tert-Butyl (2-(2-(2-(2-(4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy)ethoxy)ethoxy)ethoxy)ethyl)carbamate | CAS 2194563-84-1

tert-Butyl (2-(2-(2-(2-(4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy)ethoxy)ethoxy)ethoxy)ethyl)carbamate is a tetrazine-functional click chemistry reagent designed for bioorthogonal inverse-electron-demand Diels–Alder ligation. Its structure couples a 6-methyl-1,2,4,5-tetrazine moiety to a flexible, poly(ethylene glycol)-like ether linker and a protected carbamate handle, which helps solubility and enables conjugation workflows in labeling and imaging reagent development. This tetrazine platform is commonly used as the reactive partner in tetrazine-based click chemistry for assembling fluorescent probes, affinity reagents, and modular biomolecule conjugates under mild conditions.

1. Tetrazine-Labeled Imaging Probes

tert-Butyl (2-(2-(2-(2-(4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy)ethoxy)ethoxy)ethoxy)ethyl)carbamate is used as a tetrazine building block for constructing imaging probes where rapid, selective ligation to trans-cyclooctene or related strained-alkene partners is required. Researchers incorporate this reagent into probe design to tune linker length and presentation of the reactive tetrazine group, supporting efficient conjugation to targeting scaffolds such as antibodies, nanobodies, peptides, or polymeric carriers. The protected carbamate and ether-rich backbone are particularly relevant for preparing water-compatible probe conjugates used in fluorescence-based detection and molecular imaging assay development.

2. Biomolecule Conjugation Workflows

tert-Butyl (2-(2-(2-(2-(4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy)ethoxy)ethoxy)ethoxy)ethyl)carbamate serves as a modular tetrazine reagent for generating reactive biomolecule conjugates used across chemical biology and biomaterials research. In typical workflows, it is introduced onto proteins, nucleic-acid-binding constructs, or surface-presented biomolecules to create a defined “click-ready” handle for downstream assembly with strained-alkene partners. The flexible ether linker helps mitigate steric shielding around the tetrazine, which is often important when preparing conjugates for multi-step labeling, assay optimization, or comparative studies of conjugation density and accessibility.

3. Surface Functionalization And Materials

tert-Butyl (2-(2-(2-(2-(4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy)ethoxy)ethoxy)ethoxy)ethyl)carbamate is applied in the functionalization of polymeric materials and biomaterial surfaces where tetrazine-mediated click chemistry enables modular post-modification. Materials scientists use tetrazine-bearing linkers to create surfaces that can be rapidly decorated with strained-alkene-functional coatings, capture ligands, or reporter tags, supporting platform development for biosensing and research-grade assay surfaces. The ether-rich spacer and carbamate functionality support practical incorporation into material-building pipelines, including preparation of reactive coatings and tethered reagent layers used for controlled labeling and surface reactivity studies.

4. Diagnostic Reagent Assembly

tert-Butyl (2-(2-(2-(2-(4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy)ethoxy)ethoxy)ethoxy)ethyl)carbamate is used as a tetrazine component in diagnostic reagent assembly where modular conjugation is valued for building multi-reagent formats. Teams developing laboratory diagnostics and analytical assays employ tetrazine-functional reagents to enable rapid coupling of signal-generating or affinity components to a common platform through strained-alkene partners. The reagent’s design supports construction of homogeneous or surface-tethered assay components, including fluorescent or luminescent reporter conjugates and affinity reagents used in workflow prototyping, reagent kit development, and assay performance characterization in research settings.