
Methyltetrazine-PEG24-DBCO
| Catalog Number | R01-0331 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C76H118N6O26 |
| Molecular Weight | 1531.8 |
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Product Introduction
Methyltetrazine-PEG24-DBCO is a bifunctional reagent that integrates a methyltetrazine moiety and a dibenzocyclooctyne (DBCO) group, connected via a polyethylene glycol (PEG) linker. The methyltetrazine component participates in inverse electron-demand Diels–Alder reactions, facilitating bioorthogonal conjugation with trans-cyclooctenes, while the DBCO group enables copper-free click chemistry through strain-promoted azide-alkyne cycloaddition. This dual-reactive architecture is utilized in the labeling and modification of biomolecules, allowing for precise and orthogonal functionalization in complex biological systems.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| IUPAC Name | 4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-4-oxobutanamide |
| SMILES | CC1=NN=C(N=N1)C2=CC=C(C=C2)OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCC(=O)N3CC4=CC=CC=C4C#CC5=CC=CC=C53 |
| InChI | InChI=1S/C76H118N6O26/c1-67-78-80-76(81-79-67)70-12-14-72(15-13-70)108-65-64-107-63-62-106-61-60-105-59-58-104-57-56-103-55-54-102-53-52-101-51-50-100-49-48-99-47-46-98-45-44-97-43-42-96-41-40-95-39-38-94-37-36-93-35-34-92-33-32-91-31-30-90-29-28-89-27-26-88-25-24-87-23-22-86-21-20-85-19-18-77-74(83)16-17-75(84)82-66-71-8-3-2-6-68(71)10-11-69-7-4-5-9-73(69)82/h2-9,12-15H,16-66H2,1H3,(H,77,83) |
| InChIKey | OJDQHMWSFJYHLB-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
Methyltetrazine-PEG24-DBCO is a heterobifunctional click chemistry reagent combining a methyltetrazine handle with a DBCO (dibenzocyclooctyne) group connected through a long PEG24 spacer. It is designed for bioorthogonal dual-reactivity workflows that leverage tetrazine-mediated inverse electron-demand Diels–Alder chemistry alongside DBCO click reactivity, enabling flexible conjugation strategies for probes, surfaces, and macromolecular assemblies. The extended PEG linker helps reduce steric limitations and improves accessibility of both reactive termini in aqueous, biomolecule-rich environments commonly used in chemical biology and molecular imaging reagent development.
1. Pre-Programmed Dual Conjugation
Methyltetrazine-PEG24-DBCO is used to build pre-programmed conjugation workflows where two distinct click handles are required across sequential labeling steps. Researchers and imaging teams often select this format to connect one biomolecule or targeting component through the DBCO functionality, then introduce a second partner via the methyltetrazine moiety in a later step, supporting modular assembly of complex probe architectures. The PEG24 spacer is particularly valuable when both reactive groups must remain accessible after conjugation to bulky proteins, nanoparticles, or multivalent scaffolds.
2. Multivalent Probe and Nanoconjugate Design
Methyltetrazine-PEG24-DBCO is well suited for constructing multivalent chemical biology tools, including polymer-based probes, liposome or micelle conjugates, and nanoparticle functionalization schemes that benefit from controlled spacing between reactive sites. The PEG24 chain promotes efficient presentation of the click termini, which can improve labeling consistency when attaching multiple ligands to a single carrier. This reagent is frequently incorporated into workflows that generate high-density yet sterically manageable conjugates for fluorescence, affinity-based detection reagents, or platform materials used in molecular imaging development.
3. Surface Functionalization and Material Labeling
Methyltetrazine-PEG24-DBCO supports surface chemistry applications where researchers need robust attachment of click-reactive groups onto materials such as functionalized polymers, hydrogel components, or microfabricated substrates. The bifunctional nature allows installation of one handle for subsequent capture or coupling, while retaining the second handle for orthogonal downstream modification, enabling iterative surface patterning and reagent immobilization. The PEG spacer helps mitigate surface crowding effects, which is important when immobilized probes must remain reactive toward complementary click partners in aqueous assay conditions.
4. Orthogonal Labeling in Complex Biomolecular Mixtures
Methyltetrazine-PEG24-DBCO is commonly used in chemical biology workflows that require orthogonal conjugation in the presence of other reactive groups, such as when preparing labeled biomolecules for mechanistic studies, binding assays, or platform characterization. The dual-click design enables staged labeling strategies that can reduce cross-reactivity and simplify purification logic by separating functionalization events over time. Teams working with protein conjugates, affinity reagents, or assay-ready biomolecular constructs often rely on this reagent to introduce clickable functionality while maintaining colloidal stability and accessibility through the PEG24 linker.
Computed Properties
| XLogP3 | -0.9 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 30 |
| Rotatable Bond Count | 77 |
| Exact Mass | 1530.80957789 g/mol |
| Monoisotopic Mass | 1530.80957789 g/mol |
| Topological Polar Surface Area | 323Ų |
| Heavy Atom Count | 108 |
| Formal Charge | 0 |
| Complexity | 2080 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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