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C12 NBD Galactosylceramide | 474942-98-8
| Catalog Number | A16-0049 |
| Category | Lipid Fluorescent Probes |
| Molecular Formula | C42H71N5O11 |
| Molecular Weight | 822.0 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A16-0049 | -- | $-- |
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Product Introduction
C12 NBD galactosylceramide is a galactosylceramide derivative that is tagged with a fluorescent group C12 nitrobenzoxadiazole (C12 NBD). Galactocerebrosides are the major glycosphingolipids existing in the CNS. C12 NBD galactosylceramide has been used as an internal standard to detect products of C12 NBD ceramide glycosylation.
Chemical Information |
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|---|---|
| Synonyms | N-Dodecanoyl-NBD-galactosylceramide; N-[(1S,2R,3E)-1-[(β-D-galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-dodecanamide |
| Purity | ≥98% |
| IUPAC Name | N-[(E,2S,3R)-3-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-4-en-2-yl]-12-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]dodecanamide |
| Canonical SMILES | CCCCCCCCCCCCCC=CC(C(COC1C(C(C(C(O1)CO)O)O)O)NC(=O)CCCCCCCCCCCNC2=CC=C(C3=NON=C23)[N+](=O)[O-])O |
| InChI | InChI=1S/C42H71N5O11/c1-2-3-4-5-6-7-8-9-10-12-15-18-21-24-34(49)32(30-56-42-41(53)40(52)39(51)35(29-48)57-42)44-36(50)25-22-19-16-13-11-14-17-20-23-28-43-31-26-27-33(47(54)55)38-37(31)45-58-46-38/h21,24,26-27,32,34-35,39-43,48-49,51-53H,2-20,22-23,25,28-30H2,1H3,(H,44,50)/b24-21+/t32-,34+,35+,39-,40-,41+,42+/m0/s1 |
| InChI Key | OCDSLZRKFZYMMN-VKVPAIOESA-N |
| Appearance | Solid Powder |
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- Application
| Storage | Store at -20°C |
C12 NBD Galactosylceramide, a fluorescent lipid analog, plays a pivotal role in diverse research domains focused on studying cellular and molecular processes. Here are four key applications of C12 NBD Galactosylceramide:
Lipid Trafficking Studies: Delving into the intricacies of lipid trafficking and metabolism within cells, C12 NBD Galactosylceramide emerges as a valuable tool. Its fluorescent nature enables researchers to meticulously track the intricate movements and distribution patterns of lipids in live-cell imaging endeavors. This facilitates a deeper comprehension of cellular transport mechanisms and underscores the pivotal role of lipids in maintaining cellular health and equilibrium.
Membrane Dynamics Research: Unraveling the mysteries of cellular membranes, C12 NBD Galactosylceramide assumes a crucial role in exploring membrane structure and dynamics. Infusing cell membranes with this compound empowers scientists to scrutinize membrane fluidity, domain organization, and intricate interactions with proteins. Such insights are essential for deciphering the complexities of cell signaling cascades and shedding light on membrane-related pathologies that impact human health.
Glycosphingolipid Metabolism: Serving as a potent simulator of glycosphingolipid metabolism, C12 NBD Galactosylceramide aids researchers in dissecting enzymatic pathways that govern glycosphingolipid processing in model systems. Through this analog, scientists can unravel aberrations in metabolic processes associated with conditions like Gaucher’s disease and Fabry disease. This, in turn, propels the development of innovative therapeutic interventions aimed at combating these debilitating disorders.
Drug Delivery Research: Within the realm of drug delivery, C12 NBD Galactosylceramide emerges as a cornerstone for investigating the interaction dynamics of lipid-based carriers with cellular membranes. Its fluorescent labeling provides a visual roadmap for tracking how lipid nanoparticles or vesicles navigate through cellular barriers to deliver therapeutic payloads. This application stands as a pivotal frontier in refining drug delivery systems, enhancing their efficacy, and ensuring optimal safety profiles for targeted therapeutic interventions.
Computed Properties | |
|---|---|
| XLogP3 | 9 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 32 |
| Exact Mass | 821.51500810 g/mol |
| Monoisotopic Mass | 821.51500810 g/mol |
| Topological Polar Surface Area | 246Ų |
| Heavy Atom Count | 58 |
| Formal Charge | 0 |
| Complexity | 1120 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 7 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Applications of Fluorescent Probes & Dyes
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