
bis-PEG4-endo-BCN
| Catalog Number | R16-0005 |
| Category | BCN Reagents |
| Molecular Formula | C32H48N2O8 |
| Molecular Weight | 588.7 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
bis-PEG4-endo-BCN is a homobifunctional click chemistry linker, PEG increase its aqueous solubility. The BCN group enable copper free click chemitry with azide-tagged molecules.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 95% |
| IUPAC Name | [(1R,8S)-9-bicyclo[6.1.0]non-4-ynyl]methyl N-[2-[2-[2-[2-[2-[[(1R,8S)-9-bicyclo[6.1.0]non-4-ynyl]methoxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | C1CC2C(C2COC(=O)NCCOCCOCCOCCOCCNC(=O)OCC3C4C3CCC#CCC4)CCC#C1 |
| InChI | InChI=1S/C32H48N2O8/c35-31(41-23-29-25-9-5-1-2-6-10-26(25)29)33-13-15-37-17-19-39-21-22-40-20-18-38-16-14-34-32(36)42-24-30-27-11-7-3-4-8-12-28(27)30/h25-30H,5-24H2,(H,33,35)(H,34,36)/t25-,26+,27-,28+,29?,30? |
| InChIKey | LPGIRCUGQRDRKM-QHNOGPKKSA-N |
| Solubility | DMSO, DCM, DMF |
Product Specification
| Storage | -20 °C |
Application
bis-PEG4-endo-BCN is a bis-functional, PEG-based bicyclononyne (BCN) click chemistry reagent designed for strain-promoted cycloaddition with azide-bearing partners. As an endo-BCN crosslinker, it provides two BCN reactive handles separated by a flexible PEG4 spacer, enabling efficient multivalent labeling and network formation under bioorthogonal conditions. Its PEG architecture and dual reactivity make it well suited for aqueous workflows in chemical biology, biomaterials functionalization, and molecular imaging probe construction where controlled conjugation density and spacing are important.
1. Multivalent Azide Labeling
bis-PEG4-endo-BCN is commonly used to install two BCN termini onto azide-functional biomolecules, enabling multivalent conjugates with improved avidity for downstream binding studies and assay development. Researchers frequently pair it with azide-modified proteins, peptides, or nucleic acid components to create higher-order labeling patterns while maintaining aqueous compatibility and minimizing perturbation from hydrophobic linkers. The PEG4 spacing helps maintain accessibility of each BCN handle during conjugation, which is valuable when preparing fluorescent or affinity-tagged reagents for analytical workflows.
2. Hydrogel Crosslinking
bis-PEG4-endo-BCN is well suited for click-based biomaterials engineering where azide-bearing polymers are crosslinked to form stable PEG-containing networks. Materials scientists use it to tune gelation behavior and crosslink density by selecting azide-functional macromers and controlling the stoichiometry of BCN equivalents, supporting reproducible formation of hydrogels for cell culture platforms, coating layers, and scaffold-like matrices used in mechanistic studies. The bis-BCN architecture promotes network connectivity rather than single-point attachment, which is particularly useful when spatially uniform crosslinking and water-compatible mechanics are desired.
3. Surface Functionalization
bis-PEG4-endo-BCN is frequently applied for azide-directed modification of surfaces and interfaces, including functional coatings on polymer films, nanoparticles, and biosensor-compatible substrates. By reacting with azide-functionalized materials, it enables the introduction of PEG-mediated linkers that can improve colloidal stability and reduce nonspecific interactions in complex media. This makes bis-PEG4-endo-BCN a practical reagent for building reusable research tools such as patterned capture surfaces, multivalent immobilization platforms, and interface-tethered probe assemblies for imaging and analytical characterization.
4. Molecular Imaging Probe Building
bis-PEG4-endo-BCN supports the construction of multivalent imaging reagents by coupling BCN handles to azide-functional fluorophores, affinity ligands, or imaging tags used in chemical biology toolkits. Its dual-reactive design helps generate probe formats with controlled valency, which can be advantageous when preparing conjugates intended for microscopy labeling workflows or for creating standardized reagent sets for comparative studies. The PEG4 spacer contributes to solubility and reduces aggregation tendencies, supporting consistent performance in labeling and wash-based experimental pipelines.
Computed Properties
| XLogP3 | 3.8 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 21 |
| Exact Mass | 588.34106649 g/mol |
| Monoisotopic Mass | 588.34106649 g/mol |
| Topological Polar Surface Area | 114Ų |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Complexity | 864 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| 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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