
C5-Indocyanine
| Catalog Number | F02-0037 |
| Category | Other Cyanine |
| Molecular Formula | C29H35N2.I |
| Molecular Weight | 538.52 |
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Product Introduction
C5-Indocyanine is a fluorescent molecule widely used in biomedicine. It is commonly employed as a contrast agent for near-infrared imaging, aiding in the detection and visualization of tumors, vascular structures, and lymph nodes. With its exceptional sensitivity and minimal toxicity, C5-Indocyanine has proven effective in diagnosing and monitoring various diseases, including cancer and cardiovascular disorders.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Indodicarbocyanine (C5)dye; C5_DI (C5-di-indolenine); (2Z)-1-ethyl-2-[(2E,4Z)-5-(1-ethyl-3,3-dimethylindol-1-ium-2-yl)penta-2,4-dienylidene]-3,3-dimethylindole;iodide; 1-ethyl-2-[5-(1-ethyl-3,3-dimethyl-1,3-dihydro-2H-indol-2-ylidene)penta-1,3-dien-1-yl]-3,3-dimethyl-3H-indolium iodide |
| IUPAC Name | (2Z)-1-ethyl-2-[(2E,4Z)-5-(1-ethyl-3,3-dimethylindol-1-ium-2-yl)penta-2,4-dienylidene]-3,3-dimethylindole;iodide |
| SMILES | CCN1C2=CC=CC=C2C(C1=CC=CC=CC3=[N+](C4=CC=CC=C4C3(C)C)CC)(C)C.[I-] |
| InChI | InChI=1S/C29H35N2.HI/c1-7-30-24-18-14-12-16-22(24)28(3,4)26(30)20-10-9-11-21-27-29(5,6)23-17-13-15-19-25(23)31(27)8-2;/h9-21H,7-8H2,1-6H3;1H/q+1;/p-1 |
| InChIKey | IWHSKYHCPUDDMY-UHFFFAOYSA-M |
Product Specification
| Excitation | 638 |
| Emission | 657 |
| Storage | 24 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. |
Application
C5-Indocyanine is a cyanine-family near-infrared (NIR) fluorescent dye designed for optical tracing and fluorescence imaging workflows where reduced background and deeper tissue penetration are advantageous. Its extended conjugation provides NIR emission that is commonly leveraged in fluorescence-based imaging systems, including microscopy setups and NIR-capable imaging instruments. The dye's hydrophobic, membrane-affinitive character also supports labeling strategies for biomolecule conjugates and polymer or material surfaces when incorporated into appropriate formulations.
1. NIR Fluorescence Imaging
C5-Indocyanine is used as an NIR fluorescent imaging reagent in optical imaging experiments that benefit from emission in the near-infrared window. Researchers employ it for whole-sample fluorescence visualization, fluorescence-guided localization, and comparative imaging readouts in instrument platforms equipped with NIR excitation/emission optics. In molecular imaging workflows, the dye is often incorporated into imaging conjugates or retained within labeled constructs to track distribution and co-localization with other fluorescent channels.
2. Membrane And Surface Labeling
C5-Indocyanine is frequently applied for staining and labeling of lipid-associated materials and membrane-like environments due to its cyanine dye character and strong affinity for hydrophobic domains. In materials science and chemical biology, it is used to label polymers, hydrogels, and membrane-mimetic assemblies to visualize surface coverage, partitioning, and distribution patterns under fluorescence microscopy or NIR imaging systems. This makes it a practical choice for developing fluorescent materials where the staining needs to remain associated with hydrophobic phases rather than remain fully water-soluble.
3. Fluorescent Conjugate Tracing
C5-Indocyanine is used as a fluorescent tag for constructing NIR-labeled conjugates that support tracing of biomolecular carriers, nanoparticles, and engineered delivery vehicles in fluorescence imaging studies. Lab teams in chemical biology and analytical research commonly integrate the dye into conjugation workflows to create fluorescent tracking reagents for studying transport, mixing, and localization within experimental systems that can be monitored by NIR fluorescence detection. The dye's NIR emission is particularly useful when multiplexing with visible fluorophores to reduce spectral overlap and simplify channel separation.
4. NIR Bioassay Signal Readouts
C5-Indocyanine is applied as a fluorescence reporter in assay development where NIR readout is preferred for optical monitoring. Researchers use it in plate-based or cuvette-based fluorescence measurements to follow binding, uptake, or retention phenomena in model systems, provided the assay design supports excitation and detection in the dye's NIR range. This positioning is common in method development for fluorescence quantification, where a stable NIR reporter enables consistent signal tracking across experimental time points.
Computed Properties
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 5 |
| Exact Mass | 538.18450 g/mol |
| Monoisotopic Mass | 538.18450 g/mol |
| Topological Polar Surface Area | 6.2Ų |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Complexity | 717 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 3 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 2 |
| Compound Is Canonicalized | Yes |
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