
TCO-PEG10-acid
| Catalog Number | R15-0031 |
| Category | Trans Cyclooctene (TCO) |
| Molecular Formula | C32H59NO14 |
| Molecular Weight | 681.8 |
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Product Introduction
TCO-PEG10-acid features a trans-cyclooctene (TCO) moiety, which is known for its reactivity in strain-promoted inverse electron-demand Diels–Alder reactions, making it suitable for bioorthogonal chemistry applications. The compound incorporates a polyethylene glycol (PEG) spacer of ten ethylene glycol units, which enhances solubility and provides a flexible linker for conjugation to biomolecules or surfaces. The terminal carboxylic acid group allows for further functionalization or coupling to amine-containing substrates, thus supporting applications in bioconjugation and surface modification.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| IUPAC Name | 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[(4E)-cyclooct-4-en-1-yl]oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid |
| SMILES | C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O |
| InChI | InChI=1S/C32H59NO14/c34-31(35)8-10-37-12-14-39-16-18-41-20-22-43-24-26-45-28-29-46-27-25-44-23-21-42-19-17-40-15-13-38-11-9-33-32(36)47-30-6-4-2-1-3-5-7-30/h1-2,30H,3-29H2,(H,33,36)(H,34,35)/b2-1+ |
| InChIKey | CXNJCECHLNNBDW-OWOJBTEDSA-N |
Product Specification
| Storage | -20 °C |
Application
TCO-PEG10-acid is a strained trans-cyclooctene (TCO) click handle bearing a PEG10 linker and a terminal carboxylic acid for convenient conjugation and surface immobilization. As a widely used bioorthogonal click chemistry reagent, it is commonly paired with tetrazine partners to enable rapid, selective labeling in complex chemical and biological environments. The PEG spacer and acid functionality make TCO-PEG10-acid particularly relevant for building stable, water-compatible probes, coatings, and imaging/diagnostic reagent platforms where controlled attachment chemistry is required.
1. Tetrazine Probe Labeling
TCO-PEG10-acid is used as a TCO-functional building block to generate tetrazine-reactive probes for research workflows that require fast, selective conjugation under mild conditions. Laboratories developing fluorescent, affinity, or reporting-tag constructs often incorporate the PEG10 spacer to improve solubility and reduce nonspecific interactions while maintaining efficient click reactivity with tetrazines. The terminal carboxylic acid further supports downstream coupling to amine-containing biomolecules, polymer backbones, or activated surfaces, enabling modular synthesis of labeled reagents for assay development and molecular characterization.
2. Antibody And Protein Conjugation
TCO-PEG10-acid is commonly employed in bioconjugation pipelines to prepare TCO-tagged antibodies, antibody fragments, and protein-based binders for subsequent tetrazine-mediated labeling steps. The PEG10 linker helps mitigate steric constraints that can arise when attaching reactive handles to macromolecules, supporting more consistent functionalization across different protein formats. The carboxylic acid group enables practical attachment strategies to introduce TCO functionality onto protein scaffolds or onto intermediate carriers, allowing researchers to generate conjugates used in binding studies, target engagement mapping, and multiplexed labeling experiments.
3. Surface Coatings And Biomaterials
TCO-PEG10-acid is used to functionalize material surfaces and biomaterial scaffolds with bioorthogonal click sites for spatially controlled labeling. Materials groups often rely on the carboxylic acid functionality to enable coupling to polymer films, hydrogel components, or activated inorganic/organic surfaces, producing TCO-bearing interfaces that can be subsequently decorated with tetrazine reagents. The PEG10 spacer supports improved wettability and reduces fouling on many aqueous-contact materials, making TCO-PEG10-acid a practical choice for constructing reusable labeling platforms, patterned surfaces, and material-bound reagent systems.
4. Molecular Imaging Reagent Platforms
TCO-PEG10-acid is widely incorporated into imaging and molecular probe development as a standardized TCO handle for rapid conjugation to tetrazine-bearing reporters. Probe developers use the PEG10 linker to tune hydrophilicity and circulation-like behavior of probe constructs in preclinical imaging research contexts, while the acid group supports consistent attachment to targeting ligands, nanoparticles, or chelator-containing scaffolds. This reagent format is particularly valuable when a two-step labeling workflow is desired, where TCO introduction is decoupled from final reporter installation using tetrazine click chemistry.
Computed Properties
| XLogP3 | 0.3 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 14 |
| Rotatable Bond Count | 35 |
| Exact Mass | 681.39355556 g/mol |
| Monoisotopic Mass | 681.39355556 g/mol |
| Topological Polar Surface Area | 168Ų |
| Heavy Atom Count | 47 |
| Formal Charge | 0 |
| Complexity | 730 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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