
Methyltetrazine-Ph-PEG4-azide | CAS 1802908-04-8
| Catalog Number | R08-0033 |
| Category | Tetrazines |
| Molecular Formula | C₁₇H₂₃N₇O₄ |
| Molecular Weight | 389.41 |
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Product Introduction
Methyltetrazine-Ph-PEG4-azide is a polyethylene glycol (PEG)-based PROTAC linker. Methyltetrazine-Ph-PEG4-azide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | Methyltetrazine-PEG4-azide |
| Purity | 95% |
| IUPAC Name | 3-[4-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]phenyl]-6-methyl-1,2,4,5-tetrazine |
| SMILES | CC1=NN=C(N=N1)C2=CC=C(C=C2)OCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C17H23N7O4/c1-14-20-22-17(23-21-14)15-2-4-16(5-3-15)28-13-12-27-11-10-26-9-8-25-7-6-19-24-18/h2-5H,6-13H2,1H3 |
| InChIKey | AHJFUODPROPZLF-UHFFFAOYSA-N |
| Solubility | DMSO, DMF, DCM |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Methyltetrazine-Ph-PEG4-azide is a bifunctional click-chemistry reagent that combines a methyltetrazine handle with an azide group connected through a PEG4 linker and a phenyl spacer. It is designed for modular bioconjugation workflows where orthogonal reactivity is leveraged to install or exchange functional groups on biomolecules, surfaces, and materials. The PEG4 segment improves aqueous compatibility and spacing, supporting downstream labeling, probe construction, and multicomponent assembly in molecular imaging and diagnostic reagent development.
1. Tetrazine-Triggered Probe Labeling
Methyltetrazine-Ph-PEG4-azide is commonly used to prepare tetrazine-bearing labeling reagents for rapid, bioorthogonal assembly with strained-alkene partners in probe development. Researchers use it to generate modular imaging and detection constructs where the PEG4 spacer helps reduce steric congestion and improves conjugation efficiency in complex biological buffers. The azide functionality enables subsequent orthogonal functionalization, allowing the same scaffold to be adapted for different reporter types, including affinity tags, fluorophores, or enrichment handles used during assay development and workflow optimization.
2. Multistep Surface and Material Functionalization
Methyltetrazine-Ph-PEG4-azide supports stepwise modification of polymeric and biomaterials platforms by providing two distinct reactive groups for staged coupling strategies. Material scientists and chemical engineers incorporate it into surface functionalization schemes where the tetrazine moiety is used to attach to compatible linkers or capture reagents, while the azide group serves as a versatile handle for later attachment of biomolecules, polymers, or imaging moieties. The phenyl and PEG4 spacing are particularly useful when building functional coatings that require controlled presentation of reactive sites and improved accessibility for subsequent conjugation steps.
3. Diagnostic Reagent and Assay Buildouts
Methyltetrazine-Ph-PEG4-azide is used in the construction of diagnostic and analytical reagents that rely on modular conjugation to assemble multicomponent assay components. In research and industrial settings, it can be employed as an intermediate to introduce a tetrazine-based coupling site onto assay scaffolds, followed by azide-directed incorporation of detection or capture elements. This design is well suited for building reagent libraries where the same backbone is used to vary reporters, targeting ligands, or purification tags without redesigning the entire conjugation strategy.
4. Molecular Imaging Conjugate Preparation
Methyltetrazine-Ph-PEG4-azide is frequently selected for preparing imaging conjugates that require orthogonal, handle-based assembly for efficient synthesis of probe candidates. Imaging-focused chemistry groups use the methyltetrazine functionality to enable rapid conjugation with appropriate strained-alkene components, while the azide group provides an additional degree of freedom for installing secondary imaging elements or solubility/presentation modifiers. The PEG4 linker helps maintain favorable solvation and spatial separation, supporting reproducible probe construction for fluorescence-based, luminescent, or other label formats used in molecular imaging research tool development.
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