Control of tetrazine bioorthogonal reactivity by naphthotube and phenyltetrazine host-guest pairs

In this issue of Chem, high-affinity and high-specificity naphthotube and phenyltetrazine host-guest pairs are designed to control tetrazine reactivity in bioorthogonal chemistry. The power of the system has been demonstrated in precise labeling and functionalization of biological targets in chemical and biological systems, including in animal models. In this issue of Chem, high-affinity and high-specificity naphthotube and phenyltetrazine host-guest pairs are designed to control tetrazine reactivity in bioorthogonal chemistry. The power of the system has been demonstrated in precise labeling and functionalization of biological targets in chemical and biological systems, including in animal models. Reversible control of tetrazine bioorthogonal reactivity by naphthotube-mediated host-guest recognitionCao et al.ChemJune 15, 2023In BriefWe report a biocompatible and reversible strategy for controlling tetrazine-mediated IEDDA reactions through the high-affinity recognition of naphthotubes and phenyltetrazine. Through the modification of phenyltetrazine to different biomolecules, we have achieved reversible control of tetrazine reactivity on small molecules, carbohydrates, amino acids, nucleic acids, proteins, and living mammalian cells, even in animals. Site-specific naphthotube recognition of encoded tetrazine residues on proteins allows sequential fast IEDDA reactions to afford site-specific protein dual conjugates and different protein labeling in living cells. Full-Text PDF