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Hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose

d-Fructose is an important starting material for producing furfurals and other industrially important chemicals. While the base-catalyzed and enzymatic conversion of d-glucose to d-fructose is well known, the employed methods typically provide limited conversion. d-Glucosone can be obtained from d-g...

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Autores principales: Lassfolk, Robert, Aho, Atte, Murzin, Dmitry Yu., Leino, Reko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9056310/
https://www.ncbi.nlm.nih.gov/pubmed/35516022
http://dx.doi.org/10.1039/d0ra05512c
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author Lassfolk, Robert
Aho, Atte
Murzin, Dmitry Yu.
Leino, Reko
author_facet Lassfolk, Robert
Aho, Atte
Murzin, Dmitry Yu.
Leino, Reko
author_sort Lassfolk, Robert
collection PubMed
description d-Fructose is an important starting material for producing furfurals and other industrially important chemicals. While the base-catalyzed and enzymatic conversion of d-glucose to d-fructose is well known, the employed methods typically provide limited conversion. d-Glucosone can be obtained from d-glucose by enzymatic oxidation at the C2 position and, subsequently, selectively hydrogenated at C1 to form d-fructose. This work describes an investigation on the hydrogenation of d-glucosone, using both chromatographically purified and crude material obtained directly from the enzymatic oxidation, subjected to filtration and lyophilization only. High selectivities towards d-fructose were observed for both starting materials over a Ru/C catalyst. Hydrogenation of the crude d-glucosone was, however, inhibited by the impurities resulting from the enzymatic oxidation process. Catalyst deactivation was observed in the case of both starting materials.
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spelling pubmed-90563102022-05-04 Hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose Lassfolk, Robert Aho, Atte Murzin, Dmitry Yu. Leino, Reko RSC Adv Chemistry d-Fructose is an important starting material for producing furfurals and other industrially important chemicals. While the base-catalyzed and enzymatic conversion of d-glucose to d-fructose is well known, the employed methods typically provide limited conversion. d-Glucosone can be obtained from d-glucose by enzymatic oxidation at the C2 position and, subsequently, selectively hydrogenated at C1 to form d-fructose. This work describes an investigation on the hydrogenation of d-glucosone, using both chromatographically purified and crude material obtained directly from the enzymatic oxidation, subjected to filtration and lyophilization only. High selectivities towards d-fructose were observed for both starting materials over a Ru/C catalyst. Hydrogenation of the crude d-glucosone was, however, inhibited by the impurities resulting from the enzymatic oxidation process. Catalyst deactivation was observed in the case of both starting materials. The Royal Society of Chemistry 2020-08-18 /pmc/articles/PMC9056310/ /pubmed/35516022 http://dx.doi.org/10.1039/d0ra05512c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Lassfolk, Robert
Aho, Atte
Murzin, Dmitry Yu.
Leino, Reko
Hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose
title Hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose
title_full Hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose
title_fullStr Hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose
title_full_unstemmed Hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose
title_short Hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose
title_sort hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9056310/
https://www.ncbi.nlm.nih.gov/pubmed/35516022
http://dx.doi.org/10.1039/d0ra05512c
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