
TCO-PEG12-amine
| Catalog Number | R15-0021 |
| Category | Trans Cyclooctene (TCO) |
| Molecular Formula | C35H68N2O14 |
| Molecular Weight | 740.9 |
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Product Introduction
TCO-PEG12-amine features a trans-cyclooctene moiety linked to a PEG12 spacer, providing a versatile platform for bioorthogonal chemistry applications. This compound participates in strain-promoted cycloaddition reactions, allowing for efficient conjugation with tetrazine-functionalized molecules under mild, copper-free conditions. Its amine functionality facilitates further derivatization or immobilization onto surfaces, making it suitable for applications in biomolecule conjugation and surface modification.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| IUPAC Name | [(4E)-cyclooct-4-en-1-yl] N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN |
| InChI | InChI=1S/C35H68N2O14/c36-8-10-39-12-14-41-16-18-43-20-22-45-24-26-47-28-30-49-32-33-50-31-29-48-27-25-46-23-21-44-19-17-42-15-13-40-11-9-37-35(38)51-34-6-4-2-1-3-5-7-34/h1-2,34H,3-33,36H2,(H,37,38)/b2-1+ |
| InChIKey | JAGMSEUXQOSGEU-OWOJBTEDSA-N |
Product Specification
| Storage | -20 °C |
Application
TCO-PEG12-amine is a polyethylene glycol (PEG)-spaced trans-cyclooctene (TCO) click handle bearing a terminal primary amine, designed for bioorthogonal trans-cyclooctene chemistry. As a cyclooctene-based click reagent, it is commonly used in strain-promoted inverse electron-demand cycloaddition workflows to enable efficient labeling and conjugation of biomolecules and materials. The PEG12 linker improves aqueous compatibility and helps tune spacing for downstream conjugation strategies, while the amine functionality supports attachment to activated esters, isothiocyanates, or other coupling chemistries used in chemical biology and molecular imaging tool development.
1. Antibody And Protein Labeling
TCO-PEG12-amine is widely used to install a TCO click moiety onto antibodies, antibody fragments, and other proteins for site-specific or semi-random labeling workflows in chemical biology. The terminal amine enables coupling to activated protein-labeling reagents, allowing researchers to generate TCO-functional bioconjugates that can be subsequently reacted with complementary tetrazine partners for rapid conjugation in aqueous buffers. This reagent format is particularly valued when maintaining protein solubility and controlling effective conjugation distance are important for probe stability, imaging reagent preparation, and multistep assay development.
2. Surface And Material Functionalization
TCO-PEG12-amine is used to functionalize polymeric and solid-phase surfaces where PEG-mediated spacing can reduce steric hindrance and improve accessibility of the click handle. The primary amine supports attachment to surface-activated chemistries such as NHS-ester surfaces, aldehyde-based linkers, or other amine-reactive coatings commonly employed in biomaterials research. Once immobilized, the TCO moiety provides a convenient platform for subsequent tetrazine-mediated coupling to fluorescent dyes, affinity tags, or other reactive components, enabling modular construction of functional coatings, sensor interfaces, and extracellular-matrix-mimetic materials.
3. Fluorophore and Reporter Conjugates
TCO-PEG12-amine serves as a practical building block for generating fluorescent and affinity reporter conjugates that require a clickable TCO handle for later assembly. By using the amine group to link to dye scaffolds, affinity ligands, or scaffold molecules, researchers can prepare TCO-bearing probes with improved aqueous behavior and reduced aggregation tendencies thanks to the PEG12 spacer. The resulting TCO-functional reporters are then suitable for streamlined coupling to tetrazine-functional partners in labeling workflows used for assay development, imaging probe libraries, and multiplexed reagent preparation in molecular imaging and diagnostics research settings.
4. Linker For Multicomponent Assembly
TCO-PEG12-amine is frequently selected as a linker reagent in multicomponent bioconjugation strategies where a stable amine handle is needed to connect the TCO moiety to a larger construct. The PEG12 spacer helps preserve reactivity by providing flexibility between the conjugation point and the TCO group, which is useful when assembling complex probes that include targeting domains, solubilizing elements, and detection or enrichment tags. This makes TCO-PEG12-amine a common choice for building modular chemical biology tools, including TCO-functional intermediates that can be combined with complementary reactive partners to generate final labeling reagents for research workflows.
Computed Properties
| XLogP3 | -0.5 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 15 |
| Rotatable Bond Count | 40 |
| Exact Mass | 740.46705485 g/mol |
| Monoisotopic Mass | 740.46705485 g/mol |
| Topological Polar Surface Area | 175Ų |
| Heavy Atom Count | 51 |
| Formal Charge | 0 |
| Complexity | 741 |
| 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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