
TCO-PEG8-DBCO
| Catalog Number | R15-0015 |
| Category | Trans Cyclooctene (TCO) |
| Molecular Formula | C46H65N3O12 |
| Molecular Weight | 852.0 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
TCO-PEG8-DBCO is a heterobifunctional crosslinker that incorporates both trans-cyclooctene (TCO) and dibenzocyclooctyne (DBCO) functionalities. This reagent is designed for bioorthogonal chemistry, enabling strain-promoted azide-alkyne cycloaddition (SPAAC) reactions without the need for copper catalysis. The polyethylene glycol (PEG) spacer enhances solubility and flexibility, making it suitable for applications in biomolecule conjugation, surface modification, and polymer functionalization.
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-[3-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)NCCC(=O)N2CC3=CC=CC=C3C#CC4=CC=CC=C42 |
| InChI | InChI=1S/C46H65N3O12/c50-44(47-20-18-45(51)49-38-41-12-7-6-10-39(41)16-17-40-11-8-9-15-43(40)49)19-22-53-24-26-55-28-30-57-32-34-59-36-37-60-35-33-58-31-29-56-27-25-54-23-21-48-46(52)61-42-13-4-2-1-3-5-14-42/h1-2,6-12,15,42H,3-5,13-14,18-38H2,(H,47,50)(H,48,52)/b2-1+ |
| InChIKey | CSYNXLAJSWOHQE-OWOJBTEDSA-N |
Product Specification
| Storage | -20 °C |
Application
TCO-PEG8-DBCO is a dual-reactive, PEG8-spaced click chemistry reagent that combines a trans-cyclooctene (TCO) handle with a cyclooctyne (DBCO) functionality for orthogonal bioorthogonal conjugation workflows. As a cycloaddition-based reagent, it is commonly used to enable sequential or controlled labeling strategies in chemical biology, where PEG-mediated spacing improves accessibility of bulky strained-alkene/alkyne motifs on biomolecules, nanoparticles, and surfaces. The presence of both reactive groups supports flexible design of multi-step conjugation schemes for imaging probes, material functionalization, and research-grade labeling tools.
1. Sequential Probe Labeling
TCO-PEG8-DBCO is used to build multi-step labeling workflows in which one click handle is engaged to introduce a first payload while the second handle remains available for subsequent functionalization. Researchers in chemical biology and molecular imaging often leverage the PEG8 spacer to reduce steric crowding, improving coupling efficiency when attaching dyes, affinity tags, or reporter groups to proteins, antibodies, or engineered binding scaffolds. This reagent is particularly relevant for probe development where orthogonal or staged conjugation is needed to manage labeling density and preserve binding or surface accessibility.
2. Surface And Nanoparticle Functionalization
TCO-PEG8-DBCO supports functionalization of solid supports and colloidal nanomaterials by providing two distinct click-reactive moieties that can be used to install linkers, capture ligands, or secondary reporters in a controlled manner. Biomaterials and materials chemistry groups commonly apply this reagent to generate modular coatings on beads, hydrogel components, and nanoparticle platforms, where PEG8 spacing helps present the reactive groups away from the surface. The dual functionality enables design of hierarchical assemblies, such as creating a first layer for immobilization followed by a second layer for targeting or readout elements.
3. Protein Conjugation Workflows
TCO-PEG8-DBCO is well suited for research-grade protein labeling strategies that require flexible attachment of multiple chemical features while maintaining conjugate homogeneity. In proteomics tool development and chemical biology assay development, the TCO/DBCO combination enables staged modification of proteins or protein-derived constructs, including labeling of recombinant enzymes, binding proteins, and antibody fragments used as platforms for downstream assays. The PEG8 linker contributes to improved accessibility of the reactive handles on macromolecular targets, which is valuable when attaching bulky imaging or affinity groups.
4. Molecular Imaging Reagent Building
TCO-PEG8-DBCO is frequently incorporated into the development of imaging reagents where modular assembly of contrast or tracking components is required. Molecular imaging and diagnostic reagent development teams use this dual-click reagent to prepare conjugates that can be assembled in a stepwise fashion, allowing separate installation of reporter moieties and targeting or localization elements. PEG8 spacing is advantageous for maintaining effective presentation of reactive groups on complex probe architectures, supporting robust construction of research tools used for fluorescence, enrichment, or imaging-oriented labeling workflows.
Computed Properties
| XLogP3 | 2.9 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 32 |
| Exact Mass | 851.45682452 g/mol |
| Monoisotopic Mass | 851.45682452 g/mol |
| Topological Polar Surface Area | 162Ų |
| Heavy Atom Count | 61 |
| Formal Charge | 0 |
| Complexity | 1290 |
| 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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