Fluorescent and redox tetrazine films by host-guest immobilization of tetrazine derivatives within poly(pyrrole-β-cyclodextrin) films

•Immobilization of tetrazine by formation inclusion complexes with β-cyclodextrin•Immobilized tetrazines keep their electrochemical and emission properties.•New supramolecular fluorescent poly(pyrrole β-cyclodextrin) - tetrazine films•Fast and easy binding of different tetrazine derivatives on electrode surfaces•A tetrazine-naphthalimide derivative used as a bridge between polymer and enzyme

Tetrazines were immobilized onto electrogenerated films of polypyrrole functionalized with β-cyclodextrin. Their immobilization was ascribed to the formation of the inclusion complexes between the tetrazines derivatives and the β-cyclodextrin cavity. We proved that the resulting supramolecular material kept the electrochemical and fluorescent properties of tetrazines. This original architecture was used with success as a “bridge” to immobilize the β-cyclodextrin-tagged glucose oxidase, chosen as an enzyme model, to prove the efficiency of the method to build new supra-biomolecular architectures.