Dissemin is shutting down on January 1st, 2025

Published in

American Chemical Society, Journal of Physical Chemistry C, 16(119), p. 8736-8747, 2015

DOI: 10.1021/acs.jpcc.5b01194

Links

Tools

Export citation

Search in Google Scholar

Melanin Polymerization Held in Check: A Composite of Dihydroxyphenylalanine with Zeolite Beta

This paper is available in a repository.
This paper is available in a repository.

Full text: Download

Green circle
Preprint: archiving allowed
  • Must obtain written permission from Editor
  • Must not violate ACS ethical Guidelines
Orange circle
Postprint: archiving restricted
  • Must obtain written permission from Editor
  • Must not violate ACS ethical Guidelines
Red circle
Published version: archiving forbidden
Data provided by SHERPA/RoMEO

Abstract

The potential use of L-3,4-dihydroxyphenylalanine (L-DOPA) amino acid in the treatment of Parkinson's disease is hindered by an oxidative polymerization under air that might be at least partially circumvented by the immobilization on an inorganic matrix. This study reports on the preparation of dihydroxyphenylalanine (DOPA) - zeolite Beta composites. The materials obtained from the oxidative reactions of DOPA in aqueous solution in the presence of the zeolitic matrix are characterized by a combination of different spectroscopic techniques including Raman, IR, UV-vis and NMR and by periodic DFT calculations in order to understand the mode of interaction between the biomolecules and the inorganic matrix. The set of experimental data unambiguously prove that the oxidation of DOPA is slowed down in acidic medium and that a dimerization occurs in the pores of the inorganic lattice. The states of DOPA and its cyclized forms (Dopachrome and Leucopachrome) are determined. The results of the study can be used to control the immobilization of amino acids on porous matrices.