
Pyrene-amido-PEG4-azide | CAS 1817735-36-6
| Catalog Number | F08-0002 |
| Category | Pyrene Dyes |
| Molecular Formula | C₂₅H₂₈N₄O₄ |
| Molecular Weight | 448.51 |
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Product Introduction
Pyrene-amido-PEG4-azide is a polyethylene glycol (PEG)-based PROTAC linker. Pyrene-amido-PEG4-azide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | Pyrene-PEG3-azide |
| Purity | 98% |
| IUPAC Name | N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]-4,6-dihydropyrene-1-carboxamide |
| SMILES | C1C=CC2=C3C1=CCC4=C3C(=C(C=C4)C(=O)NCCOCCOCCOCCN=[N+]=[N-])C=C2 |
| InChI | InChI=1S/C25H28N4O4/c26-29-28-11-13-32-15-17-33-16-14-31-12-10-27-25(30)22-9-7-20-5-4-18-2-1-3-19-6-8-21(22)24(20)23(18)19/h1,3-4,6-9H,2,5,10-17H2,(H,27,30) |
| InChIKey | XVKZTMTWYFYOEO-UHFFFAOYSA-N |
| Solubility | DMSO, DMF, DCM |
Product Specification
| Fluorescence Quantum Yield | 1.00 |
| Excitation | 343; 326; 313 |
| Emission | 377; 397 |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Pyrene-amido-PEG4-azide is an azide-functionalized PEG conjugation reagent bearing a pyrene fluorophore that is commonly used as a labeling handle for click chemistry workflows. The azide enables strain-promoted or copper-catalyzed azide-alkyne cycloaddition to attach the pyrene-PEG tag to biomolecules, linkers, or material surfaces, while the pyrene group provides strong fluorescence for tracking conjugate formation and distribution. In practice, this reagent is leveraged in chemical biology and materials research where fluorescent tagging, surface grafting, or probe construction benefits from the combination of a bioorthogonal azide and a hydrophobic, high-contrast aromatic reporter.
1. Biomolecule Fluorescent Labeling
Pyrene-amido-PEG4-azide is frequently used to introduce a fluorescent pyrene tag onto proteins, peptides, or other amine-bearing biomolecules after they are functionalized with a complementary click partner (e.g., an alkyne-bearing handle). Researchers use the pyrene signal to visualize conjugate presence in labeling studies, monitor reaction progress, and compare labeling yields across conditions without requiring additional dye-exchange steps. The PEG4 spacer helps reduce steric crowding around the fluorophore, supporting consistent labeling behavior in conjugates used for downstream imaging, binding assays, or material-biomolecule interaction studies.
2. Surface And Hydrogel Functionalization
Pyrene-amido-PEG4-azide is well suited for fluorescent surface engineering where azide groups are incorporated into polymer films, nanoparticles, or hydrogel matrices and then coupled to alkyne-functional substrates or linkers by click chemistry. Materials scientists use the pyrene reporter to confirm surface grafting, quantify relative surface coverage (in a fluorescence readout), and map spatial distribution of functional layers during development of biointerfaces. This approach is commonly applied in biomaterials workflows aimed at creating fluorescently traceable scaffolds for cell-interaction studies, coating optimization, and comparative material screening.
3. Fluorescent Probe Construction
Pyrene-amido-PEG4-azide serves as a modular building block for fluorescent probe development in chemical biology, where the azide provides a convenient attachment point for assembling larger recognition or delivery constructs. By clicking the azide-bearing pyrene-PEG tag onto an alkyne-functional targeting ligand, affinity reagent, or assay scaffold, teams generate fluorescent conjugates for localization studies, uptake/association monitoring, and reagent tracking in multi-component experiments. The pyrene fluorescence is particularly useful when a stable, high-contrast aromatic reporter is needed to follow conjugate incorporation in complex reaction mixtures or assay platforms.
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