
Methyltetrazine-PEG5-alkyne | CAS 1802907-97-6
| Catalog Number | R08-0035 |
| Category | Tetrazines |
| Molecular Formula | C₂₀H₂₆N₄O₅ |
| Molecular Weight | 402.44 |
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Product Introduction
Methyltetrazine-PEG5-alkyne is a polyethylene glycol (PEG)-based PROTAC linker. Methyltetrazine-PEG5-alkyne can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Methyltetrazine-PEG4-Alkyne; 3-(4-(3,6,9,12-Tetraoxapentadec-14-yn-1-yloxy)phenyl)-6-methyl-1,2,4,5-tetrazine; 3-methyl-6-[4-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]phenyl]-1,2,4,5-tetrazine |
| Purity | 95% |
| IUPAC Name | 3-methyl-6-[4-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]phenyl]-1,2,4,5-tetrazine |
| SMILES | CC1=NN=C(N=N1)C2=CC=C(C=C2)OCCOCCOCCOCCOCC#C |
| InChI | InChI=1S/C20H26N4O5/c1-3-8-25-9-10-26-11-12-27-13-14-28-15-16-29-19-6-4-18(5-7-19)20-23-21-17(2)22-24-20/h1,4-7H,8-16H2,2H3 |
| InChIKey | OAKPIEOTVXLRCN-UHFFFAOYSA-N |
| Solubility | DMSO, DCM, DMF |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Methyltetrazine-PEG5-alkyne is a bifunctional click-chemistry reagent that combines a methyltetrazine moiety with a PEG5-alkyne handle, enabling bioorthogonal tetrazine-based ligation followed by convenient downstream functionalization of the alkynyl terminus. As a modular linker, it is commonly used to build or refine molecular imaging probes, surface-conjugated reagents, and PEGylated materials where controlled spacing and aqueous compatibility are important. The presence of the PEG5 spacer supports robust conjugation workflows in aqueous buffers while the tetrazine functionality supports rapid, selective click conjugation to compatible partners in chemical biology and labeling campaigns.
1. Bioorthogonal Probe Labeling
Methyltetrazine-PEG5-alkyne is widely used in chemical biology workflows to attach functional payloads to biomolecules and probe scaffolds through tetrazine-mediated click conjugation to complementary strained-alkene or trans-cyclooctene partners. The PEG5 spacer improves solubility and reduces nonspecific interactions during labeling, which is particularly valuable when preparing fluorescent, affinity, or enrichment reagents for cellular and biochemical assays. The alkynyl handle further supports orthogonal follow-on chemistry, allowing researchers to incorporate reporter groups, tags, or capture handles after the primary conjugation step, streamlining probe assembly for imaging and detection tool development.
2. Surface And Material Functionalization
Methyltetrazine-PEG5-alkyne supports the functionalization of polymeric and biomaterial surfaces where tetrazine click chemistry is used to immobilize or pattern reactive ligands under mild, aqueous-compatible conditions. The PEG5-alkyne architecture helps create flexible, hydrated linkers on surfaces, which can improve accessibility of binding epitopes or reactive sites in coatings, membranes, and hydrogel systems. By combining tetrazine-driven attachment with an alkyne terminus for subsequent coupling, this reagent fits into industrial and research-grade material modification pipelines aimed at generating reusable surfaces for assays, affinity capture, and multistep assembly of functional coatings.
3. Multistep Conjugation Platforms
Methyltetrazine-PEG5-alkyne is a practical building block for multistep conjugation strategies that require sequential installation of distinct functional elements while maintaining orthogonality between chemistries. Researchers use it as a linker to introduce a tetrazine-reactive site for rapid click attachment to a first partner, then exploit the PEG5-alkyne handle to add secondary moieties such as affinity tags, solubility enhancers, or additional reactive groups for later stages of probe or reagent construction. This design is especially useful in workflows that demand modularity, such as assembling libraries of conjugates for platform optimization, biochemical tool development, and standardized reagent manufacturing for research instrumentation and assay development.
4. Molecular Imaging Reagent Assembly
Methyltetrazine-PEG5-alkyne is commonly incorporated into molecular imaging reagent development where bioorthogonal tetrazine click chemistry is used to rapidly assemble imaging-capable constructs from prefunctionalized components. The PEG5 spacer helps maintain favorable hydrodynamic properties and reduces aggregation tendencies in aqueous labeling buffers, supporting reproducible reagent preparation. The alkynyl functionality provides a convenient handle for integrating imaging-associated reporters or enabling orthogonal derivatization, which supports efficient generation of probe variants for imaging workflow optimization in molecular imaging research settings.
Computed Properties
| XLogP3 | 0.2 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 15 |
| Exact Mass | 402.19031994 g/mol |
| Monoisotopic Mass | 402.19031994 g/mol |
| Topological Polar Surface Area | 97.7Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 445 |
| 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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