cells, providing valuable insights into sphingolipid biology and its implications in diseases.
One of the key applications of C6 NBD L-threo-dihydroceramide is in the study of cellular apoptosis. Ceramides are known to be mediators of programmed cell death, and by using the fluorescently labeled C6 NBD analog, researchers can visualize and quantify the internalization of ceramides and their role in apoptosis. This has significant implications for cancer research, where the manipulation of apoptosis pathways can lead to potential therapeutic strategies. The ability to track ceramide distribution provides crucial data in understanding how cells respond to apoptotic stimuli.
Another crucial application of C6 NBD L-threo-dihydroceramide is in lipidomics, the large-scale study of pathways and networks of cellular lipids in biological systems. The fluorescent properties of this analog make it an excellent tool for high-throughput screening methods to study the lipid composition of membranes and the dynamics of lipid-dependent signaling pathways. This is particularly relevant in conditions like diabetes and obesity, where lipid metabolism can be severely affected.
C6 NBD L-threo-dihydroceramide is also frequently used in neurobiological research. The role of ceramides in brain function and dysfunction is an active area of investigation, as alterations in lipid signaling pathways are linked to neurodegenerative diseases such as Alzheimer’s and Parkinson’s. By applying this analog, scientists can gain insights into how lipid dysregulation contributes to these conditions and explore potential therapeutic avenues.
Finally, this analog is instrumental in drug delivery research. The study of how lipids interact with drug molecules to affect their transport and absorption in cells is critical for developing new pharmaceuticals. C6 NBD L-threo-dihydroceramide can be used to investigate the liposomal delivery systems, exploring how ceramide-based vectors can enhance drug solubility and target-specific delivery. This is a burgeoning area of research with the potential to revolutionize treatment options for various medical conditions.
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