
PEP azide | CAS 1807521-02-3
| Catalog Number | F08-0010 |
| Category | Pyrene Dyes |
| Molecular Formula | C34H32N4O3 |
| Molecular Weight | 544.64 |
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Product Introduction
Phenylethynylpyrene (PEP) fluorophore is a polyaromatic hydrocarbon label with high sensitivity to microenvironment. Similarly to pyrene, PEP dye readily forms excimers. However, PEP fluorescence is more red-shifted,PEP can be used as microenvironment probe, and as a label for assays based on excimer formation.,This reagent contains triethyleneglycol linker to facilitate dissolution of non-polar PEP dye in organo-aqueous labeling reaction mixtures. With this azide, and Click Chemistry, it is easy to turn any molecule bearing alkyne into PEP-labeled probe.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | NMR 1H (95%) |
| IUPAC Name | N-[2-[2-(2-azidoethoxy)ethoxy]ethyl]-4-[4-(2-pyren-2-ylethynyl)phenyl]butanamide |
| SMILES | C1=CC2=C3C(=C1)C=CC4=C3C(=CC(=C4)C#CC5=CC=C(C=C5)CCCC(=O)NCCOCCOCCN=[N+]=[N-])C=C2 |
| InChI | InChI=1S/C34H32N4O3/c35-38-37-18-20-41-22-21-40-19-17-36-32(39)6-1-3-25-7-9-26(10-8-25)11-12-27-23-30-15-13-28-4-2-5-29-14-16-31(24-27)34(30)33(28)29/h2,4-5,7-10,13-16,23-24H,1,3,6,17-22H2,(H,36,39) |
| InChIKey | SUCRAUNHFQZTRB-UHFFFAOYSA-N |
| Solubility | Soluble in dichloromethane, chloroform, moderately Soluble in DMSO, DMF, acetonitrile |
| Appearance | Off white / Yellowish solid |
Product Specification
| Excitation | 293; 362; 384 |
| Emission | 389 |
| Storage | 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
PEP azide is a small-molecule azide building block designed for strain-promoted or copper-catalyzed click chemistry workflows, enabling efficient attachment of a defined azide handle into peptides, biomolecular conjugates, and labeling constructs. In fluorescence and chemical biology pipelines, azide functionality is frequently used to install a reactive handle for downstream conjugation to cyclooctyne/DBCO or other click partners, supporting modular probe and surface engineering strategies. Researchers leverage PEP azide to introduce a consistent azide moiety into custom reagents without requiring extensive redesign of the overall biomolecular framework.
1. Peptide And Protein Labeling
PEP azide is used by chemical biology and proteomics groups to incorporate an azide functionality into peptide conjugates and protein labeling reagents, providing a reliable "click-ready" handle for subsequent attachment of dyes, affinity tags, or capture motifs. In practice, teams often prepare azide-bearing peptide standards and then couple them to cyclooctyne-functional fluorophores or biotin-like click partners to generate defined fluorescent conjugates for binding studies, competition assays, and imaging-compatible probes.
2. Fluorescent Probe Construction
PEP azide supports fluorescent probe development by serving as an azide component in modular bioconjugation schemes where the final fluorophore, targeting ligand, or reporter unit is selected later. Probe builders commonly use azide-bearing intermediates to assemble imaging reagents with controlled stoichiometry, enabling rapid iteration of labeling chemistry across microscopy and fluorescence assay formats. This approach is particularly useful for constructing multi-component probes where the azide handle must be preserved until the last conjugation step.
3. Biomaterial Surface Functionalization
PEP azide is applied in biomaterials science and materials chemistry to introduce azide groups onto polymeric or surface-modified platforms, allowing subsequent click coupling to DBCO/alkyne-functional linkers, fluorescent reporters, or bioactive coatings. Researchers use these azide-functionalized surfaces to create stable, covalently attached labeling layers for microscopy workflows, cell-interaction studies, or assay-ready materials, where the azide handle provides a convenient route to spatially defined functionalization.
4. Oligonucleotide And Nucleic Acid Conjugation
PEP azide is also used in nucleic acid research workflows where an azide-bearing component is required for click-based conjugation of fluorescent reporters or capture handles to oligonucleotide constructs. Molecular imaging and nucleic acid assay developers often prepare azide-containing intermediates to enable late-stage attachment of detection dyes, immobilization moieties, or probe scaffolds, supporting customizable probe architectures for fluorescence readouts and hybridization-related studies.
Computed Properties
| XLogP3 | 7.5 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 15 |
| Exact Mass | 544.24744090 g/mol |
| Monoisotopic Mass | 544.24744090 g/mol |
| Topological Polar Surface Area | 61.9Ų |
| Heavy Atom Count | 41 |
| Formal Charge | 0 |
| Complexity | 918 |
| 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 |
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