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Conversion of D-fructose to 5-acetoxymethyl-2-furfural Using Immobilized Lipase and Cation Exchange Resin

5-Acetoxymethyl-2-furfural (AMF) was prepared from D-fructose via 1,6-diacetylfructose (DAF) through a simple two-step reaction pathway. Immobilized enzyme (Novozym 435) was found to be the best enzymatic catalyst for the trans-esterification step (yielding 94.6% DAF). In the dehydration step, while...

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Autores principales: Huynh, Nhan Thanh Thien, Lee, Kyung Won, Cho, Jin Ku, Kim, Yong Jin, Bae, Se Won, Shin, Jong Shik, Shin, Seunghan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6943744/
https://www.ncbi.nlm.nih.gov/pubmed/31861157
http://dx.doi.org/10.3390/molecules24244623
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author Huynh, Nhan Thanh Thien
Lee, Kyung Won
Cho, Jin Ku
Kim, Yong Jin
Bae, Se Won
Shin, Jong Shik
Shin, Seunghan
author_facet Huynh, Nhan Thanh Thien
Lee, Kyung Won
Cho, Jin Ku
Kim, Yong Jin
Bae, Se Won
Shin, Jong Shik
Shin, Seunghan
author_sort Huynh, Nhan Thanh Thien
collection PubMed
description 5-Acetoxymethyl-2-furfural (AMF) was prepared from D-fructose via 1,6-diacetylfructose (DAF) through a simple two-step reaction pathway. Immobilized enzyme (Novozym 435) was found to be the best enzymatic catalyst for the trans-esterification step (yielding 94.6% DAF). In the dehydration step, while soluble H(2)SO(4) was found to be the best acidic catalyst (yielding 86.6% AMF), we opted to utilize heterogeneous cation exchange resin (Amberlyst 15) together with recyclable industrial solvents (1,4-dioxane) for a more sustainable AMF synthesis procedure. Although the total yield of AMF was a little lower, both the enzyme and the solid acid catalyst could be recycled for five cycles without a significant loss of activity, which has a major contribution to the cost-efficient aspect of the entire process.
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spelling pubmed-69437442020-01-10 Conversion of D-fructose to 5-acetoxymethyl-2-furfural Using Immobilized Lipase and Cation Exchange Resin Huynh, Nhan Thanh Thien Lee, Kyung Won Cho, Jin Ku Kim, Yong Jin Bae, Se Won Shin, Jong Shik Shin, Seunghan Molecules Article 5-Acetoxymethyl-2-furfural (AMF) was prepared from D-fructose via 1,6-diacetylfructose (DAF) through a simple two-step reaction pathway. Immobilized enzyme (Novozym 435) was found to be the best enzymatic catalyst for the trans-esterification step (yielding 94.6% DAF). In the dehydration step, while soluble H(2)SO(4) was found to be the best acidic catalyst (yielding 86.6% AMF), we opted to utilize heterogeneous cation exchange resin (Amberlyst 15) together with recyclable industrial solvents (1,4-dioxane) for a more sustainable AMF synthesis procedure. Although the total yield of AMF was a little lower, both the enzyme and the solid acid catalyst could be recycled for five cycles without a significant loss of activity, which has a major contribution to the cost-efficient aspect of the entire process. MDPI 2019-12-17 /pmc/articles/PMC6943744/ /pubmed/31861157 http://dx.doi.org/10.3390/molecules24244623 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Huynh, Nhan Thanh Thien
Lee, Kyung Won
Cho, Jin Ku
Kim, Yong Jin
Bae, Se Won
Shin, Jong Shik
Shin, Seunghan
Conversion of D-fructose to 5-acetoxymethyl-2-furfural Using Immobilized Lipase and Cation Exchange Resin
title Conversion of D-fructose to 5-acetoxymethyl-2-furfural Using Immobilized Lipase and Cation Exchange Resin
title_full Conversion of D-fructose to 5-acetoxymethyl-2-furfural Using Immobilized Lipase and Cation Exchange Resin
title_fullStr Conversion of D-fructose to 5-acetoxymethyl-2-furfural Using Immobilized Lipase and Cation Exchange Resin
title_full_unstemmed Conversion of D-fructose to 5-acetoxymethyl-2-furfural Using Immobilized Lipase and Cation Exchange Resin
title_short Conversion of D-fructose to 5-acetoxymethyl-2-furfural Using Immobilized Lipase and Cation Exchange Resin
title_sort conversion of d-fructose to 5-acetoxymethyl-2-furfural using immobilized lipase and cation exchange resin
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6943744/
https://www.ncbi.nlm.nih.gov/pubmed/31861157
http://dx.doi.org/10.3390/molecules24244623
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