Synthesis of Ibuprofen Monoglyceride in Solventless Medium with Novozym®435: Kinetic Analysis

This study investigates the enzymatic esterification of glycerol and ibuprofen in a solventless medium catalyzed by immobilized lipase B from Candida antarctica (Novozym®435). Fixing the concentration of this enzymatic solid preparation at 30 g·L−1, and operating at a constant stirring speed of 720...

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Published in:Catalysts
Main Authors: Marianela Ravelo, Mateusz Wojtusik, Miguel Ladero, Félix García-Ochoa
Format: Text
Language:English
Published: Multidisciplinary Digital Publishing Institute 2020
Subjects:
Online Access:https://doi.org/10.3390/catal10010076
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author Marianela Ravelo
Mateusz Wojtusik
Miguel Ladero
Félix García-Ochoa
author_facet Marianela Ravelo
Mateusz Wojtusik
Miguel Ladero
Félix García-Ochoa
author_sort Marianela Ravelo
collection MDPI Open Access Publishing
container_issue 1
container_start_page 76
container_title Catalysts
container_volume 10
description This study investigates the enzymatic esterification of glycerol and ibuprofen in a solventless medium catalyzed by immobilized lipase B from Candida antarctica (Novozym®435). Fixing the concentration of this enzymatic solid preparation at 30 g·L−1, and operating at a constant stirring speed of 720 rpm, the temperature was changed between 50 and 80 °C, while the initial concentration of ibuprofen was studied from 20 to 100 g·L−1. Under these conditions, the resistance of external mass transport can be neglected, as confirmed by the Mears criterion (Me < 0.15). However, the mass transfer limitation inside the pores of the support has been evidenced. The values of the effectiveness factor (η) vary between 0.08 and 0.16 for the particle size range considered according to the Weisz–Prater criteria. Preliminary runs permit us to conclude that the enzyme was deactivated at medium to high temperatures and initial concentration values of ibuprofen. Several phenomenological kinetic models were proposed and fitted to all data available, using physical and statistical criteria to select the most adequate model. The best kinetic model was a reversible sigmoidal model with pseudo-first order with respect to dissolved ibuprofen and order 2 with respect to monoester ibuprofen, assuming the total first-order one-step deactivation of the enzyme, with partial first order for ibuprofen and enzyme activity.
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op_doi https://doi.org/10.3390/catal10010076
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op_source Catalysts; Volume 10; Issue 1; Pages: 76
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spelling ftmdpi:oai:mdpi.com:/2073-4344/10/1/76/ 2025-01-16T19:21:04+00:00 Synthesis of Ibuprofen Monoglyceride in Solventless Medium with Novozym®435: Kinetic Analysis Marianela Ravelo Mateusz Wojtusik Miguel Ladero Félix García-Ochoa 2020-01-04 application/pdf https://doi.org/10.3390/catal10010076 EN eng Multidisciplinary Digital Publishing Institute https://dx.doi.org/10.3390/catal10010076 https://creativecommons.org/licenses/by/4.0/ Catalysts; Volume 10; Issue 1; Pages: 76 ibuprofen glycerol esterification Novozym ® 435 prodrug Text 2020 ftmdpi https://doi.org/10.3390/catal10010076 2023-07-31T22:57:58Z This study investigates the enzymatic esterification of glycerol and ibuprofen in a solventless medium catalyzed by immobilized lipase B from Candida antarctica (Novozym®435). Fixing the concentration of this enzymatic solid preparation at 30 g·L−1, and operating at a constant stirring speed of 720 rpm, the temperature was changed between 50 and 80 °C, while the initial concentration of ibuprofen was studied from 20 to 100 g·L−1. Under these conditions, the resistance of external mass transport can be neglected, as confirmed by the Mears criterion (Me < 0.15). However, the mass transfer limitation inside the pores of the support has been evidenced. The values of the effectiveness factor (η) vary between 0.08 and 0.16 for the particle size range considered according to the Weisz–Prater criteria. Preliminary runs permit us to conclude that the enzyme was deactivated at medium to high temperatures and initial concentration values of ibuprofen. Several phenomenological kinetic models were proposed and fitted to all data available, using physical and statistical criteria to select the most adequate model. The best kinetic model was a reversible sigmoidal model with pseudo-first order with respect to dissolved ibuprofen and order 2 with respect to monoester ibuprofen, assuming the total first-order one-step deactivation of the enzyme, with partial first order for ibuprofen and enzyme activity. Text Antarc* Antarctica MDPI Open Access Publishing Catalysts 10 1 76
spellingShingle ibuprofen
glycerol
esterification
Novozym ® 435
prodrug
Marianela Ravelo
Mateusz Wojtusik
Miguel Ladero
Félix García-Ochoa
Synthesis of Ibuprofen Monoglyceride in Solventless Medium with Novozym®435: Kinetic Analysis
title Synthesis of Ibuprofen Monoglyceride in Solventless Medium with Novozym®435: Kinetic Analysis
title_full Synthesis of Ibuprofen Monoglyceride in Solventless Medium with Novozym®435: Kinetic Analysis
title_fullStr Synthesis of Ibuprofen Monoglyceride in Solventless Medium with Novozym®435: Kinetic Analysis
title_full_unstemmed Synthesis of Ibuprofen Monoglyceride in Solventless Medium with Novozym®435: Kinetic Analysis
title_short Synthesis of Ibuprofen Monoglyceride in Solventless Medium with Novozym®435: Kinetic Analysis
title_sort synthesis of ibuprofen monoglyceride in solventless medium with novozym®435: kinetic analysis
topic ibuprofen
glycerol
esterification
Novozym ® 435
prodrug
topic_facet ibuprofen
glycerol
esterification
Novozym ® 435
prodrug
url https://doi.org/10.3390/catal10010076