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A Novel Synthesis of Bioactive Catechols by Layer‐by‐Layer Immobilized Tyrosinase in an Organic Solvent Medium
Author(s) -
Guazzaroni Melissa,
Pasqualini Marina,
Botta Giorgia,
Saladino Raffaele
Publication year - 2012
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201100229
Subject(s) - tyrosinase , chemistry , biocatalysis , solvent , substrate (aquarium) , phenol , phenols , aqueous solution , catalysis , organic chemistry , environmentally friendly , combinatorial chemistry , organic solvent , enzyme , chemical engineering , reaction mechanism , ecology , oceanography , engineering , biology , geology
Commercial and extracted mushroom tyrosinases were supported on Eupergit C 250 L and protected by a coating of oppositely charged polyelectrolytes by means of the layer‐by‐layer technique. The kinetic parameters ( K m , V max , and V max / K m ) of these novel biocatalysts in both organic and aqueous media were evaluated, showing tyrosinase to be more reactive in organic solvent than in buffer solution. Heterogeneous tyrosinase systems were used for the oxidation of a large group of phenol derivatives to the corresponding catechols. Different enzyme reactivities were found depending on the substrate structure. The catalyst activity was retained for successive runs. Catechols are difficult to synthesize through traditional chemical methods under environmentally friendly conditions; the use of immobilized tyrosinase opens a novel synthetic alternative to this interesting biologically active family of substances.