
3-Ethynyl perylene | CAS 132196-66-8
| Catalog Number | R02-0002 |
| Category | Alkynes |
| Molecular Formula | C22H12 |
| Molecular Weight | 276.33 |
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Product Introduction
Perylene is PAH (polycyclic aromatic hydrocarbon) containing five fused rings. Planarity of this molecule gives rise to its ruggedness, low solubility of its derivatives, as well as its outstanding fluorescence. Perylene possesses intense green fluorescence, great photostability, and quantum yield approaching unity. This makes this PAH one of the most promising blocks for the design of new molecular probes, functional materials, and molecular devices.
Chemical Information
Product Specification
Application
Chemical Information
| Purity | NMR 1H (95%) and 13C, TLC |
| Solubility | good in chlorinated organic solvents (DCM, chloroform), moderate in DMF, low in alcohols |
| Appearance | orange solid |
Product Specification
| ε, L⋅mol-1⋅cm-1 | 36000 |
| Fluorescence Quantum Yield | 1.0 |
| Excitation | 435; 408; 252 |
| Emission | 439; 467 |
Application
3-Ethynyl perylene is a polycyclic aromatic fluorophore bearing a terminal ethynyl handle that supports covalent incorporation into labeling constructs. Its extended conjugation enables strong fluorescence for tracing and visualization workflows, while the alkyne functionality enables click-style attachment to azide-bearing biomolecules, linkers, and materials. As a result, it is frequently used in fluorescence labeling and materials imaging where a bright, rigid aromatic core improves signal persistence and photophysical robustness.
1. Fluorescent Labeling Probes
3-Ethynyl perylene is used as a fluorescent labeling component for constructing conjugates for microscopy and fluorescence-based characterization. Researchers incorporate the ethynyl handle into azide-functional biomolecules or affinity reagents to generate perylene-tagged probes for tracking binding events, studying biomolecular interactions, and visualizing labeled targets in complex mixtures. The perylene core is particularly valued in labeling workflows that require a strong optical signal from a compact aromatic fluorophore, supporting clear visualization in standard fluorescence imaging setups.
2. Biomolecule Click Conjugation
3-Ethynyl perylene is commonly applied in bioconjugation tool development where an alkyne-functional fluorophore is needed to build defined fluorescent conjugates. In typical workflows, the ethynyl group is used to attach the fluorophore to azide-bearing peptides, proteins, oligonucleotides, or polymer linkers, enabling researchers to generate fluorescent standards and imaging reagents with controlled fluorophore placement. This approach is widely used in chemical biology and materials research for producing reproducible fluorescent constructs for downstream imaging and assay development.
3. Fluorescent Materials Tracing
3-Ethynyl perylene is well suited for fluorescence labeling of polymers, hydrogels, and surface-modified materials where a covalently integrated aromatic fluorophore is required. The ethynyl functionality supports incorporation into azide-functional coatings and networks, allowing researchers to trace material distribution, monitor diffusion or adsorption processes, and visualize labeled interfaces under fluorescence microscopy. Such perylene-based material labeling is frequently used in biomaterials science to create stable fluorescent tags that remain associated with the material rather than relying on weak physical adsorption.
4. Fluorescence Imaging Standards
3-Ethynyl perylene is used as a reference fluorophore in fluorescence assay development and instrument qualification workflows that require a stable, high-intensity aromatic emission source. Laboratories incorporate the dye into calibration constructs or labeled control reagents to support consistent imaging and quantitative fluorescence readouts across experiments. The combination of a bright perylene emission profile with a reactive ethynyl handle enables preparation of standardized fluorescent controls that can be matched to specific labeling chemistries used in research pipelines.
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