
Pyrene-PEG5-propargyl | CAS 1817735-33-3
| Catalog Number | F08-0004 |
| Category | Pyrene Dyes |
| Molecular Formula | C₃₀H₃₃NO₆ |
| Molecular Weight | 503.59 |
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Product Introduction
Pyrene-PEG5-propargyl is a polyethylene glycol (PEG)-based PROTAC linker. Pyrene-PEG5-propargyl can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | N-(3,6,9,12,15-Pentaoxaoctadec-17-yn-1-yl)pyrene-1-carboxamide; 1-Pyrenecarboxamide, N-3,6,9,12,15-pentaoxaoctadec-17-yn-1-yl-; N-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethyl]pyrene-1-carboxamide |
| Purity | 98% |
| IUPAC Name | N-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethyl]pyrene-1-carboxamide |
| SMILES | C#CCOCCOCCOCCOCCOCCNC(=O)C1=C2C=CC3=CC=CC4=C3C2=C(C=C4)C=C1 |
| InChI | InChI=1S/C30H33NO6/c1-2-13-33-15-17-35-19-21-37-22-20-36-18-16-34-14-12-31-30(32)27-11-9-25-7-6-23-4-3-5-24-8-10-26(27)29(25)28(23)24/h1,3-11H,12-22H2,(H,31,32) |
| InChIKey | XGANKSIJSRXKLW-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-PEG5-propargyl is a pyrene-based fluorescent linker bearing a terminal propargyl (alkyne) group and a PEG5 spacer, enabling robust fluorescence tracking alongside click-ready conjugation handles. In fluorescence labeling and materials workflows, the pyrene moiety provides strong hydrophobic/π-interactions for signal generation in microenvironments, while the propargyl functionality supports copper-catalyzed azide-alkyne cycloaddition (CuAAC) to attach the fluorophore to azide-bearing biomolecules, polymers, and surfaces. This combination makes the reagent useful for constructing fluorescent conjugates, imaging reagents, and functional biomaterials where post-labeling or modular assembly is required.
1. Biomolecule Fluorescent Labeling
Pyrene-PEG5-propargyl is used to generate fluorescently tagged biomolecules through CuAAC with azide-functional partners, including azide-bearing proteins, peptides, and affinity reagents. Common workflows include labeling targeting ligands for binding studies, preparing fluorescent standards for assay development, and producing conjugates for microscopy-based localization experiments. The PEG5 spacer helps reduce steric constraints during conjugation and can improve performance when the labeled biomolecule is incorporated into larger assemblies such as affinity probes or multivalent constructs.
2. Polymer And Surface Functionalization
Pyrene-PEG5-propargyl supports fluorescent surface engineering by click attachment to azide-functional polymers, coatings, and biomaterial surfaces. Researchers use it to introduce a pyrene-tagged reporting group onto materials for tracking adsorption, monitoring surface modification efficiency, and visualizing material distribution in imaging experiments. The reagent is particularly useful when modular "build-on-demand" labeling is preferred, such as when a base polymer or scaffold is functionalized with azides first and then reacted with the pyrene-alkyne fluorophore to install the fluorescent readout.
3. Fluorescent Probe Construction
Pyrene-PEG5-propargyl is frequently incorporated as a fluorescent component in probe construction where a click handle is needed for modular assembly. In chemical biology and fluorescence-based assay development, it can be used to build conjugatable imaging reagents by attaching the pyrene fluorophore to azide-bearing scaffolds, linkers, or capture agents. The resulting pyrene-labeled probes are then used for fluorescence imaging and tracing studies that benefit from a strong, environment-responsive pyrene signal in the local microenvironment of the probe.
4. Nanoparticle And Hydrogel Labeling
Pyrene-PEG5-propargyl is applied to label nanoparticles and hydrogels by click coupling to azide-functional formulations, enabling fluorescent tracking of material uptake, dispersion, and localization. Materials scientists and formulation researchers use the reagent to create fluorescently traceable carriers for microscopy workflows and to verify distribution within composite systems. The PEG5 linker provides a flexible spacer that can help the fluorophore remain accessible after incorporation, supporting consistent fluorescence readout during material characterization experiments.
Computed Properties
| XLogP3 | 3.7 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 17 |
| Exact Mass | 503.23078777 g/mol |
| Monoisotopic Mass | 503.23078777 g/mol |
| Topological Polar Surface Area | 75.2Ų |
| Heavy Atom Count | 37 |
| Formal Charge | 0 |
| Complexity | 722 |
| 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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