
TCO-PEG6-DBCO
| Catalog Number | R01-0339 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C42H57N3O10 |
| Molecular Weight | 763.9 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
TCO-PEG6-DBCO is a heterobifunctional crosslinker that combines trans-cyclooctene (TCO) and dibenzocyclooctyne (DBCO) functionalities, linked via a polyethylene glycol (PEG) spacer. The TCO moiety enables strain-promoted inverse electron-demand Diels–Alder reactions, while the DBCO group participates in copper-free click chemistry through strain-promoted azide-alkyne cycloaddition. This reagent is commonly used in bioconjugation strategies to facilitate site-specific labeling, surface modification, and macromolecular assembly in bioorthogonal chemistry applications.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| IUPAC Name | [(4E)-cyclooct-4-en-1-yl] N-[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]ethyl]carbamate |
| SMILES | C1CC=CCCC(C1)OC(=O)NCCOCCOCCOCCOCCOCCOCCC(=O)NCCC(=O)N2CC3=CC=CC=C3C#CC4=CC=CC=C42 |
| InChI | InChI=1S/C42H57N3O10/c46-40(43-20-18-41(47)45-34-37-12-7-6-10-35(37)16-17-36-11-8-9-15-39(36)45)19-22-49-24-26-51-28-30-53-32-33-54-31-29-52-27-25-50-23-21-44-42(48)55-38-13-4-2-1-3-5-14-38/h1-2,6-12,15,38H,3-5,13-14,18-34H2,(H,43,46)(H,44,48)/b2-1+ |
| InChIKey | INOZHMHXBILIOY-OWOJBTEDSA-N |
Product Specification
| Storage | -20 °C |
Application
TCO-PEG6-DBCO is a bifunctional, PEG-spaced click chemistry reagent that combines a trans-cyclooctene (TCO) handle with a cyclooctyne-based DBCO group, enabling orthogonal and sequential labeling workflows in bioorthogonal chemistry. The flexible PEG6 linker improves solubility and spacing effects, which is valuable when conjugating biomolecules, surfaces, or polymeric materials that require controlled accessibility of reactive handles. This reagent is widely used in molecular imaging, targeted probe assembly, and multistep bioconjugation strategies where researchers need to manage stoichiometry and timing of click reactions.
1. Sequential Probe Assembly
TCO-PEG6-DBCO is used to build multicomponent molecular probes by enabling stepwise attachment of different partners through orthogonal click handles. Researchers commonly employ the TCO and DBCO functionalities to stage conjugation events, for example coupling one moiety first and then introducing a second label after purification or buffer exchange. The PEG6 spacer helps maintain reactivity and reduces steric hindrance during probe assembly, which is particularly relevant for fluorescent tags, affinity ligands, and other detection reagents. This design supports workflows in chemical biology and imaging tool development where the order of conjugation and the control of final architecture strongly influence labeling consistency.
2. Surface And Material Functionalization
TCO-PEG6-DBCO is applied in the functionalization of biomaterials and engineered surfaces that require robust, modular attachment of reactive groups for downstream immobilization or patterning. Material scientists and assay developers use the reagent to introduce clickable handles onto hydrogels, polymer coatings, and other solid supports, enabling subsequent coupling of capture molecules, reporters, or linkers under mild, aqueous conditions. The PEG spacer provides improved accessibility of the click groups at the interface, which can be important when immobilized reagents must remain reactive after surface adsorption or covalent attachment. Such surface-ready conjugation strategies are frequently used to generate reusable assay platforms and customizable materials for research-grade diagnostics and molecular sensing.
3. Targeting Ligand Conjugation Workflows
TCO-PEG6-DBCO is incorporated into bioconjugation workflows that require attaching targeting ligands, binding proteins, or scaffold molecules to imaging and detection constructs with controlled geometry. In chemical biology labs, the reagent is often used as a bridging or intermediate component that allows researchers to connect a ligand-bearing conjugate to a second functional partner while maintaining handle availability for later steps. The bifunctional nature supports iterative assembly of conjugates used in mechanistic studies, probe optimization, and platform development, where consistent labeling density and spatial arrangement matter. PEG6 spacing further supports conjugate performance in complex labeling environments such as protein-rich mixtures and multifunctional probe libraries.
4. Multiplex Labeling In Research Tools
TCO-PEG6-DBCO is well suited for multiplex labeling approaches in research tool development, where different labels or reporters must be introduced in a coordinated manner. Researchers use the reagent to create conjugation schemes that separate labeling steps, helping manage cross-reactivity and enabling the construction of multi-parameter imaging reagents, affinity reagents, or structured nanoscale tools. The presence of both TCO and DBCO click handles allows flexible integration into experimental pipelines that require sequential addition of components, such as orthogonal reporter installation after initial targeting or enrichment. PEG6 spacing contributes to improved accessibility of reactive groups, supporting more reproducible labeling outcomes across diverse experimental formats.
Computed Properties
| XLogP3 | 3.2 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 26 |
| Exact Mass | 763.40439502 g/mol |
| Monoisotopic Mass | 763.40439502 g/mol |
| Topological Polar Surface Area | 143Ų |
| Heavy Atom Count | 55 |
| Formal Charge | 0 |
| Complexity | 1190 |
| 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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