
Propargyl-PEG3-methyl ester | CAS 2086689-09-8
| Catalog Number | R01-0162 |
| Category | Alkynes |
| Molecular Formula | C₁₁H₁₈O₅ |
| Molecular Weight | 230.26 |
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Product Introduction
Propargyl-PEG3-methyl ester is a polyethylene glycol (PEG)-based PROTAC linker. Propargyl-PEG3-methyl ester can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Propargyl-PEG3-methylester; methyl 3-{2-[2-(prop-2-yn-1-yloxy)ethoxy]ethoxy}propanoate; Propanoic acid, 3-[2-[2-(2-propyn-1-yloxy)ethoxy]ethoxy]-, methyl ester |
| Purity | 98% |
| IUPAC Name | methyl 3-[2-(2-prop-2-ynoxyethoxy)ethoxy]propanoate |
| SMILES | COC(=O)CCOCCOCCOCC#C |
| InChI | InChI=1S/C11H18O5/c1-3-5-14-7-9-16-10-8-15-6-4-11(12)13-2/h1H,4-10H2,2H3 |
| InChIKey | SDSYWBQIDUXXIQ-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Propargyl-PEG3-methyl ester is a PEG-based propargylated ester designed as a click-chemistry handle for copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC). The reagent combines a terminal alkyne for bioorthogonal conjugation with a short, flexible PEG spacer that improves solubility and reduces steric constraints during labeling workflows. Its methyl ester functionality provides a convenient chemical motif for downstream functionalization and incorporation into larger PEGylated constructs commonly used in chemical biology, biomaterials modification, and molecular imaging reagent development.
1. Surface And Material Functionalization
Propargyl-PEG3-methyl ester is widely used to introduce alkyne-bearing PEG linkers onto polymeric and inorganic surfaces, enabling subsequent CuAAC coupling to azide-functional coatings, capture reagents, or fluorescent tags. Researchers in biomaterials science and materials chemistry often select this reagent to generate stable, well-defined attachment points while leveraging the PEG spacer to mitigate nonspecific adsorption and improve accessibility of the reactive site. Typical outcomes include functionalized hydrogels, microarray surfaces, and implantable or device-associated materials that require modular post-assembly labeling for assay development and probe immobilization.
2. Biomolecule And Peptide Labeling
Propargyl-PEG3-methyl ester supports alkyne installation on biomolecule conjugates and peptide-derived scaffolds used in chemical biology toolkits, where CuAAC provides a robust route to attach azide-bearing reporters. The PEG3 spacer helps maintain conjugate solubility and can reduce aggregation during labeling steps, which is particularly valuable when preparing probe libraries or multivalent constructs. In practice, this reagent is commonly incorporated into labeling strategies for creating clickable biomolecule derivatives used for tracking, affinity reagent optimization, and assay reagent assembly.
3. Imaging Probe And Reporter Construction
Propargyl-PEG3-methyl ester is a common building block for constructing fluorescent and luminescent reporting reagents that rely on azide–alkyne click conjugation to assemble final imaging probes. The terminal alkyne enables efficient coupling to azide-functional dyes, quencher systems, or reporter scaffolds, while the PEG spacer supports favorable physicochemical properties for probe handling and conjugation. Molecular imaging and diagnostics reagent development teams frequently use PEG-propargyl linkers like this to tune solubility, spacing, and conjugation density in probe families designed for platform-based labeling workflows.
4. PEG Linker For Multivalent Conjugates
Propargyl-PEG3-methyl ester is frequently selected as a modular PEG linker for generating multivalent conjugates where controlled spacing between functional groups is critical for downstream binding and assay performance. By providing a clickable alkyne terminus paired with a short PEG chain, the reagent helps researchers build branched or repeated architectures that can be coupled to multiple azide partners in a stepwise manner. Chemical biology groups and industrial R&D teams often use this approach to prepare standardized conjugation intermediates for screening, reagent optimization, and scalable manufacturing of clickable PEGylated materials and probes.
Computed Properties
| XLogP3 | -0.3 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 11 |
| Exact Mass | 230.11542367 g/mol |
| Monoisotopic Mass | 230.11542367 g/mol |
| Topological Polar Surface Area | 54Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 218 |
| 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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