Immobilized lipase-catalysed synthesis of fructose oleate ester in ionic liquid [Bmim][TfO] and tert-butanol solvent systems

Fructose oleate is one of the most sought-after sugar esters, but its production is challenging due to the poor solubility of its substrates. However, 1-butyl-3-methylimidazolium (Bmim)-based ionic liquids can solubilize a wide range of substrates and prevent denaturation of enzymes as their physica...

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Main Authors: Abdul Rahman, Mohd Basyaruddin, Chumati, Mohd Rizal, Hamidon, Noor Fazrieyana, Asmawi, Azren Aida, Mohammad Latif, Muhammad Alif, Abdulmalek, Emilia
Format: Article
Published: Malaysian Institute of Chemistry 2023
Online Access:http://psasir.upm.edu.my/id/eprint/108267/
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author Abdul Rahman, Mohd Basyaruddin
Chumati, Mohd Rizal
Hamidon, Noor Fazrieyana
Asmawi, Azren Aida
Mohammad Latif, Muhammad Alif
Abdulmalek, Emilia
author_facet Abdul Rahman, Mohd Basyaruddin
Chumati, Mohd Rizal
Hamidon, Noor Fazrieyana
Asmawi, Azren Aida
Mohammad Latif, Muhammad Alif
Abdulmalek, Emilia
author_sort Abdul Rahman, Mohd Basyaruddin
building UPM Institutional Repository
collection Online Access
description Fructose oleate is one of the most sought-after sugar esters, but its production is challenging due to the poor solubility of its substrates. However, 1-butyl-3-methylimidazolium (Bmim)-based ionic liquids can solubilize a wide range of substrates and prevent denaturation of enzymes as their physical and chemical properties can be easily tailored. In this work, the enzymatic synthesis of fructose esters using immobilized lipase was investigated using a series of Bmim-based ionic liquids and tert-butanol as solvents. The reaction conditions were optimized for different esterification parameters, such as fatty acid chain length, enzyme loading, reaction temperature and time. The immobilized lipase was found to be more stable in BmimTfO and had a high affinity towards the monounsaturated acyl donor, oleic acid. Optimum ester conversion (73%) was achieved under ideal reaction conditions comprising low enzyme loading (5% w/w) and a reaction temperature of 60 °C for 72 hours. The synthesis of fructose oleate in BmimTfO under these optimized conditions has great potential for use in many applications.
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institution Universiti Putra Malaysia
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last_indexed 2025-11-15T13:59:37Z
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publisher Malaysian Institute of Chemistry
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spelling upm-1082672024-09-10T07:51:49Z http://psasir.upm.edu.my/id/eprint/108267/ Immobilized lipase-catalysed synthesis of fructose oleate ester in ionic liquid [Bmim][TfO] and tert-butanol solvent systems Abdul Rahman, Mohd Basyaruddin Chumati, Mohd Rizal Hamidon, Noor Fazrieyana Asmawi, Azren Aida Mohammad Latif, Muhammad Alif Abdulmalek, Emilia Fructose oleate is one of the most sought-after sugar esters, but its production is challenging due to the poor solubility of its substrates. However, 1-butyl-3-methylimidazolium (Bmim)-based ionic liquids can solubilize a wide range of substrates and prevent denaturation of enzymes as their physical and chemical properties can be easily tailored. In this work, the enzymatic synthesis of fructose esters using immobilized lipase was investigated using a series of Bmim-based ionic liquids and tert-butanol as solvents. The reaction conditions were optimized for different esterification parameters, such as fatty acid chain length, enzyme loading, reaction temperature and time. The immobilized lipase was found to be more stable in BmimTfO and had a high affinity towards the monounsaturated acyl donor, oleic acid. Optimum ester conversion (73%) was achieved under ideal reaction conditions comprising low enzyme loading (5% w/w) and a reaction temperature of 60 °C for 72 hours. The synthesis of fructose oleate in BmimTfO under these optimized conditions has great potential for use in many applications. Malaysian Institute of Chemistry 2023 Article PeerReviewed Abdul Rahman, Mohd Basyaruddin and Chumati, Mohd Rizal and Hamidon, Noor Fazrieyana and Asmawi, Azren Aida and Mohammad Latif, Muhammad Alif and Abdulmalek, Emilia (2023) Immobilized lipase-catalysed synthesis of fructose oleate ester in ionic liquid [Bmim][TfO] and tert-butanol solvent systems. Malaysian Journal of Chemistry, 25 (1). 91 -100. ISSN 1511-2292; ESSN: 2550-1658 https://ikm.org.my/publications/malaysian-journal-of-chemistry/view-abstract.php?abs=J0042-1325deb 10.55373/mjchem.v25i1.91
spellingShingle Abdul Rahman, Mohd Basyaruddin
Chumati, Mohd Rizal
Hamidon, Noor Fazrieyana
Asmawi, Azren Aida
Mohammad Latif, Muhammad Alif
Abdulmalek, Emilia
Immobilized lipase-catalysed synthesis of fructose oleate ester in ionic liquid [Bmim][TfO] and tert-butanol solvent systems
title Immobilized lipase-catalysed synthesis of fructose oleate ester in ionic liquid [Bmim][TfO] and tert-butanol solvent systems
title_full Immobilized lipase-catalysed synthesis of fructose oleate ester in ionic liquid [Bmim][TfO] and tert-butanol solvent systems
title_fullStr Immobilized lipase-catalysed synthesis of fructose oleate ester in ionic liquid [Bmim][TfO] and tert-butanol solvent systems
title_full_unstemmed Immobilized lipase-catalysed synthesis of fructose oleate ester in ionic liquid [Bmim][TfO] and tert-butanol solvent systems
title_short Immobilized lipase-catalysed synthesis of fructose oleate ester in ionic liquid [Bmim][TfO] and tert-butanol solvent systems
title_sort immobilized lipase-catalysed synthesis of fructose oleate ester in ionic liquid [bmim][tfo] and tert-butanol solvent systems
url http://psasir.upm.edu.my/id/eprint/108267/
http://psasir.upm.edu.my/id/eprint/108267/
http://psasir.upm.edu.my/id/eprint/108267/