
Propargyl-PEG1-SS-PEG1-propargyl | CAS 1964503-40-9
| Catalog Number | R01-0065 |
| Category | Alkynes |
| Molecular Formula | C10H14O2S2 |
| Molecular Weight | 230.35 |
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Product Introduction
Propargyl-PEG1-SS-PEG1-propargyl offers cleavable disulfide ADC linker properties with terminal alkyne groups, facilitating copper-catalyzed click conjugation and intracellular payload release.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 1,2-bis(2-(prop-2-yn-1-yloxy)ethyl)disulfane |
| Purity | >98.0% |
| Shelf Life | 0-4°C for short term (days to weeks), or -20°C for long term (months). |
| IUPAC Name | |
| SMILES | C#CCOCCSSCCOCC#C |
| InChI | InChI=1S/C10H14O2S2/c1-3-5-11-7-9-13-14-10-8-12-6-4-2/h1-2H,5-10H2 |
| InChIKey | UXMUCGURZSHSDV-UHFFFAOYSA-N |
| Solubility | 10 mm in DMSO |
| Appearance | Solid |
Product Specification
| Storage | -20°C |
Application
Propargyl-PEG1-SS-PEG1-propargyl is a PEG-based bifunctional click chemistry reagent featuring two terminal propargyl groups and a central disulfide (SS) linkage. As a disulfide-containing alkyne crosslinker/linker, it is commonly used in copper-free or copper-catalyzed azide–alkyne cycloaddition workflows to build modular, reducible architectures in chemical biology and biomaterials research. The short PEG spacers and reversible SS core make it particularly relevant for designing dynamic conjugates, surface coatings, and imaging or assay platforms where intracellular or reducing environments can trigger cargo release or structural change.
1. Reductive Linker Conjugation
Propargyl-PEG1-SS-PEG1-propargyl is widely used as a reducible linker for assembling azide-functional biomolecules, affinity ligands, or polymer components into higher-order conjugates. Researchers select this reagent when they need a cleavable SS junction to enable controlled disassembly of the assembled construct under reducing conditions, while the PEG segments help maintain solubility and reduce non-specific interactions. In practice, it supports workflows that generate multivalent labeling reagents, modular probe scaffolds, and dynamic bioconjugates for mechanistic studies, reagent development, and platform optimization in chemical biology laboratories.
2. Dynamic Hydrogel And Surface Crosslinking
Propargyl-PEG1-SS-PEG1-propargyl enables the formation of crosslinked networks and surface-attached layers by coupling propargyl termini to azide-bearing polymer backbones, biomaterial precursors, or functional coatings. The PEG spacers promote uniform network formation and improved wetting, while the central disulfide provides a chemically addressable handle for designing materials that can reorganize or loosen in reducing microenvironments. This makes the reagent a practical choice for creating reducible hydrogels, degradable coatings, and functional interfaces used in materials science, biosensing development, and cell-interaction studies where tunable material dynamics are important.
3. Multivalent Imaging Probe Assembly
Propargyl-PEG1-SS-PEG1-propargyl is commonly incorporated into imaging probe construction strategies that rely on azide–alkyne click coupling to install multiple functional handles on a single scaffold. The bifunctional design supports rapid, modular attachment of fluorophores, affinity tags, or reporter moieties to azide-functional targeting components, while the SS linkage offers a reducible structural element that can alter probe architecture after internalization or exposure to reducing conditions. In molecular imaging and diagnostic reagent development, this reagent is used to generate well-defined, multivalent probe formats that support comparative studies of labeling density, stability, and signal persistence in assay systems.
4. Reducible Nanoparticle Functionalization
Propargyl-PEG1-SS-PEG1-propargyl is used to functionalize nanoparticle surfaces and colloidal platforms through azide–alkyne click chemistry, providing a convenient route to install PEG-mediated linkers with a cleavable disulfide core. Materials and imaging teams often choose this reagent when they need to balance colloidal stability and stealth behavior from PEG with a chemically responsive junction that can change the surface presentation of ligands or payloads in reducing environments. The resulting nanoconjugates are commonly applied in research workflows for building surface-tunable reagents, multivalent binding constructs, and modular platforms for downstream labeling and analytical assay development.
Computed Properties
| XLogP3 | 0.8 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 9 |
| Exact Mass | 230.04352203 g/mol |
| Monoisotopic Mass | 230.04352203 g/mol |
| Topological Polar Surface Area | 69.1Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 187 |
| 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 |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-104487481-B | Block copolymer for stable micelle | 2012-04-11 |
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