Eumelanin pigment precursor 2-carboxy-5,6-dihydroxyindole and 2-amino-6-methylbenzothiazole chromophore integration towards melanin inspired chemoresponsive materials: the case of the Zn2+ ion

Fabio Mocerino; Alessandro Pezzella; Ugo Caruso

doi:10.1039/d2ra02616c

Eumelanin pigment precursor 2-carboxy-5,6-dihydroxyindole and 2-amino-6-methylbenzothiazole chromophore integration towards melanin inspired chemoresponsive materials: the case of the Zn²⁺ ion

RSC Adv. 2022 Jul 21;12(33):21050-21055. doi: 10.1039/d2ra02616c.

Authors

Fabio Mocerino^{1

2}, Alessandro Pezzella^{2

3}, Ugo Caruso¹

Affiliations

¹ Department of Chemical Sciences, University of Naples "Federico II" Via Cintia 4 I-80126 Naples Italy.
² Bioelectronics Task Force at University of Naples Federico II Italy.
³ Department of Physics "Ettore Pancini" Complesso Universitario Monte S. Angelo Via Cintia I-80126 Naples Italy alessandro.pezzella@unina.it +39 081 674130.

Abstract

The 2-amino-6-methylbenzothiazole chromophore is introduced at the carboxyl group of the melanin precursor 2-carboxy-5,6-dihydroxyindole achieving a novel dihydroxyindole derivative with metal chelation properties not depending on the catechol moiety. In view of potential exploitation in charge storage systems, systematic investigation of the interaction of the new amide derivative with metal ions is carried out, in comparison with that of the parent 2-carboxy-5,6-dihydroxyindole, and the stoichiometry of the zinc-amide complex is determined.