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C12 NBD dihydro Ceramide | CAS 474943-05-0
| Catalog Number | A18-0061 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C36H63N5O6 |
| Molecular Weight | 661.92 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
C12 NBD dihydro Ceramide is a saturated, fluorescently labeled sphingolipid analog that replaces the natural double bond in the sphingosine backbone with full hydrogenation, enhancing rigidity and stability. The incorporation of a nitrobenzoxadiazole (NBD) fluorophore enables sensitive detection of lipid localization, diffusion, and enzymatic conversion in both live-cell and model membrane systems. This dihydro form exhibits altered packing behavior compared to unsaturated ceramides, allowing researchers to examine how saturation influences membrane fluidity and microdomain formation. C12 NBD dihydro Ceramide is especially useful in studying sphingolipid trafficking, phase transitions, and enzyme specificity in lipid metabolic pathways.
Chemical Information
Product Specification
Application
| Synonyms | C-12 NBD-dihydro-Ceramide; C12-NBD Sphinganine; N-[(1S,2R)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-dodecanamide; 6-[Fluorescein-5(6)-carboxamido]hexanoic acid N-hydroxysuccinimide ester |
| Purity | ≥98% |
| Shelf Life | 1 Year |
| IUPAC Name | N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-12-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]dodecanamide |
| Canonical SMILES | CCCCCCCCCCCCCCCC(C(CO)NC(=O)CCCCCCCCCCCNC1=CC=C(C2=NON=C12)[N+](=O)[O-])O |
| InChI | InChI=1S/C36H63N5O6/c1-2-3-4-5-6-7-8-9-10-12-15-18-21-24-33(43)31(29-42)38-34(44)25-22-19-16-13-11-14-17-20-23-28-37-30-26-27-32(41(45)46)36-35(30)39-47-40-36/h26-27,31,33,37,42-43H,2-25,28-29H2,1H3,(H,38,44)/t31-,33+/m0/s1 |
| InChIKey | STPDREBSVHTICB-CQTOTRCISA-N |
| Appearance | Powder |
| Storage | Store at -20°C |
C12 NBD dihydro Ceramide is a fluorescent lipid analog that is prominently used in diverse scientific studies. Here are some key applications of C12 NBD dihydro Ceramide:
Cellular Trafficking Studies: C12 NBD dihydro Ceramide is often used to study lipid transport and distribution within cells. Its fluorescence properties allow researchers to visualize and track the movement of ceramides and other sphingolipids across cellular membranes. This provides insights into cellular lipid dynamics and their roles in cell signaling and homeostasis.
Metabolic Research: This analog is instrumental in studies focusing on sphingolipid metabolism and its regulatory mechanisms. By incorporating C12 NBD dihydro Ceramide into cellular systems, researchers can observe its conversion into other sphingolipid species and measure enzyme activities. Understanding these metabolic pathways is crucial for elucidating the roles of sphingolipids in various diseases, such as cancer and metabolic disorders.
Apoptosis Studies: Scientists employ C12 NBD dihydro Ceramide to investigate ceramide’s role in cell apoptosis and programmed cell death. Its ability to mimic natural ceramides while being easily traceable due to its fluorescence makes it ideal for examining the pathways through which ceramides influence apoptosis. This information is vital for cancer research and the development of therapeutics targeting apoptotic pathways.
Membrane Dynamics: C12 NBD dihydro Ceramide is used to study membrane properties and dynamics due to its integration into lipid bilayers. Researchers can assess how ceramides affect membrane fluidity, structure, and interactions with proteins. This contributes to a better understanding of membrane-associated processes and their implications in health and disease.
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