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Issue 24, 2018
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Enzymatic reduction of levoglucosenone by an alkene reductase (OYE 2.6): a sustainable metal- and dihydrogen-free access to the bio-based solvent Cyrene®

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Abstract

Levoglucosenone (LGO) has been successfully converted into the green polar aprotic solvent 2H-LGO (aka Cyrene®) through an enzymatic process involving alkene reductases: wild-type Old Yellow Enzyme 2.6 (OYE 2.6 wt.) from Pichia stipitis and its mutant (OYE 2.6 Tyr78Trp) present the best conversion rates. This enzymatic process has been optimized in order to avoid the formation of the side-product (1R,2S)-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-4-one (OH-LGO) and reach total conversion (99%). Cyrene® was then successfully isolated by continuous extraction in quantitative yield (99%).

Graphical abstract: Enzymatic reduction of levoglucosenone by an alkene reductase (OYE 2.6): a sustainable metal- and dihydrogen-free access to the bio-based solvent Cyrene®

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Publication details

The article was received on 08 Oct 2018, accepted on 09 Nov 2018 and first published on 09 Nov 2018


Article type: Paper
DOI: 10.1039/C8GC03146K
Citation: Green Chem., 2018,20, 5528-5532
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    Enzymatic reduction of levoglucosenone by an alkene reductase (OYE 2.6): a sustainable metal- and dihydrogen-free access to the bio-based solvent Cyrene®

    L. M. M. Mouterde, F. Allais and J. D. Stewart, Green Chem., 2018, 20, 5528
    DOI: 10.1039/C8GC03146K

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