The zygomycete fungus Syncephalastrum racemosum shows the remarkable capability of reducing carboxylic acids to primary alcohols in water medium, at ambient temperature and pressure. The reaction does not require molecular hydrogen, and in most cases affords quantitative transformations. The results herein reported highlight the basic molecular scaffold that can be accepted by the fungus, the effects due to substituents, and also the possibility that carboxylic acids can be generated in the reaction medium by enzymatic hydrolysis of the corresponding methyl esters. This biocatalysed reduction implements the scarcely supplied enzymatic toolbox for the conversion of carboxylic groups into primary alcohols, which can be exploited for the optimisation of sustainable synthetic procedures. (C) 2015 Elsevier B.V. All rights reserved.

Biocatalysed reduction of carboxylic acids to primary alcohols in aqueous medium: A novel synthetic capability of the zygomycete fungus Syncephalastrum racemosum

2015

Abstract

The zygomycete fungus Syncephalastrum racemosum shows the remarkable capability of reducing carboxylic acids to primary alcohols in water medium, at ambient temperature and pressure. The reaction does not require molecular hydrogen, and in most cases affords quantitative transformations. The results herein reported highlight the basic molecular scaffold that can be accepted by the fungus, the effects due to substituents, and also the possibility that carboxylic acids can be generated in the reaction medium by enzymatic hydrolysis of the corresponding methyl esters. This biocatalysed reduction implements the scarcely supplied enzymatic toolbox for the conversion of carboxylic groups into primary alcohols, which can be exploited for the optimisation of sustainable synthetic procedures. (C) 2015 Elsevier B.V. All rights reserved.
2015
Istituto di Chimica del Riconoscimento Molecolare - ICRM - Sede Milano
Biocatalysis
Carboxylic acids
Esters
Alcohols
Reduction
Filamentous fungi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/297233
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