Cloning and characterization of the Type I Baeyer–Villiger monooxygenase from Leptospira biflexa

Baeyer–Villiger monooxygenases are recognized by their ability and high selectivity as oxidative biocatalysts for the generation of esters or lactones using ketones as starting materials. These enzymes represent valuable tools for biooxidative syntheses since they can catalyze reactions that otherwi...

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Autores principales:	Ceccoli, Romina D., Bianchi, Dario A., Fink, Michael J., Mihovilovic, Marko D., Rial, Daniela V.
Formato:	article artículo publishedVersion
Lenguaje:	Inglés
Publicado:	Springer 2020
Materias:	Baeyer–Villiger monooxygenase Biocatalysis Leptospira Ketones
Acceso en línea:	http://hdl.handle.net/2133/19497 http://hdl.handle.net/2133/19497
Aporte de:	Repositorio Hipermedial de la Universidad Nacional de Rosario (UNR) de Universidad Nacional de Rosario

id	I15-R121-2133-19497
record_format	dspace
institution	Universidad Nacional de Rosario
institution_str	I-15
repository_str	R-121
collection	Repositorio Hipermedial de la Universidad Nacional de Rosario (UNR)
language	Inglés
orig_language_str_mv	eng
topic	Baeyer–Villiger monooxygenase Biocatalysis Leptospira Ketones
spellingShingle	Baeyer–Villiger monooxygenase Biocatalysis Leptospira Ketones Ceccoli, Romina D. Bianchi, Dario A. Fink, Michael J. Mihovilovic, Marko D. Rial, Daniela V. Cloning and characterization of the Type I Baeyer–Villiger monooxygenase from Leptospira biflexa
topic_facet	Baeyer–Villiger monooxygenase Biocatalysis Leptospira Ketones
description	Baeyer–Villiger monooxygenases are recognized by their ability and high selectivity as oxidative biocatalysts for the generation of esters or lactones using ketones as starting materials. These enzymes represent valuable tools for biooxidative syntheses since they can catalyze reactions that otherwise involve strong oxidative reagents. In this work, we present a novel enzyme, the Type I Baeyer–Villiger monooxygenase from Leptospira biflexa. This protein is phylogenetically distant from other well-characterized BVMOs. In order to study this new enzyme, we cloned its gene, expressed it in Escherichia coli and characterized the substrate scope of the Baeyer–Villiger monooxygenase from L. biflexa as a whole-cell biocatalyst. For this purpose, we performed the screening of a collection of ketones with variable structures and sizes, namely acyclic ketones, aromatic ketones, cyclic ketones, and fused ketones. As a result, we observed that this biocatalyst readily oxidized linear- and branched- medium-chain ketones, alkyl levulinates and linear ketones with aromatic substituents with excellent regioselectivity. In addition, this enzyme catalyzed the oxidation of 2-substituted cycloketone derivatives but showed an unusual selection against substituents in positions 3 or 4 of the ring.
format	article artículo publishedVersion
author	Ceccoli, Romina D. Bianchi, Dario A. Fink, Michael J. Mihovilovic, Marko D. Rial, Daniela V.
author_facet	Ceccoli, Romina D. Bianchi, Dario A. Fink, Michael J. Mihovilovic, Marko D. Rial, Daniela V.
author_sort	Ceccoli, Romina D.
title	Cloning and characterization of the Type I Baeyer–Villiger monooxygenase from Leptospira biflexa
title_short	Cloning and characterization of the Type I Baeyer–Villiger monooxygenase from Leptospira biflexa
title_full	Cloning and characterization of the Type I Baeyer–Villiger monooxygenase from Leptospira biflexa
title_fullStr	Cloning and characterization of the Type I Baeyer–Villiger monooxygenase from Leptospira biflexa
title_full_unstemmed	Cloning and characterization of the Type I Baeyer–Villiger monooxygenase from Leptospira biflexa
title_sort	cloning and characterization of the type i baeyer–villiger monooxygenase from leptospira biflexa
publisher	Springer
publishDate	2020
url	http://hdl.handle.net/2133/19497 http://hdl.handle.net/2133/19497
work_keys_str_mv	AT ceccolirominad cloningandcharacterizationofthetypeibaeyervilligermonooxygenasefromleptospirabiflexa AT bianchidarioa cloningandcharacterizationofthetypeibaeyervilligermonooxygenasefromleptospirabiflexa AT finkmichaelj cloningandcharacterizationofthetypeibaeyervilligermonooxygenasefromleptospirabiflexa AT mihovilovicmarkod cloningandcharacterizationofthetypeibaeyervilligermonooxygenasefromleptospirabiflexa AT rialdanielav cloningandcharacterizationofthetypeibaeyervilligermonooxygenasefromleptospirabiflexa
bdutipo_str	Repositorios
_version_	1764820410892812288

Cloning and characterization of the Type I Baeyer–Villiger monooxygenase from Leptospira biflexa

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