
Pyrene-PEG5-alcohol | CAS 1817735-44-6
| Catalog Number | F08-0001 |
| Category | Pyrene Dyes |
| Molecular Formula | C₂₇H₃₁NO₆ |
| Molecular Weight | 465.54 |
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Product Introduction
Pyrene-PEG5-alcohol is a polyethylene glycol (PEG)-based PROTAC linker. Pyrene-PEG5-alcohol can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Pyrene-PEG5-OH; N-(14-Hydroxy-3,6,9,12-tetraoxatetradecyl)pyrene-1-carboxamide |
| Purity | 98% |
| IUPAC Name | N-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethyl]pyrene-1-carboxamide |
| SMILES | C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)C(=O)NCCOCCOCCOCCOCCO |
| InChI | InChI=1S/C27H31NO6/c29-11-13-32-15-17-34-19-18-33-16-14-31-12-10-28-27(30)24-9-7-22-5-4-20-2-1-3-21-6-8-23(24)26(22)25(20)21/h1-9,29H,10-19H2,(H,28,30) |
| InChIKey | DESHAVYJGOEYTK-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-alcohol is a pyrene-based fluorescent linker featuring a terminal alcohol and a PEG5 spacer, enabling robust attachment of the pyrene fluorophore to polymer, surface, or biomaterial platforms while retaining colloidal compatibility. In fluorescence workflows, the pyrene moiety is widely used as a sensitive hydrophobicity/association reporter and as a donor-like label for monitoring microenvironmental changes around the probe. The PEG5 chain helps reduce nonspecific aggregation and supports stable incorporation into aqueous formulations used for materials characterization and fluorescence-based assays.
1. Polymer Fluorescent Labeling
Pyrene-PEG5-alcohol is used to introduce a fluorescent pyrene handle into polymer systems for tracking polymer association, phase behavior, and microenvironmental changes in aqueous media. Researchers incorporate the alcohol-functional end for coupling or for further derivatization into polymer conjugates, then monitor fluorescence to follow how polymer-bound pyrene experiences local polarity or hydrophobic domains. This makes the reagent useful in polymer research groups and materials laboratories developing fluorescent polymer standards, labeling strategies for hydrogels, and fluorescence readouts for material-property screening.
2. Surface Coating Fluorescent Probing
Pyrene-PEG5-alcohol is commonly applied for preparing fluorescently tagged surfaces and coatings where pyrene serves as a strong reporter of surface-adjacent environments. By anchoring the PEG5-bearing pyrene into coatings or surface-modified layers through downstream functionalization of the terminal alcohol, users obtain a stable fluorescence signal for assessing coating uniformity, adsorption/retention behavior, and surface interaction dynamics. This approach is frequently used in biomaterials and interface science workflows, including studies of polymer adsorption on substrates and fluorescence-based verification of surface functionalization.
3. Membrane and Micelle Tracing
Pyrene-PEG5-alcohol is employed to label or trace membrane-like assemblies, such as micelles and lipid-containing nanoparticles, where the pyrene fluorophore responds to the surrounding hydrophobicity and local packing. In these applications, the PEG5 spacer supports dispersion and reduces aggregation, helping the probe partition into hydrophobic regions while remaining compatible with aqueous handling. Fluorescence readouts are then used to monitor association, loading efficiency trends, and environment-dependent changes during formulation development in soft-matter and colloid research.
4. Fluorescence-Based Binding Studies
Pyrene-PEG5-alcohol is also used as a fluorescent reporter for studying noncovalent association processes, including binding of pyrene-containing conjugates to hydrophobic domains or to host-like structures in supramolecular systems. The reagent's pyrene label provides a convenient fluorescence signal that shifts with local environment, enabling users to compare relative interaction states across conditions in assay development workflows. This makes it a practical tool for fluorescence screening in chemical biology and materials chemistry labs that need a straightforward fluorescent readout for association and microenvironment changes.
Computed Properties
| XLogP3 | 3 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 15 |
| Exact Mass | 465.21513771 g/mol |
| Monoisotopic Mass | 465.21513771 g/mol |
| Topological Polar Surface Area | 86.2Ų |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Complexity | 604 |
| 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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