UCL Discovery
UCL home » Library Services » Electronic resources » UCL Discovery

Aminopolyols from carbohydrates: the amination of sugars and sugar‐derived tetrahydrofurans with transaminases

Hailes, HC; Subrizi, F; Benhamou, L; Ward, J; Sheppard, T; (2019) Aminopolyols from carbohydrates: the amination of sugars and sugar‐derived tetrahydrofurans with transaminases. Angewandte Chemie International Edition , 58 (12) pp. 3854-3858. 10.1002/anie.201813712. Green open access

[img]
Preview
Text
Benhamou Aminopolyols from Carbohydrates Aminationof Sugars and Sugar-Derived Tetrahydrofurans withTransaminases.pdf - Published version

Download (2MB) | Preview

Abstract

Carbohydrates are the major component of biomass and have unique potential as a sustainable source of building blocks for chemicals, materials and biofuels due to their low cost, ready availability and stereochemical diversity. With a view to upgrading carbohydrates to access valuable nitrogen containing sugar-like compounds such as aminopolyols, biocatalytic aminations using transaminase enzymes (TAms) have been investigated as a sustainable alternative to traditional synthetic strategies. Here we demonstrate the reaction of TAms with sugar-derived tetrahydrofuran (THF) aldehydes, obtained from the regioselective dehydration of biomass-derived sugars, to provide access to cyclic aminodiols in high yields. In a preliminary study we have also established the direct transamination of sugars to give acyclic aminopolyols. Notably, the reaction of the ketose D-fructose proceeds with complete stereoselectivity to yield valuable aminosugars in high purity.

Type: Article
Title: Aminopolyols from carbohydrates: the amination of sugars and sugar‐derived tetrahydrofurans with transaminases
Location: Germany
Open access status: An open access version is available from UCL Discovery
DOI: 10.1002/anie.201813712
Publisher version: https://doi.org/10.1002/anie.201813712
Language: English
Additional information: Copyright © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Keywords: Biocatalysis, aminopolyols, biomass waste, sugars, transaminases
UCL classification: UCL
UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science > Dept of Biochemical Engineering
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10067131
Downloads since deposit
72Downloads
Download activity - last month
Download activity - last 12 months
Downloads by country - last 12 months

Archive Staff Only

View Item View Item