Synthesis of Bioactive Hydroxytyrosol Esters via Multienzyme Cascade on Electroactive Melanin Lignin Nanoparticles: A One-Pot Approach without Extra Reducing Agents

被引:3
|
作者
Piccinino, Davide [1 ]
Ubertini, Valentina [1 ]
Capecchi, Eliana [1 ]
Tomaino, Elisabetta [1 ]
Gigli, Valeria [2 ]
Saladino, Raffaele [1 ]
机构
[1] Univ Tuscia, Dept Biol & Ecol Sci, Via San Camillo De Lellis Snc, I-01100 Viterbo, Italy
[2] Sapienza Univ Rome, Dept Expt Med, Viale Regina Elena 324, I-00166 Rome, Italy
关键词
Multienzyme cascade; one-pot synthesis; hydroxytyrosol esters; melanin lignin nanoparticles; VIRGIN OLIVE OIL; RED HAIR; TYROSINASE; IMMOBILIZATION; SPECTROSCOPY; PHEOMELANIN; DERIVATIVES; PEROXIDASE; PREVENTION; HYDROLYSIS;
D O I
10.1002/cctc.202300533
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A one-pot strategy for the synthesis of bioactive hydroxytyrosol esters from tyrosol and lipophilic carboxylic acids has been developed via multienzyme cascade immobilized on electroactive melanin lignin nanoparticles. The novel catalyst involved the co-immobilization of lipase and tyrosinase on the polyphenolic support and was operative in the presence of sustainable 2-methyltetrahydrofuran as organic reaction solvent. The system did not require the use of extra reducing agents for the selective synthesis of catechols. Optoelectronic and electrochemical studies suggested the role played by melanin lignin nanoparticles in the regeneration of the active site of tyrosinase from unproductive met-form to reversible deoxy/oxy-form. This effect improved the overall activity of tyrosinase in the multienzyme cascade favouring the reduction of undesired quinones to corresponding catechols.
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页数:9
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