
Propargyl-PEG3-t-butyl ester | CAS 1374658-84-0
| Catalog Number | R01-0175 |
| Category | Alkynes |
| Molecular Formula | C14H24O5 |
| Molecular Weight | 272.34 |
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Product Introduction
Propargyl-PEG3-Boc is a polyethylene glycol (PEG)-based PROTAC linker. Propargyl-PEG3-Boc can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Propargyl-PEG3-COOtBu; Propargyl-PEG3-Boc; Alkyne-PEG3-CH2CH2COOtBu; Propargyl-PEG2-CH2COOtBu; tert-Butyl 3-(2-(2-(prop-2-yn-1-yloxy)ethoxy)ethoxy)propanoate; 2-Methyl-2-propanyl 3-{2-[2-(2-propyn-1-yloxy)ethoxy]ethoxy}propanoate; Propanoic acid, 3-[2-[2-(2-propyn-1-yloxy)ethoxy]ethoxy]-, 1,1-dimethylethyl ester; Propargyl-PEG3-t-Bu Ester |
| Purity | >95% |
| IUPAC Name | tert-butyl 3-[2-(2-prop-2-ynoxyethoxy)ethoxy]propanoate |
| SMILES | CC(C)(C)OC(=O)CCOCCOCCOCC#C |
| InChI | InChI=1S/C14H24O5/c1-5-7-16-9-11-18-12-10-17-8-6-13(15)19-14(2,3)4/h1H,6-12H2,2-4H3 |
| InChIKey | JCKIGUAOHLRKLH-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO |
| Density | 1.0±0.1 g/cm3 |
| Appearance | Pale Yellow Oily Liquid |
| Boiling Point | 337.2±27.0°C at 760 mmHg |
Product Specification
| Storage | Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years) |
Application
Propargyl-PEG3-t-butyl ester is a PEG-based propargylated ester designed for copper-free or copper-catalyzed click chemistry workflows after conversion to the corresponding reactive alkyne handle. As an alkyne-bearing click reagent, it is commonly used to introduce a bioorthogonal functional group into polymers, surfaces, and biomolecule conjugates while leveraging PEG’s protein-repellent, solubilizing, and linker-tuning properties. The compact PEG3 spacer and the t-butyl ester motif make it a practical building block for preparing clickable materials and labeling reagents used across chemical biology, biomaterials, and molecular imaging research.
1. Surface Functionalization
Propargyl-PEG3-t-butyl ester is widely used to install alkyne functionality on solid supports and interfaces where PEG spacing improves accessibility and reduces nonspecific adsorption. Researchers apply it to prepare clickable coatings on glass, polymer films, and microfabricated substrates, enabling subsequent conjugation steps such as attachment of targeting ligands, affinity tags, or fluorescent reporters via click-compatible chemistries. The PEG3 linker is particularly valuable when maintaining steric freedom for downstream coupling on crowded surfaces, while the ester handle supports practical incorporation into material-building workflows.
2. Biomolecule and Peptide Labeling
Propargyl-PEG3-t-butyl ester serves as a convenient click handle for labeling biomolecules and peptide-based constructs in chemical biology tool development. Laboratories use it to introduce PEG-spaced alkyne groups that can be coupled to azide-bearing partners for generating defined conjugates used in assays, binding studies, and probe development. The PEG3 spacer helps modulate local microenvironments around the conjugation site, supporting consistent probe behavior in complex buffers and facilitating reproducible labeling densities for analytical characterization.
3. Polymer and Hydrogel Crosslinking
Propargyl-PEG3-t-butyl ester is used in polymer chemistry and biomaterials research to create clickable polymer architectures and hydrogel networks through alkyne incorporation. Material scientists incorporate the reagent into PEG-containing or functional polymer backbones to enable subsequent coupling with azide-functional crosslinkers, giving access to modular material designs with tunable mechanical properties and transport behavior. The PEG3 segment can improve water compatibility and reduce aggregation, which is advantageous when forming homogeneous gels or coatings that must remain stable during iterative functionalization.
4. Molecular Imaging Probe Building
Propargyl-PEG3-t-butyl ester is a practical intermediate for assembling alkyne-functional imaging probes and diagnostic-reagent components that rely on click-compatible modular assembly. Imaging-focused research groups use the reagent to append PEG-spaced alkyne handles onto scaffold molecules, nanoparticles, or labeling intermediates, enabling controlled attachment of dyes, affinity moieties, or reporter groups through click conjugation strategies. The reagent’s PEG-based linker design supports probe solubility and helps maintain accessibility of the reporter after conjugation, which is important for constructing chemically consistent imaging reagents for platform development.
Computed Properties
| XLogP3 | 0.7 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 12 |
| Exact Mass | 272.16237386 g/mol |
| Monoisotopic Mass | 272.16237386 g/mol |
| Topological Polar Surface Area | 54Ų |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Complexity | 284 |
| 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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