Self-sustaining closed-loop multienzyme mediated conversion of amines into alcohols in continuous reactions

The synthesis of alcohols from amines starting material is an excellent, yet challenging, strategy for the preparation of pharmaceuticals and polymers. Here, we developed a versatile, self-sustaining closed-loop multienzymatic platform for the biocatalytic synthesis of a large range of non-commercia...

Full description

Bibliographic Details
Main Authors: Contente, Martina L., Paradisi, Francesca
Format: Article
Published: Nature Publishing Group 2018
Subjects:
Online Access:https://eprints.nottingham.ac.uk/51950/
_version_ 1848798611075235840
author Contente, Martina L.
Paradisi, Francesca
author_facet Contente, Martina L.
Paradisi, Francesca
author_sort Contente, Martina L.
building Nottingham Research Data Repository
collection Online Access
description The synthesis of alcohols from amines starting material is an excellent, yet challenging, strategy for the preparation of pharmaceuticals and polymers. Here, we developed a versatile, self-sustaining closed-loop multienzymatic platform for the biocatalytic synthesis of a large range of non-commercially available products in continuous flow with excellent yields (80>99%), reaction times and optical purity of secondary alcohols (>99 e.e.). This process was also extended to the conversion of biogenic amines into high value alcohols, such as the powerful anti-oxidant hydroxytyrosol, and the synthesis of enantiopure 2-arylpropanols via dynamic kinetic resolution of commercially affordable racemic amines. The system exploits the in situ immobilisation of transaminases and redox enzymes which were combined to cater for a fully automated, ultra-efficient synthetic platform with cofactor recycling, in-line recovery of benign by-products and recirculation of the aqueous media containing the recycled cofactors in catalytic amount, which increases the efficiency of the system by over 20-fold.
first_indexed 2025-11-14T20:22:31Z
format Article
id nottingham-51950
institution University of Nottingham Malaysia Campus
institution_category Local University
last_indexed 2025-11-14T20:22:31Z
publishDate 2018
publisher Nature Publishing Group
recordtype eprints
repository_type Digital Repository
spelling nottingham-519502020-05-04T19:39:37Z https://eprints.nottingham.ac.uk/51950/ Self-sustaining closed-loop multienzyme mediated conversion of amines into alcohols in continuous reactions Contente, Martina L. Paradisi, Francesca The synthesis of alcohols from amines starting material is an excellent, yet challenging, strategy for the preparation of pharmaceuticals and polymers. Here, we developed a versatile, self-sustaining closed-loop multienzymatic platform for the biocatalytic synthesis of a large range of non-commercially available products in continuous flow with excellent yields (80>99%), reaction times and optical purity of secondary alcohols (>99 e.e.). This process was also extended to the conversion of biogenic amines into high value alcohols, such as the powerful anti-oxidant hydroxytyrosol, and the synthesis of enantiopure 2-arylpropanols via dynamic kinetic resolution of commercially affordable racemic amines. The system exploits the in situ immobilisation of transaminases and redox enzymes which were combined to cater for a fully automated, ultra-efficient synthetic platform with cofactor recycling, in-line recovery of benign by-products and recirculation of the aqueous media containing the recycled cofactors in catalytic amount, which increases the efficiency of the system by over 20-fold. Nature Publishing Group 2018-06-04 Article PeerReviewed Contente, Martina L. and Paradisi, Francesca (2018) Self-sustaining closed-loop multienzyme mediated conversion of amines into alcohols in continuous reactions. Nature Catalysis . ISSN 2520-1158 Biocatalysis; Enzymes; Flow chemistry; Synthetic chemistry; methodology; Sustainability https://www.nature.com/articles/s41929-018-0082-9 doi:10.1038/s41929-018-0082-9 doi:10.1038/s41929-018-0082-9
spellingShingle Biocatalysis; Enzymes; Flow chemistry; Synthetic chemistry; methodology; Sustainability
Contente, Martina L.
Paradisi, Francesca
Self-sustaining closed-loop multienzyme mediated conversion of amines into alcohols in continuous reactions
title Self-sustaining closed-loop multienzyme mediated conversion of amines into alcohols in continuous reactions
title_full Self-sustaining closed-loop multienzyme mediated conversion of amines into alcohols in continuous reactions
title_fullStr Self-sustaining closed-loop multienzyme mediated conversion of amines into alcohols in continuous reactions
title_full_unstemmed Self-sustaining closed-loop multienzyme mediated conversion of amines into alcohols in continuous reactions
title_short Self-sustaining closed-loop multienzyme mediated conversion of amines into alcohols in continuous reactions
title_sort self-sustaining closed-loop multienzyme mediated conversion of amines into alcohols in continuous reactions
topic Biocatalysis; Enzymes; Flow chemistry; Synthetic chemistry; methodology; Sustainability
url https://eprints.nottingham.ac.uk/51950/
https://eprints.nottingham.ac.uk/51950/
https://eprints.nottingham.ac.uk/51950/