1,1'-Dihexadecyl-3,3,3',3'-tetramethylindoCarboCyanine perchlorate | 84109-11-5
Catalog Number | A16-0181 |
Category | Cell membrane Fluorescent Probes |
Molecular Formula | C55H89ClN2O4 |
Molecular Weight | 877.76 |
Catalog Number | Size | Price | Quantity |
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A16-0181 | -- | $-- |
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Product Introduction
DiIC16(3) perchlorate is a lipophilic carbocyanine dye used primarily for optical recordings of membrane voltage and studies of membrane fluidity.
Chemical Information |
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Synonyms | DiIC16(3) perchlorate;3H-INDOLIUM, 1-HEXADECYL-2-[3-(1-HEXADECYL-1,3-DIHYDRO-3,3-DIMETHYL-2H-INDOL-2-YLIDENE)-1-PROPENYL]-3,3-DIMETHYL-, PERCHLORATE; 1-HEXADECYL-2-[(E)-3-(1-HEXADECYL-3,3-DIMETHYL-1,3-DIHYDRO-2H-INDOL-2-YLIDENE)-1-PROPENYL]-3,3-DIMETHYL-3H-INDOLIUM PERCHLORATE |
Purity | 95% |
IUPAC Name | (2Z)-1-hexadecyl-2-[(E)-3-(1-hexadecyl-3,3-dimethylindol-1-ium-2-yl)prop-2-enylidene]-3,3-dimethylindole;perchlorate |
Canonical SMILES | CCCCCCCCCCCCCCCCN1C2=CC=CC=C2C(C1=CC=CC3=[N+](C4=CC=CC=C4C3(C)C)CCCCCCCCCCCCCCCC)(C)C.[O-]Cl(=O)(=O)=O |
InChI | InChI=1S/C55H89N2.ClHO4/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-37-46-56-50-42-35-33-40-48(50)54(3,4)52(56)44-39-45-53-55(5,6)49-41-34-36-43-51(49)57(53)47-38-32-30-28-26-24-22-20-18-16-14-12-10-8-2;2-1(3,4)5/h33-36,39-45H,7-32,37-38,46-47H2,1-6H3;(H,2,3,4,5)/q+1;/p-1 |
InChI Key | HBTWOEFPWHHORE-UHFFFAOYSA-M |
- Application
1,1’-Dihexadecyl-3,3,3’,3’-tetramethylindoCarboCyanine perchlorate, commonly known as DiI, is a lipophilic fluorescent dye frequently utilized in the field of biological research. Its chemical structure allows it to integrate effectively into lipid bilayers, making it an ideal marker for studying cell membranes and neuronal networks. DiI is part of the carbocyanine family, which is recognized for its vibrant fluorescence and stability under various conditions. With an affinity for lipid environments, DiI can diffuse laterally across membranes without crossing into aqueous compartments, providing a clear and vivid delineation of cell structures within complex tissues.
One of the primary applications of 1,1’-Dihexadecyl-3,3,3’,3’-tetramethylindoCarboCyanine perchlorate is in the tracking and mapping of neuronal pathways. Given its lipophilic nature, DiI can be embedded in neuronal membranes, allowing researchers to trace neural projections and connections with remarkable precision. Its ability to remain fluorescent over extended periods enables comprehensive studies of neuronal growth, interaction, and significant changes that occur over developmental stages or in response to stimuli. The dye’s longevity and minimal interference with cellular function make it a reliable tool in the field of neuroscience, contributing to our understanding of neuroanatomy and neurobiology.
Another significant application is the visualization of cellular organization within fixed tissues. DiI’s incorporation into lipid membranes allows for clear imaging of cellular architecture, which is invaluable in histological studies. By labeling cells with DiI, researchers can create detailed maps of cell distribution and interaction in tissues such as brain slices, tumors, or cultured cell layers. This application is especially useful in research focusing on the spatial arrangement of cells, aiding in the identification of structural anomalies or the observation of therapeutic effects at a cellular level.
DiI is also extensively used in membrane fusion and vesicle trafficking studies. The dye’s affinity for lipid membranes enables researchers to monitor the dynamics of vesicle formation, movement, and fusion processes. This is particularly applicable in studies involving endocytosis and exocytosis, where DiI can provide real-time visualization of vesicular activities within living cells. Understanding these processes is crucial in cellular biology as they are fundamental to cellular communication, nutrient uptake, and waste removal. DiI offers a non-invasive method to visualize these processes, helping elucidate the mechanisms behind cellular transport systems.
Lastly, DiI serves as an effective tool in biotechnological applications involving drug delivery systems. Its ability to incorporate into lipid-based delivery mechanisms, such as liposomes or micelles, allows researchers to assess the delivery and distribution of therapeutic agents within biological systems. By labeling delivery vehicles with DiI, scientists can trace their journey through the body, evaluate their targeting efficiency, and optimize designs for better clinical outcomes. This application not only enhances our understanding of drug distribution but also assists in the development of more effective and targeted therapies.
Applications of Fluorescent Probes & Dyes
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