Benchmarking of laboratory evolved unspecific peroxygenases for the synthesis of human drug metabolites

[EN] By mimicking the role of human liver P450 monooxygenases, fungal unspecific peroxygenases (UPOs) can perform a range of highly selective oxyfunctionalization reactions on pharmacological compounds, including O-dealkylations and hydroxylations, thereby simulating drug metabolism. Here we have be...

ver descrição completa

Detalhes bibliográficos
Autores: Gómez de Santos, Patricia, Cervantes, Fadia V., Tieves, Florian, Plou Gasca, Francisco José, Hollmann, Frank, Alcalde Galeote, Miguel
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2019
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/214566
Acesso em linha:http://hdl.handle.net/10261/214566
Access Level:acceso abierto
Palavra-chave:Unspecific peroxygenase
Human drug metabolites
DextromethorphanTolbutamide
Naproxen
Heme access channel
Descrição
Resumo:[EN] By mimicking the role of human liver P450 monooxygenases, fungal unspecific peroxygenases (UPOs) can perform a range of highly selective oxyfunctionalization reactions on pharmacological compounds, including O-dealkylations and hydroxylations, thereby simulating drug metabolism. Here we have benchmarked human drug metabolite (HDM) synthesis by several evolved UPO mutants, focusing on dextromethorphan, naproxen and tolbutamide. The HDM from dextromethorphan was prepared at the semi-preparative scale as a proof of production. The structural analysis of mutations involved in the synthesis of HDMs highlights the heme access channel as the main feature on which to focus when designing evolved UPOs. These variants are becoming emergent tools for the cost-effective synthesis of HDMs from next-generation drugs.