
TCO-PEG6-TCO
| Catalog Number | R15-0008 |
| Category | Trans Cyclooctene (TCO) |
| Molecular Formula | C32H56N2O10 |
| Molecular Weight | 628.8 |
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Product Introduction
TCO-PEG6-TCO is a bifunctional linker featuring two trans-cyclooctene (TCO) moieties connected by a hexaethylene glycol (PEG6) spacer. This compound participates in bioorthogonal chemistry, particularly enabling strain-promoted cycloaddition reactions with tetrazines, facilitating the conjugation of biomolecules under mild conditions. Its PEG6 spacer enhances solubility and flexibility, making TCO-PEG6-TCO suitable for applications in surface modification and polymer functionalization where spatial separation of reactive sites is advantageous.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 98 % |
| IUPAC Name | [(4E)-cyclooct-4-en-1-yl] N-[2-[2-[2-[2-[2-[2-[2-[[(4E)-cyclooct-4-en-1-yl]oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCOCCOCCOCCNC(=O)OC2CCCC=CCC2 |
| InChI | InChI=1S/C32H56N2O10/c35-31(43-29-11-7-3-1-4-8-12-29)33-15-17-37-19-21-39-23-25-41-27-28-42-26-24-40-22-20-38-18-16-34-32(36)44-30-13-9-5-2-6-10-14-30/h1-3,5,29-30H,4,6-28H2,(H,33,35)(H,34,36)/b3-1+,5-2+ |
| InChIKey | VMAOHJRFCRXYHB-MGBLWKCQSA-N |
Product Specification
| Storage | -20 °C |
Application
TCO-PEG6-TCO is a bifunctional, polyethylene glycol (PEG)-spaced trans-cyclooctene (TCO) click chemistry reagent designed for strain-promoted inverse electron-demand cycloaddition (SPIEDAC) with tetrazines. The molecule presents two TCO moieties for multivalent labeling and crosslinking, while the PEG6 linker improves aqueous handling and spacing control in biomolecular conjugates. As a widely used TCO building block, it supports downstream workflows in probe development, imaging reagent assembly, and polymer or surface functionalization where rapid, catalyst-free click reactions are advantageous.
1. Tetrazine Probe Labeling
TCO-PEG6-TCO is commonly used to generate tetrazine-reactive labeling reagents for fluorescence, affinity, and detection platforms that rely on fast bioorthogonal conjugation. Researchers incorporate this bifunctional TCO scaffold to introduce controlled multivalency onto proteins, peptides, or targeting ligands, improving the density and spatial presentation of clickable handles for subsequent tetrazine capture. The PEG spacer helps maintain solubility and reduces steric crowding during conjugation steps, which is particularly useful when building complex probe sets for assay development and reagent screening.
2. Multivalent Bioconjugation Platforms
TCO-PEG6-TCO is well suited for constructing multivalent bioconjugates where two reactive sites are beneficial for crosslinking or sequential assembly of larger molecular architectures. In chemical biology workflows, it is used to connect biomolecules to tetrazine-bearing partners such as imaging dyes, affinity tags, or engineered binding modules, enabling higher-order conjugate formats without requiring copper catalysis. The PEG6 linker supports flexible spacing between the two TCO groups, which can be advantageous when tuning conjugate size, accessibility, and labeling stoichiometry for research tools used in binding studies and molecular interaction assays.
3. Molecular Imaging Reagent Assembly
TCO-PEG6-TCO is frequently selected as a practical TCO source for assembling tetrazine-functional imaging reagents, including fluorescent and other signal-bearing probe constructs used in molecular imaging development. The bifunctional design supports incorporation of multiple clickable sites into a single reagent precursor, which can be leveraged to create probe variants with different labeling densities and conjugate architectures. By using the PEG spacer to moderate local concentration effects, developers can streamline the production of imaging-ready conjugates intended for preclinical research instrumentation and imaging method optimization workflows.
4. Surface and Material Functionalization
TCO-PEG6-TCO is used to functionalize polymeric materials, coatings, and engineered surfaces with TCO groups for subsequent tetrazine-mediated attachment of dyes, affinity ligands, or other functional components. The PEG6 spacer and dual TCO functionality make it useful for preparing multivalent reactive surfaces that can yield more robust coupling to tetrazine-bearing reagents during material fabrication and surface chemistry workflows. This application is common in biomaterials research and diagnostic reagent development where modular surface patterning and rapid, catalyst-free conjugation are preferred for iterative prototyping and optimization.
Computed Properties
| XLogP3 | 3.4 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 25 |
| Exact Mass | 628.39349599 g/mol |
| Monoisotopic Mass | 628.39349599 g/mol |
| Topological Polar Surface Area | 132Ų |
| Heavy Atom Count | 44 |
| Formal Charge | 0 |
| Complexity | 705 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 2 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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