
TCO-PEG8-TFP ester | CAS 2353410-06-5
| Catalog Number | R15-0037 |
| Category | Trans Cyclooctene (TCO) |
| Molecular Formula | C₃₄H₅₁F₄NO₁₂ |
| Molecular Weight | 741.76 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
TCO-PEG8-TFP ester is a polyethylene glycol (PEG)-based PROTAC linker. TCO-PEG8-TFP ester can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 2,3,5,6-Tetrafluorophenyl 1-(cyclooct-4-en-1-yloxy)-1-oxo-5,8,11,14,17,20,23,26-octaoxa-2-azanonacosan-29-oate; 2,3,5,6-Tetrafluorophenyl (E)-1-(cyclooct-4-en-1-yloxy)-1-oxo-5,8,11,14,17,20,23,26-octaoxa-2-azanonacosan-29-oate; 2,3,5,6-tetrafluorophenyl 1-({[(4Z)-cyclooct-4-en-1-yloxy]carbonyl}amino)-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oate |
| Purity | 95% |
| IUPAC Name | (2,3,5,6-tetrafluorophenyl) 3-[2-[2-[2-[2-[2-[2-[2-[2-[[(4Z)-cyclooct-4-en-1-yl]oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)OC2=C(C(=CC(=C2F)F)F)F |
| InChI | InChI=1S/C34H51F4NO12/c35-28-26-29(36)32(38)33(31(28)37)51-30(40)8-10-42-12-14-44-16-18-46-20-22-48-24-25-49-23-21-47-19-17-45-15-13-43-11-9-39-34(41)50-27-6-4-2-1-3-5-7-27/h1-2,26-27H,3-25H2,(H,39,41)/b2-1- |
| InChIKey | LVMKBSBHWYSGNU-UPHRSURJSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
TCO-PEG8-TFP ester is a PEG8-linked trans-cyclooctene (TCO) click handle bearing a TFP ester for efficient conjugation to primary amines. As a cyclooctene-based click chemistry reagent, it is commonly used in bioorthogonal labeling workflows that pair with tetrazine partners to enable rapid, selective ligation for imaging and detection. The combination of a flexible PEG spacer and a reactive TFP ester makes this reagent particularly useful for preparing TCO-functional biomolecules, targeting ligands, and surface coatings that can later undergo tetrazine-mediated conjugation under mild conditions.
1. Amine-Targeted Bioconjugation
TCO-PEG8-TFP ester is widely used to functionalize proteins, peptides, and antibody fragments through TFP ester reactivity with accessible primary amines, generating stable TCO-bearing conjugates for downstream tetrazine click coupling. The PEG8 spacer helps maintain conjugate solubility and reduces steric limitations that can otherwise lower labeling efficiency, which is valuable when preparing probe panels for molecular imaging, binding studies, or platform development. Researchers often incorporate this reagent into workflows where a TCO-modified targeting component is required as the reactive partner for subsequent tetrazine ligation, enabling modular assembly of multi-component constructs.
2. Molecular Imaging Probe Assembly
TCO-PEG8-TFP ester supports the preparation of imaging reagents by enabling the attachment of TCO to targeting vectors and imaging scaffolds that are later combined with tetrazine-functional reporters. In fluorescence, luminescence, and other optical labeling contexts, TCO-functional biomolecules can be generated first and then rapidly coupled to tetrazine-tagged dyes, nanoparticles, or reporter constructs to produce well-defined conjugates. The PEG8 linkage is particularly relevant for maintaining favorable hydrodynamic behavior and minimizing nonspecific interactions, which helps when developing imaging probes that require consistent labeling across batches.
3. Diagnostic Reagent Development
TCO-PEG8-TFP ester is used in the creation of diagnostic and assay reagents where modular click chemistry improves reagent interchangeability and workflow consistency. By installing TCO onto capture molecules such as affinity ligands, enzyme partners, or assay-building blocks via TFP ester chemistry, teams can later couple these components to tetrazine-functional readout elements in a controlled manner. This approach is commonly adopted in research and industrial assay development settings to streamline the generation of reagent libraries, including multiplexed formats where orthogonal labeling strategies are needed to distinguish targets.
4. Surface and Material Functionalization
TCO-PEG8-TFP ester is applicable to biomaterials and surface chemistry because the TFP ester can react with amine-containing surfaces, coatings, and polymeric materials to introduce TCO functionalities. This enables the fabrication of TCO-presenting interfaces that can subsequently be decorated with tetrazine-bearing molecules, such as fluorescent tags, affinity reagents, or signaling components, using bioorthogonal click coupling. The PEG8 spacer contributes to surface accessibility of the reactive handle, which is important for achieving efficient labeling on complex substrates including functionalized polymers, hydrogel components, and protein-coated materials used in research tool development.
Computed Properties
| XLogP3 | 2.8 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 16 |
| Rotatable Bond Count | 31 |
| Exact Mass | 741.33473871 g/mol |
| Monoisotopic Mass | 741.33473871 g/mol |
| Topological Polar Surface Area | 139Ų |
| Heavy Atom Count | 51 |
| Formal Charge | 0 |
| Complexity | 897 |
| 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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