
Methyltetrazine-PEG12-DBCO | CAS 2183440-28-8
| Catalog Number | R08-0029 |
| Category | Cycloalkyne Dyes (DBCO) |
| Molecular Formula | C52H70N6O14 |
| Molecular Weight | 1003.2 |
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Product Introduction
Methyltetrazine-PEG12-DBCO is a TCO reactive reagent with a DBCO group and water-soluble PEG spacer. This reagent can be used to convert azido-containing peptides or proteins into tetrazine-modified peptides or protein without catalyst or axillary reagents. DBCO is commonly used for copper-free Click Chemistry reactions.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 95% |
| 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-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy]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)OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCC(=O)N3CC4=CC=CC=C4C#CC5=CC=CC=C53 |
| InChI | InChI=1S/C52H70N6O14/c1-43-54-56-52(57-55-43)46-12-14-48(15-13-46)72-41-40-71-39-38-70-37-36-69-35-34-68-33-32-67-31-30-66-29-28-65-27-26-64-25-24-63-23-22-62-21-20-61-19-18-53-50(59)16-17-51(60)58-42-47-8-3-2-6-44(47)10-11-45-7-4-5-9-49(45)58/h2-9,12-15H,16-42H2,1H3,(H,53,59) |
| InChIKey | WAFZSKDTDFPQHS-UHFFFAOYSA-N |
| Solubility | DMSO, DCM, DMF |
Product Specification
| Storage | -20 °C |
Application
Methyltetrazine-PEG12-DBCO is a bifunctional click chemistry reagent that combines a methyltetrazine moiety with a DBCO (dibenzocyclooctyne) handle connected through a PEG12 linker. This design supports orthogonal, catalyst-free tetrazine-based inverse electron-demand Diels–Alder chemistry and enables robust conjugation workflows in chemical biology, imaging, and materials research. The PEG spacer improves aqueous compatibility and reduces steric congestion, making it well suited for building multifunctional probes and surface or polymer conjugates where controlled spacing between reactive groups is important.
1. Dual-Handle Probe Assembly
Methyltetrazine-PEG12-DBCO is used to construct multifunctional chemical biology probes that require two orthogonal reactivity sites for sequential labeling. Researchers commonly employ the reagent as a modular intermediate to attach one functional group through tetrazine chemistry while reserving the DBCO end for a second conjugation step, supporting workflows such as multicolor labeling, affinity probe generation, and creation of probes with tunable architecture. The PEG12 linkage helps maintain probe solubility and spacing, which is particularly valuable when attaching bulky targeting ligands or fluorophores that can otherwise hinder efficient coupling.
2. Biomolecule and Surface Conjugation
Methyltetrazine-PEG12-DBCO supports conjugation strategies for biomolecule functionalization and surface modification where PEG-mediated distance control is desirable. The reagent is frequently incorporated into labeling pipelines for antibodies, proteins, peptides, and nucleic-acid-associated constructs that are engineered to carry complementary reactive partners, enabling stepwise installation of imaging tags, enrichment handles, or affinity elements. In surface chemistry contexts, the PEG12 spacer can improve accessibility of reactive groups on nanoparticles, beads, and coated substrates, facilitating more consistent downstream conjugation and reducing nonspecific steric effects during probe assembly.
3. Molecular Imaging and Reporter Platforms
Methyltetrazine-PEG12-DBCO is widely used in the development of molecular imaging and reporter platforms that benefit from orthogonal click handles and controlled linker length. Teams working on fluorescent, luminescent, or other signal-generating reporters use the reagent to integrate tetrazine-based coupling with DBCO-based secondary labeling, allowing rapid generation of imaging-ready constructs from modular components. The PEG12 spacer is particularly relevant when the signal moiety and the binding or localization element must be separated to preserve optical performance and minimize quenching or steric interference during conjugate formation.
4. Polymer and Nanomaterial Functionalization
Methyltetrazine-PEG12-DBCO is applied to functionalize polymers, hydrogels, and nanomaterials with programmable reactive sites for multistep modification. Materials scientists use the reagent to introduce tetrazine and DBCO functionalities into macromolecular scaffolds, enabling subsequent attachment of dyes, targeting ligands, or capture groups while maintaining aqueous processability. The PEG12 linker helps mitigate aggregation and improves the accessibility of reactive groups in heterogeneous environments such as particle surfaces and polymer networks, supporting reproducible assembly of functional materials used as research tools for sensing, tracking, and molecular display.
Computed Properties
| XLogP3 | 0.8 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 18 |
| Rotatable Bond Count | 41 |
| Exact Mass | 1002.49500093 g/mol |
| Monoisotopic Mass | 1002.49500093 g/mol |
| Topological Polar Surface Area | 212Ų |
| Heavy Atom Count | 72 |
| Formal Charge | 0 |
| Complexity | 1450 |
| 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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