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C12 NBD Sphingomyelin
| Catalog Number | A16-0043 |
| Category | Lipid Fluorescent Probes |
| Molecular Formula | C41H73N6O9P |
| Molecular Weight | 825.0 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
C12 NBD sphingomyelin is a sphingomyelin derivative that is tagged with a fluorescent group C12 nitrobenzoxadiazole (C12 NBD). Sphingomyelin naturally exists in mammalian cell membranes, especially membranes of the myelin sheath. C12 NBD sphingomyelin has been used to study the metabolism and transport of sphingomyelins.
Chemical Information
Product Specification
Application
Computed Properties
| Synonyms | N-dodecanoyl-NBD Sphingosylphosphorylcholine; (E)-3-hydroxy-2-(12-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)dodecanamido)octadec-4-en-1-yl (2-(trimethylammonio)ethyl) phosphate |
| Purity | ≥98% |
| IUPAC Name | [(E,2S,3R)-3-hydroxy-2-[12-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]dodecanoylamino]octadec-4-enyl] 2-(trimethylazaniumyl)ethyl phosphate |
| Canonical SMILES | CCCCCCCCCCCCCC=CC(C(COP(=O)([O-])OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCNC1=CC=C(C2=NON=C12)[N+](=O)[O-])O |
| InChI | InChI=1S/C41H73N6O9P/c1-5-6-7-8-9-10-11-12-13-15-18-21-24-27-38(48)36(34-55-57(52,53)54-33-32-47(2,3)4)43-39(49)28-25-22-19-16-14-17-20-23-26-31-42-35-29-30-37(46(50)51)41-40(35)44-56-45-41/h24,27,29-30,36,38,48H,5-23,25-26,28,31-34H2,1-4H3,(H2-,42,43,45,49,52,53)/b27-24+/t36-,38+/m0/s1 |
| InChIKey | FCQMKLRMKNYONQ-YPGNEAGUSA-N |
| Appearance | Solid Powder |
| Storage | Store at -20°C |
C12 NBD Sphingomyelin, a fluorescent lipid analog, plays a crucial role in the exploration of membrane dynamics and lipid metabolism. Here are four key applications of C12 NBD Sphingomyelin:
Membrane Dynamics Study: Widely utilized in membrane research, C12 NBD Sphingomyelin’s fluorescent nature allows scientists to delve into the intricate organization and dynamics of membranes. By using this compound, researchers can visualize and track the movement of lipids within cellular membranes, shedding light on crucial aspects like membrane fluidity and compartmentalization. This application aids in unveiling the significant role of lipids in cellular processes, such as vesicle trafficking and membrane fusion, through a detailed exploration of lipid behavior.
Lipid Metabolism Research: In the realm of lipid metabolism, C12 NBD Sphingomyelin emerges as a valuable tool for probing the metabolic pathways of sphingolipids. By incorporating this fluorescent analog, researchers can effectively trace and quantify the turnover and breakdown of sphingomyelin within cells. This methodological approach facilitates a deeper understanding of the complex interactions and regulatory mechanisms governing lipid homeostasis and its implications in various diseases.
Drug Delivery Systems: Excitingly, C12 NBD Sphingomyelin plays a pivotal role in the advancement of lipid-based drug delivery systems. Leveraging its fluorescent properties, researchers can meticulously monitor the stability and release kinetics of sphingomyelin-containing liposomes, which serve as carriers for therapeutic agents. This innovative technique allows for the fine-tuning of drug delivery strategies, enhancing targeting precision and overall efficiency in delivering therapeutic payloads.
Protein-Lipid Interactions: Delving into the intricate world of cellular functions, C12 NBD Sphingomyelin serves as a key player in studying protein-lipid interactions. Through the incorporation of this compound into lipid membranes, researchers can explore how proteins interact with and modulate membrane lipid compositions. This approach yields invaluable insights into the mechanisms underpinning protein functions associated with membranes and signaling pathways. Through a nuanced examination of protein-lipid dynamics, researchers can deepen their comprehension of cellular processes and signaling cascades, opening new avenues for exploration and discovery.
| XLogP3 | 10 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 35 |
| Exact Mass | 824.51766493 g/mol |
| Monoisotopic Mass | 824.51766493 g/mol |
| Topological Polar Surface Area | 205Ų |
| Heavy Atom Count | 57 |
| Formal Charge | 0 |
| Complexity | 1130 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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