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Article

Development of Biotransamination Reactions towards the 3,4-Dihydro-2H-1,5-benzoxathiepin-3-amine Enantiomers

1
Organic and Inorganic Chemistry Department, University of Oviedo, Avenida Julián Clavería 8, 33006 Oviedo, Spain
2
Departamento de Química Farmacéutica y Orgánica, Facultad de Farmacia, c/Campus de Cartuja s/n, 18071 Granada, Spain
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Departamento de Química Orgánica, Instituto de Síntesis Química y Catálisis Homogénea (ISQCH), CSIC–Universidad de Zaragoza, 50009 Zaragoza, Spain
4
Instituto de Investigación Biosanitaria ibs.GRANADA, Complejo Hospitalario Universitario de Granada/Universidad de Granada, 18071 Granada, Spain
*
Authors to whom correspondence should be addressed.
Catalysts 2018, 8(10), 470; https://doi.org/10.3390/catal8100470
Received: 7 September 2018 / Revised: 9 October 2018 / Accepted: 16 October 2018 / Published: 19 October 2018
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. View Full-Text
Keywords: amine transaminases; asymmetric synthesis; benzoxathiepins; biocatalysis; biotransamination; stereoselective synthesis amine transaminases; asymmetric synthesis; benzoxathiepins; biocatalysis; biotransamination; stereoselective synthesis
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MDPI and ACS Style

González-Martínez, D.; Fernández-Sáez, N.; Cativiela, C.; Campos, J.M.; Gotor-Fernández, V. Development of Biotransamination Reactions towards the 3,4-Dihydro-2H-1,5-benzoxathiepin-3-amine Enantiomers. Catalysts 2018, 8, 470. https://doi.org/10.3390/catal8100470

AMA Style

González-Martínez D, Fernández-Sáez N, Cativiela C, Campos JM, Gotor-Fernández V. Development of Biotransamination Reactions towards the 3,4-Dihydro-2H-1,5-benzoxathiepin-3-amine Enantiomers. Catalysts. 2018; 8(10):470. https://doi.org/10.3390/catal8100470

Chicago/Turabian Style

González-Martínez, Daniel, Nerea Fernández-Sáez, Carlos Cativiela, Joaquín M. Campos, and Vicente Gotor-Fernández. 2018. "Development of Biotransamination Reactions towards the 3,4-Dihydro-2H-1,5-benzoxathiepin-3-amine Enantiomers" Catalysts 8, no. 10: 470. https://doi.org/10.3390/catal8100470

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