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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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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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. |
format | Online Article Text |
id | pubmed-6943744 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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