
Alkyne-PEG4-SS-PEG4-alkyne
| Catalog Number | R01-0237 |
| Category | Alkynes |
| Molecular Formula | C22H38O8S2 |
| Molecular Weight | 494.66 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Alkyne-PEG4-SS-PEG4-alkyne is a symmetric cleavable ADC linker featuring terminal alkynes and disulfide bond for dual click chemistry and redox-triggered payload release in antibody-drug conjugates.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| 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#CCOCCOCCOCCOCCSSCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C22H38O8S2/c1-3-5-23-7-9-25-11-13-27-15-17-29-19-21-31-32-22-20-30-18-16-28-14-12-26-10-8-24-6-4-2/h1-2H,5-22H2 |
| InChIKey | NSDZQVXLZWRJNH-UHFFFAOYSA-N |
| Solubility | 10 mm in DMSO |
| Appearance | Colorless oil |
Product Specification
| Storage | -20°C |
Application
Alkyne-PEG4-SS-PEG4-alkyne is a PEG-based bifunctional linker bearing terminal alkyne groups and a central disulfide (SS) for redox-responsive behavior. As a click chemistry reagent, it is primarily used in copper-catalyzed azide–alkyne cycloaddition (CuAAC) workflows to connect azide-functional biomolecules, polymers, and surfaces with controlled spacing and improved aqueous compatibility. The PEG architecture and disulfide linkage make it attractive for constructing modular, stimulus-responsive conjugates and materials used in chemical biology, imaging probe development, and biomaterials research.
1. Redox-Responsive Linkers
Alkyne-PEG4-SS-PEG4-alkyne is commonly used as a modular, redox-responsive connecting unit in chemical biology toolkits where disulfide cleavage can be leveraged to change connectivity or release behavior after cellular-relevant reducing conditions. Researchers incorporate the PEG-separated alkyne termini to enable efficient CuAAC coupling to azide-bearing partners, such as labeled biomolecules, affinity handles, or polymer segments, while maintaining colloidal stability and minimizing nonspecific interactions. This design is frequently selected for building linkages in probe assemblies, multivalent constructs, and dynamic material architectures where the disulfide moiety provides an additional control element beyond the click handle itself.
2. Multivalent Probe Conjugation
Alkyne-PEG4-SS-PEG4-alkyne supports multivalent labeling strategies by providing two terminal alkyne groups that can be clicked onto azide-functional targeting ligands, reporter groups, or scaffold components. In molecular imaging and diagnostic reagent development, the PEG spacers help tune hydrodynamic size and reduce steric congestion, which is particularly valuable when assembling higher-order probe conjugates or polymeric imaging agents. The disulfide-containing core also offers a practical handle for designing constructs intended to undergo connectivity changes under reducing environments, enabling researchers to create modular probe platforms for assay development and imaging workflows.
3. Surface Patterning And Coatings
Alkyne-PEG4-SS-PEG4-alkyne is used to functionalize surfaces and create patterned coatings through CuAAC coupling to azide-modified substrates, enabling spatially controlled attachment of biomolecular layers. Biomaterials and materials science teams often select this reagent to introduce PEG-mediated antifouling characteristics while retaining a chemically addressable click interface for subsequent immobilization steps. The central disulfide can be used as part of a dynamic surface modification strategy, allowing researchers to explore reversible or stimulus-dependent changes in surface architecture and linker stability in experimental material systems.
4. Polymer And Hydrogel Crosslinking
Alkyne-PEG4-SS-PEG4-alkyne is widely applied in polymer chemistry and biomaterials engineering to build crosslinked networks or to connect polymer blocks via azide–alkyne click chemistry. By using azide-functional polymers (or polymeric biomaterials) and reacting them with the bifunctional alkyne termini, researchers can generate PEG-rich linkages that improve processability in aqueous formulations and help control network spacing. The disulfide core enables redox-tunable network behavior, which is leveraged in experimental hydrogel systems and responsive polymer materials used for studying material dynamics, controlled release architectures, and modular scaffold design.
Computed Properties
| XLogP3 | 0 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 27 |
| Exact Mass | 494.20081051 g/mol |
| Monoisotopic Mass | 494.20081051 g/mol |
| Topological Polar Surface Area | 124Ų |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Complexity | 421 |
| 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 |
Recommended Services
Recommended Articles
- Hoechst Dyes: Definition, Structure, Mechanism and Applications
- Mastering the Spectrum: A Comprehensive Guide to Cy3 and Cy5 Dyes
- Fluorescent Probes: Definition, Structure, Types and Application
- Fluorescent Dyes: Definition, Mechanism, Types and Application
- Coumarin Dyes: Definition, Structure, Benefits, Synthesis and Uses
- Unlocking the Power of Fluorescence Imaging: A Comprehensive Guide
- Cell Imaging: Definitions, Systems, Protocols, Dyes, and Applications
- Lipid Staining: Definition, Principles, Methods, Dyes, and Uses
- Flow Cytometry: Definition, Principles, Protocols, Dyes, and Uses
- Nucleic Acid Staining: Definition, Principles, Dyes, Procedures, and Uses
Recommended Products
Online Inquiry