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...

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Bibliographic Details
Main Authors: Contente, Martina L., Paradisi, Francesca
Format: Article
Published: Nature Publishing Group 2018
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Online Access:https://eprints.nottingham.ac.uk/51950/
Description
Summary: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.