
Pyrene-PEG2-azide
| Catalog Number | F08-0003 |
| Category | Pyrene Dyes |
| Molecular Formula | C23H22N4O3 |
| Molecular Weight | 402.5 |
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Product Introduction
Pyrene-PEG2-azide is a pyrene labeled PEG linker containing an azide group, which enables Click Chemistry labeling with any alkyne-bearing molecules and thus turns any molecule into pyrene-bearing probe. The hydrophilic PEG linker can increase solubility and facilitate attachment to biomolecules in aqueous solutions.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 1-Pyrenecarboxylic acid-PEG2-azide; Pyrene azide 1; N-{2-[2-(2-azidoethoxy)ethoxy]ethyl}pyrene-1-carboxamide |
| Purity | 96% |
| IUPAC Name | N-[2-[2-(2-azidoethoxy)ethoxy]ethyl]pyrene-1-carboxamide |
| SMILES | C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)C(=O)NCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C23H22N4O3/c24-27-26-11-13-30-15-14-29-12-10-25-23(28)20-9-7-18-5-4-16-2-1-3-17-6-8-19(20)22(18)21(16)17/h1-9H,10-15H2,(H,25,28) |
| InChIKey | CXNRBKHYGKLDHH-UHFFFAOYSA-N |
| Solubility | DMSO, DMF, DCM |
Product Specification
| Fluorescence Quantum Yield | 1.00 |
| Excitation | 343; 326; 313 |
| Emission | 377; 397 |
| Storage | -20 °C |
Application
Pyrene-PEG2-azide is a PEG-linked azide building block that combines a hydrophobic pyrene fluorophore with an azide handle for copper-catalyzed azide-alkyne cycloaddition (CuAAC). This reagent is commonly used to introduce a fluorescent pyrene tag into biomolecule conjugates, polymer materials, and surfaces, enabling visualization and tracking in labeling and materials characterization workflows where azide click chemistry is compatible with the target system.
1. Biomolecule Labeling
Pyrene-PEG2-azide is used to fluorescently label proteins, peptides, and other azide-compatible biomolecular constructs via CuAAC with alkyne-bearing partners (for example, strained or terminal alkynes introduced through linkers). Researchers incorporate the pyrene fluorophore to monitor conjugation progress, track labeled species during purification or assay development, and visualize biomolecule distribution in downstream imaging experiments, with the PEG spacer helping maintain labeling accessibility and reducing steric constraints around the reactive azide.
2. Surface And Polymer Functionalization
Pyrene-PEG2-azide is frequently employed in surface engineering and polymer functionalization workflows where a fluorescent tag is needed alongside a chemically addressable azide group. By clicking the azide onto alkyne-functional surfaces, coatings, or polymer backbones, laboratories create fluorescently traceable materials for studying adsorption, film formation, coating uniformity, and material-biomolecule interactions. The pyrene moiety provides a strong fluorescence readout for qualitative mapping of functionalized regions, while the PEG2 linker supports practical conjugation to diverse alkyne architectures.
3. Fluorescent Probe Construction
Pyrene-PEG2-azide serves as a convenient fluorescent component for constructing click-assembled probes and labeling reagents that require a stable, trackable fluorophore paired with an azide reactive handle. In chemical biology and fluorescence-based assay development, teams use it to generate pyrene-containing conjugates that can be incorporated into multicomponent probe designs, such as fluorescent tagging reagents for monitoring binding or localization events in microscopy and plate-based readouts. The azide functionality enables modular assembly, allowing the pyrene label to be positioned through click chemistry onto alkyne-functional targeting motifs or scaffolds.
Computed Properties
| XLogP3 | 4.9 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 10 |
| Exact Mass | 402.16919058 g/mol |
| Monoisotopic Mass | 402.16919058 g/mol |
| Topological Polar Surface Area | 61.9Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 624 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2021292804-A1 | Recombinant flavin-adenine dinucleotide glucose dehydrogenase and uses thereof | 2017-08-02 |
| EP-3399967-A2 | Selective killing of tumors of the hematopoietic and lymphoid tissues | 2016-01-05 |
| US-2019022032-A1 | Selective killing of tumors of the hematopoietic and lymphoid tissues | 2016-01-05 |
| WO-2017120296-A2 | Selective killing of tumors of the hematopoietic and lymphoid tissues | 2016-01-05 |
| US-10905658-B2 | Methods and compositions for detecting hematopoietic and lymphoid tissue cancer cells | 2016-01-05 |
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