Development of Biotransamination Reactions towards the 3,4-Dihydro-2H-1,5-benzoxathiepin-3- amine Enantiomers
Metadatos
Mostrar el registro completo del ítemAutor
González-Martínez, Daniel; Fernández-Sáez, Nerea; Cativiela, Carlos; Campos, Joaquín M.; Gotor-Fernández, VicenteEditorial
MDPI
Materia
Amine transaminases Asymmetric synthesis Benzoxathiepins Biocatalysis Biotransamination Stereoselective synthesis
Fecha
2018-10-19Referencia bibliográfica
González-Martínez, D. [et al.]. Development of Biotransamination Reactions towards the 3,4-Dihydro-2H-1,5-benzoxathiepin-3- amine Enantiomers. Catalysts 2018, 8, 470; doi:10.3390/catal8100470
Patrocinador
Financial support has been received from the Spanish Ministry of Economy and Competitiveness (MINECO, Projects CTQ2013-40855-R and CTQ2016-75752-R), Junta de Andalucía (Project CS2016.1) and Gobierno de Aragon-FEDER (Research group E19_17R).Resumen
The stereoselective synthesis of chiral amines is an appealing task nowadays. In this
context, biocatalysis plays a crucial role due to the straightforward conversion of prochiral and
racemic ketones into enantiopure amines by means of a series of enzyme classes such as amine
dehydrogenases, imine reductases, reductive aminases and amine transaminases. In particular,
the stereoselective synthesis of 1,5-benzoxathiepin-3-amines have attracted particular attention
since they possess remarkable biological profiles; however, their access through biocatalytic
methods is unexplored. Amine transaminases are applied herein in the biotransamination of
3,4-dihydro-2H-1,5-benzoxathiepin-3-one, finding suitable enzymes for accessing both target amine
enantiomers in high conversion and enantiomeric excess values. Biotransamination experiments have
been analysed, trying to optimise the reaction conditions in terms of enzyme loading, temperature
and reaction times.