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C6 NBD Galactosylceramide | CAS 170212-26-7
| Catalog Number | A16-0050 |
| Category | Lipid Fluorescent Probes |
| Molecular Formula | C36H59N5O11 |
| Molecular Weight | 737.9 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
C6 NBD Galactosylceramide is a fluorescently labeled galactosphingolipid that merges a β-linked galactose headgroup with an NBD-tagged ceramide backbone, offering both biochemical functionality and optical traceability. The short acyl chain increases mobility within lipid assemblies, making it ideal for real-time observation of glycolipid sorting, domain formation, and enzyme-mediated transformation. This compound provides a versatile platform for analyzing carbohydrate-dependent interactions in membranes and for studying galactolipid metabolism with spatial and temporal precision. C6 NBD Galactosylceramide bridges carbohydrate biochemistry and lipid imaging, illuminating how galactolipids organize and move within complex membrane systems.
Chemical Information
Product Specification
Application
| Synonyms | N-hexanoyl-NBD-Galactosylceramide; N-[(1S,2R,3E)-1-[(β-D-galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-hexanamide |
| Purity | ≥98% |
| Shelf Life | 1 Year |
| 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]-6-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanamide |
| Canonical SMILES | CCCCCCCCCCCCCC=CC(C(COC1C(C(C(C(O1)CO)O)O)O)NC(=O)CCCCCNC2=CC=C(C3=NON=C23)[N+](=O)[O-] |
| InChI | InChI=1S/C36H59N5O11/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-28(43)26(24-50-36-35(47)34(46)33(45)29(23-42)51-36)38-30(44)19-16-14-17-22-37-25-20-21-27(41(48)49)32-31(25)39-52-40-32/h15,18,20-21,26,28-29,33-37,42-43,45-47H,2-14,16-17,19,22-24H2,1H3,(H,38,44)/b18-15+/t26-,28+,29+,33-,34-,35+,36+/m0/s1 |
| InChIKey | ZYEQNDHFYIPTAY-LFUFHFQKSA-N |
| Density | 1.27±0.1 g/cm3(Predicted) |
| Appearance | Solid Powder |
| Storage | Store at -20°C |
C6 NBD Galactosylceramide, a fluorescent analog of natural galactosylceramide, finds wide application in cellular and biochemical research. Here are four key applications of C6 NBD Galactosylceramide intricately:
Lipid Trafficking Studies: Within the realm of cellular biology, C6 NBD Galactosylceramide serves as a valuable tool for delving into the intricate pathways of lipid trafficking and distribution within cells. By integrating this fluorescent lipid into cellular membranes, researchers can visually track its movement using advanced fluorescence microscopy techniques. This approach offers a window into the dynamic landscape of lipid metabolism and the ever-evolving composition of cellular membranes.
Glycosphingolipid Metabolism: Acting as a versatile probe, C6 NBD Galactosylceramide facilitates the exploration of glycosphingolipid metabolism pathways. Researchers leverage its unique properties to assess enzyme activities, such as galactosyltransferases, or to monitor the conversion into diverse sphingolipid species. This knowledge is paramount in unraveling the intricate mechanisms underlying diseases associated with sphingolipid imbalances.
Chemical Biology: In the domain of chemical biology, C6 NBD Galactosylceramide plays a pivotal role in elucidating the interactions between glycosphingolipids and proteins or other biomolecules. Its fluorescence allows for precise quantitative and qualitative analysis of binding events using sophisticated techniques like fluorescence resonance energy transfer (FRET). Such intricate studies deepen our comprehension of membrane protein functionality and the delicate dance of lipid-protein interactions.
Drug Delivery Research: Expanding horizons in drug delivery research, C6 NBD Galactosylceramide emerges as a vital component in formulating nanoparticles or liposomal systems. By incorporating these systems with fluorescent lipids, researchers can meticulously monitor their in vivo or in vitro distribution and uptake. This approach is integral in refining drug delivery strategies and gaining insights into the critical role of lipid components in enhancing therapeutic efficacy.
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