ArticleChembiochem : a European journal of chemical biology2026
Click to Translate: Synthesis of Trans-Cyclooctene Modified 5' mRNA Caps for Bioorthogonal Activation.
Article in Chembiochem : a European journal of chemical biology, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
mRNA translation can be controlled through chemical modification of the 5'-Cap, yet systematic insights into structure-reactivity relationships of bioorthogonally activatable Cap analogues remain limited. Here, we report the synthesis of trans-cyclooctene (TCO)-modified 5' mRNA caps (ZipCaps) and a comparative analysis of distinct TCO isomers. A controlled synthetic strategy enabled access to axial and equatorial derivatives, revealing stereochemical effects on click-to-release reactivity and stability. ZipCap-modified mRNA exhibits reduced translation that can be restored upon tetrazine addition, enabling reversible chemical control of protein expression in cells. In contrast to a recent report describing complete translational suppression, residual translation is observed, highlighting the sensitivity of Cap-dependent translation to structural variations.
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