
Methyltetrazine-PEG5-triethoxysilane | CAS 2353410-01-0
| Catalog Number | R08-0020 |
| Category | Tetrazines |
| Molecular Formula | C₂₉H₄₉N₅O₉Si |
| Molecular Weight | 639.81 |
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Product Introduction
Methyltetrazine-PEG5-triethoxysilane is a polyethylene glycol (PEG)-based PROTAC linker. Methyltetrazine-PEG5-triethoxysilane can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 1-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy]-N-[3-(triethoxysilyl)propyl]-3,6,9,12-tetraoxapentadecan-15-amide |
| Purity | 98% |
| IUPAC Name | 3-[2-[2-[2-[2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]-N-(3-triethoxysilylpropyl)propanamide |
| SMILES | CCO[Si](CCCNC(=O)CCOCCOCCOCCOCCOC1=CC=C(C=C1)C2=NN=C(N=N2)C)(OCC)OCC |
| InChI | InChI=1S/C29H49N5O9Si/c1-5-41-44(42-6-2,43-7-3)24-8-14-30-28(35)13-15-36-16-17-37-18-19-38-20-21-39-22-23-40-27-11-9-26(10-12-27)29-33-31-25(4)32-34-29/h9-12H,5-8,13-24H2,1-4H3,(H,30,35) |
| InChIKey | KTMPHUUZMIOJLF-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-triethoxysilane is a tetrazine-functionalized, PEGylated silane designed for bioorthogonal click chemistry through inverse electron-demand Diels–Alder reactivity with trans-cyclooctene (TCO) partners. The molecule combines a methyl-substituted tetrazine for selective ligation, a PEG5 spacer to improve accessibility and reduce steric effects, and a triethoxysilane handle for covalent attachment to silica- and oxide-bearing surfaces. This reagent is commonly used to build modular, surface-anchored platforms for labeling, imaging, and multistep assembly where spatially controlled immobilization of tetrazine capture sites is required.
1. Surface Immobilized Tetrazine Probes
Methyltetrazine-PEG5-triethoxysilane is used to functionalize glass, silica, and other oxide surfaces with tetrazine moieties for subsequent TCO-mediated click labeling. Researchers employ the triethoxysilane group to create stable surface coatings that present tetrazine capture sites with improved accessibility due to the PEG5 linker. This approach supports the fabrication of reusable assay surfaces, patterned substrates, and microenvironment-defined materials where the density and presentation of reactive handles can be tuned during surface preparation.
2. Molecular Imaging Surface Conjugates
Methyltetrazine-PEG5-triethoxysilane is well suited for preparing imaging-relevant conjugation surfaces that can be rapidly decorated with TCO-functional imaging probes. In molecular imaging workflows, the ability to immobilize tetrazine on solid supports enables controlled probe attachment and facilitates washing-compatible formats for fluorescence, luminescence, or other label-based readouts. The PEG5 spacer helps maintain probe accessibility after immobilization, which is particularly valuable when bulky imaging tags or multivalent probe constructs are used.
3. Diagnostic and Assay Surface Functionalization
Methyltetrazine-PEG5-triethoxysilane supports the development of diagnostic reagent formats that rely on robust, surface-tethered capture chemistries. By anchoring tetrazine groups onto oxide or silica-based assay platforms, laboratories can perform modular conjugation with TCO-bearing recognition elements or reporter constructs under mild, bioorthogonal conditions. Such surface functionalization is frequently integrated into workflow designs for high-throughput plate-based assays and solid-phase binding formats where reproducible immobilization and efficient post-functionalization are important.
4. Biomaterials and Coating Assembly
Methyltetrazine-PEG5-triethoxysilane is used to engineer biomaterial coatings and hybrid interfaces that require stable incorporation of reactive tetrazine sites. Biomaterials researchers apply the triethoxysilane functionality to introduce tetrazine handles onto inorganic components or composite materials, enabling subsequent click-based assembly of PEGylated, polymeric, or nanoparticle-bound TCO partners. This strategy is commonly adopted to create multicomponent materials, tunable surface architectures, and modular interfaces for research-grade materials development where spatial control of conjugation is needed.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 13 |
| Rotatable Bond Count | 27 |
| Exact Mass | 639.32995469 g/mol |
| Monoisotopic Mass | 639.32995469 g/mol |
| Topological Polar Surface Area | 155Ų |
| Heavy Atom Count | 44 |
| Formal Charge | 0 |
| Complexity | 685 |
| 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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