
TCO-amine | CAS 1609736-43-7
| Catalog Number | R15-0027 |
| Category | Trans Cyclooctene (TCO) |
| Molecular Formula | C₁₂H₂₂N₂O₂ |
| Molecular Weight | 226.32 |
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Product Introduction
TCO-amine is a PROTAC linker, which is composed of alkyl chains. TCO-amine can be used to synthesize a range of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | TCO-amine hydrochloride |
| Purity | 95% |
| IUPAC Name | [(4Z)-cyclooct-4-en-1-yl] N-(3-aminopropyl)carbamate |
| SMILES | C1CC=CCCC(C1)OC(=O)NCCCN |
| InChI | InChI=1S/C12H22N2O2/c13-9-6-10-14-12(15)16-11-7-4-2-1-3-5-8-11/h1-2,11H,3-10,13H2,(H,14,15)/b2-1- |
| InChIKey | MMNVKTBTNQJBEE-UPHRSURJSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
TCO-amine is a cyclooctene-based trans-cyclooctene (TCO) click chemistry reagent designed for fast, bioorthogonal ligation with tetrazines via the widely used inverse electron-demand Diels–Alder reaction. As an amine-functionalized TCO building block, it is commonly incorporated into probes and conjugates through amide coupling, carbodiimide-mediated reactions, or surface/biopolymer attachment strategies. Its compact, reactive TCO motif and handle for further derivatization make it a frequent choice for constructing imaging agents, targeting constructs, and labeling reagents in chemical biology and biomaterials workflows.
1. Tetrazine Probe Conjugation
TCO-amine is widely used to generate tetrazine-reactive partners in two-component labeling workflows, where TCO-bearing constructs are reacted with tetrazine-functional probes to form stable conjugates. Researchers employ TCO-amine to introduce a controllable cyclooctene handle onto antibodies, nanobodies, peptides, or polymeric scaffolds, enabling modular assembly of fluorescent, affinity, or enrichment reagents. In molecular imaging and diagnostic reagent development, this approach supports rapid pre-assembly of targeting or capture components followed by late-stage coupling to reporter moieties, improving flexibility across assay formats and experimental timelines.
2. Surface And Biomaterial Labeling
TCO-amine is commonly incorporated into biomaterial and surface modification pipelines to create TCO-functional materials that can be subsequently coupled to tetrazine-tagged reporters, linkers, or capture ligands. Materials scientists and chemical biologists use the amine functionality to tether TCO to activated surfaces, coatings, or biopolymer matrices, producing stable, handle-rich interfaces for downstream click labeling. This enables spatially resolved labeling of hydrogels, beads, and functionalized membranes, as well as the preparation of TCO-bearing platforms for multiplexed detection workflows where different tetrazine probes are introduced sequentially or in parallel.
3. Protein And Peptide Tagging
TCO-amine is frequently selected for site-compatible protein and peptide derivatization when a reactive TCO group is needed for subsequent tetrazine-mediated conjugation. The amine handle supports coupling to proteins through standard bioconjugation chemistries, allowing researchers to install TCO functionality onto biomacromolecules used as carriers, targeting ligands, or analytical standards. This application is particularly common in chemical biology laboratories that build multi-component reagent systems, such as conjugate libraries for binding studies, reagent panels for affinity assays, and modular constructs for tracking biomolecular interactions using reporter-bearing tetrazines.
4. Diagnostic Reagent Building Blocks
TCO-amine serves as a practical building block for constructing diagnostic and analytical reagent components that rely on tetrazine-triggered assembly of signal reporters. In assay development, TCO-amine is used to prepare TCO-functional capture reagents, labeling reagents, or intermediate conjugates that can be matched with tetrazine-labeled detection elements to generate final assay-ready constructs. The amine functionality helps integrate TCO into common reagent formats, including antibody-derived reagents, affinity binders, and polymer-based labeling systems, supporting streamlined workflows for producing consistent, modular diagnostic tools used in research and industrial analytical development.
Computed Properties
| XLogP3 | 1.7 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 5 |
| Exact Mass | 226.168127949 g/mol |
| Monoisotopic Mass | 226.168127949 g/mol |
| Topological Polar Surface Area | 64.4Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 229 |
| 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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