C6 NBD Lactosylceramide | 474943-04-9
Catalog Number | A16-0052 |
Category | Lipid Fluorescent Probes |
Molecular Formula | C42H69N5O16 |
Molecular Weight | 900.02 |
Catalog Number | Size | Price | Quantity |
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A16-0052 | -- | $-- |
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Product Introduction
C6 NBD Lactosylceramide is a lactosylceramides derivative that is tagged with a fluorescent group C-6 nitrobenzoxadiazole (C-6 NBD). C6 NBD Lactosylceramide has been used to study the effects of P-glycoprotein inhibition in lactosylceramide metabolism-based therapeutics for the treatment of cancer.
Chemical Information |
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Synonyms | N-[6-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]hexanoyl]-D-lactosyl-β1-1'-sphingosine; C6 NBD Lactosylceramide (d18:1/6:0); N-[(1S,2R,3E)-1-[[(4-O-β-D-galactopyranosyl-β-D-glucopyranosyl)oxy]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)-1-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxyoctadec-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)OC2C(C(C(C(O2)CO)O)O)O)O)O)NC(=O)CCCCCNC3=CC=C(C4=NON=C34)[N+](=O)[O-])O |
InChI | InChI=1S/C42H69N5O16/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-29(50)27(44-32(51)19-16-14-17-22-43-26-20-21-28(47(57)58)34-33(26)45-63-46-34)25-59-41-39(56)37(54)40(31(24-49)61-41)62-42-38(55)36(53)35(52)30(23-48)60-42/h15,18,20-21,27,29-31,35-43,48-50,52-56H,2-14,16-17,19,22-25H2,1H3,(H,44,51)/b18-15+/t27-,29+,30+,31+,35-,36-,37+,38+,39+,40+,41+,42-/m0/s1 |
InChI Key | YITXFMQKMNZYOB-PVXRLSOKSA-N |
Appearance | Solid Powder |
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- Application
Storage | Store at -20°C |
C6 NBD Lactosylceramide is a derivative of lactosylceramide, a type of glycosphingolipid that forms part of the cellular membrane and plays a significant role in cell signaling and interaction. By tagging lactosylceramide with a fluorescent group known as C-6 nitrobenzoxadiazole (C-6 NBD), researchers are able to visually track and study the dynamics of lactosylceramide within cells. This fluorescent labeling enhances the visualization of lactosylceramide’s distribution and movement inside biological systems, providing advanced insights into its biological functions. The incorporation of the fluorescent group allows for the real-time assessment of lactosylceramide metabolism and facilitates the exploration of its roles in various cellular processes.
One of the primary applications of C6 NBD Lactosylceramide is in the study of P-glycoprotein (P-gp) inhibition and its effects on cancer treatment. P-glycoprotein is a protein that plays a crucial role in drug resistance by pumping certain drugs out of cells, thereby diminishing their efficacy. Researchers utilize C6 NBD Lactosylceramide to understand how inhibiting P-gp can enhance the therapeutic effects of lactosylceramide metabolism-based treatments. By observing how C6 NBD Lactosylceramide interacts with P-gp, scientists can develop targeted therapies that improve drug retention in cancer cells, potentially leading to more effective treatments.
C6 NBD Lactosylceramide also plays a vital role in the study of intracellular trafficking and lipid metabolism. Its fluorescent properties make it an excellent tool for tracing the pathways and mechanisms through which lactosylceramides are metabolized and transported within cells. This application is particularly important for understanding various metabolic disorders and diseases where lipid metabolism is disrupted. By illuminating these pathways, C6 NBD Lactosylceramide assists in identifying target areas for intervention and therapeutic development.
Furthermore, this compound is used in the research of cell membrane dynamics and glycosphingolipid-mediated signal transduction. As components of the cell membrane, glycosphingolipids, including lactosylceramides, play a critical role in cell-to-cell communication and signaling. C6 NBD Lactosylceramide allows researchers to study how changes in these components affect cellular signaling pathways. This is particularly pertinent in understanding diseases where signal transduction is impaired, such as cancer and neurodegenerative disorders. By providing a clearer picture of these processes, C6 NBD Lactosylceramide contributes to the development of strategies to modulate these pathways in a therapeutic context.
Applications of Fluorescent Probes & Dyes
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