
Perylene azide | CAS 1807503-81-6
| Catalog Number | R14-0385 |
| Category | Azides |
| Molecular Formula | C27H24N4O3 |
| Molecular Weight | 452.50 |
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Product Introduction
Perylene is a bright and extremely photostable fluorescent polycyclic aromatic hydrocarbon (PAH) label with quantum yield approaching quantitative.
Chemical Information
Application
Chemical Information
| Synonyms | 3-(8-Azido-3,6-trioxaoctylaminocarbonyl)perylene |
| IUPAC Name | N-[2-[2-(2-azidoethoxy)ethoxy]ethyl]perylene-3-carboxamide |
| SMILES | C1=CC2=C3C(=C1)C4=C5C(=CC=C4)C(=CC=C5C3=CC=C2)C(=O)NCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C27H24N4O3/c28-31-30-13-15-34-17-16-33-14-12-29-27(32)24-11-10-23-20-7-2-5-18-4-1-6-19(25(18)20)21-8-3-9-22(24)26(21)23/h1-11H,12-17H2,(H,29,32) |
| InChIKey | NUIWEPFLAWHFBJ-UHFFFAOYSA-N |
| Appearance | Orange-yellow Solid |
Application
Perylene azide is a fluorescent, highly conjugated azide probe designed for bioorthogonal click chemistry, most commonly used in strain-promoted or copper-catalyzed azide–alkyne cycloaddition workflows. Its rigid perylene core provides strong light absorption and photostability, while the azide functionality enables selective covalent attachment to alkyne-bearing partners used in labeling, surface functionalization, and imaging reagent construction. As a result, Perylene azide is widely selected when researchers need bright, stable conjugation handles for multistep probe assembly and quantitative fluorescence readouts.
1. Fluorescent Target Labeling
Perylene azide is used as a fluorescent azide building block to label biomolecules, affinity reagents, and polymeric carriers that have been functionalized with alkyne handles. In molecular imaging and chemical biology workflows, the perylene fluorophore supports sensitive tracking of conjugate formation and localization, while the azide group provides a robust click-compatible handle for attaching the dye to defined targets. This approach is frequently adopted in assay development and probe optimization where stable fluorescence under experimental conditions is required.
2. Biomolecule Conjugation Probes
Perylene azide serves as a convenient reagent for constructing clickable bioconjugation probes for studying molecular interactions and materials–biomolecule interfaces. Researchers incorporate the azide into labeling strategies to generate perylene-tagged conjugates such as protein conjugates, nucleic-acid probes, and carbohydrate-modified constructs, enabling downstream attachment to alkyne-functional partners with controlled stoichiometry. The perylene scaffold’s photophysical stability makes these conjugates attractive for longitudinal experiments and for imaging workflows that benefit from minimal dye degradation.
3. Surface and Material Functionalization
Perylene azide is applied to functionalize surfaces, nanoparticles, and biomaterials by introducing azide groups that can be clicked onto alkyne-modified coatings or patterned substrates. This usage is common in materials science and diagnostic reagent development where fluorescent tagging is integrated into solid supports for visualization, tracking, and quality control of surface modification. The strong perylene signal helps researchers confirm surface coverage and uniformity, supporting the iterative design of fluorescent materials platforms.
4. Imaging Reagent Development
Perylene azide is frequently selected for building imaging reagents that require a bright, photostable fluorophore combined with a chemically addressable azide for modular assembly. In molecular imaging research and chemical biology tool development, the reagent enables rapid incorporation of the perylene dye into larger probe architectures, including multicomponent labeling schemes and fluorescent reporters used to monitor binding events or material uptake in experimental systems. Its click compatibility supports flexible interchange of targeting or recognition modules without changing the core fluorescent reporter.
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