The kinetic study of oleylcinnamate synthesis
Increased interest in phenolic acids stems from their physiological benefits, which make them very interesting for various applications in food and pharmaceutical industries [1]. The main advantage of phenolic compounds application as natural antioxidants instead of traditionally used synthetic ones...
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Serbian Chemical Society
2013
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ftunivbelgradftm:oai:TechnoRep.tmf.bg.ac.rs:123456789/6212 2024-09-15T17:48:41+00:00 The kinetic study of oleylcinnamate synthesis Jakovetić, Sonja Luković, Nevena Grbavčić, Sanja Jovanović, Jelena Stefanović, Andrea Carević, Milica Knežević-Jugović, Zorica 2013 http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6212 https://hdl.handle.net/21.15107/rcub_technorep_6212 en eng Serbian Chemical Society 978-86-7132-053-5 http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6212 https://hdl.handle.net/21.15107/rcub_technorep_6212 restrictedAccess ARR ICOSECS8 conferenceObject publishedVersion 2013 ftunivbelgradftm 2024-07-11T23:30:49Z Increased interest in phenolic acids stems from their physiological benefits, which make them very interesting for various applications in food and pharmaceutical industries [1]. The main advantage of phenolic compounds application as natural antioxidants instead of traditionally used synthetic ones, butylated hydroxytoluen (BHT) and butylated hydroxyanisole (BHA), is found in the fact that both BHT and BHA are potential carcinogens, hence their application continuously decreases [2]. On the other hand, one of the main obstacles for their utilization in foods and cosmetics is their low solubility in emulsions and oil-based formulas as repercussion of their hydrophilic nature. Introduction of aliphatic side chain groups via enzyme-catalyzed esterification, causing solubility alternations of phenolic acids, is an adequate way for increasing their industrial application potential [3]. The aim of this research was to enable efficient enzyme-catalyzed synthesis of liposoluble phenolic esters using synthesis oleyl cinnamate as model reaction and to determine kinetic constants which are very important for process scale up. Enzyme used for all esterifications is commercial preparation of lipase B from Candida antarctica, Novozyme 435. Initial kinetic study was performed in capped vessels where different concentrations of cinnamic acid (0.1-0.7 mol dm-3), oleyl alcohol (0.1-0.7 mol dm-3) and immobilized lipase (40 mg) were mixed in isooctane and put on orbital shaker set at 55°C and 150 rpm for 6 hours. Several different models were used to fit experimentally obtained data, but the best fit was obtained when ping-pong bi-bi model was used. Conference Object Antarc* Antarctica TechnoRep - Faculty of Technology and Metallurgy Repository |
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TechnoRep - Faculty of Technology and Metallurgy Repository |
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English |
description |
Increased interest in phenolic acids stems from their physiological benefits, which make them very interesting for various applications in food and pharmaceutical industries [1]. The main advantage of phenolic compounds application as natural antioxidants instead of traditionally used synthetic ones, butylated hydroxytoluen (BHT) and butylated hydroxyanisole (BHA), is found in the fact that both BHT and BHA are potential carcinogens, hence their application continuously decreases [2]. On the other hand, one of the main obstacles for their utilization in foods and cosmetics is their low solubility in emulsions and oil-based formulas as repercussion of their hydrophilic nature. Introduction of aliphatic side chain groups via enzyme-catalyzed esterification, causing solubility alternations of phenolic acids, is an adequate way for increasing their industrial application potential [3]. The aim of this research was to enable efficient enzyme-catalyzed synthesis of liposoluble phenolic esters using synthesis oleyl cinnamate as model reaction and to determine kinetic constants which are very important for process scale up. Enzyme used for all esterifications is commercial preparation of lipase B from Candida antarctica, Novozyme 435. Initial kinetic study was performed in capped vessels where different concentrations of cinnamic acid (0.1-0.7 mol dm-3), oleyl alcohol (0.1-0.7 mol dm-3) and immobilized lipase (40 mg) were mixed in isooctane and put on orbital shaker set at 55°C and 150 rpm for 6 hours. Several different models were used to fit experimentally obtained data, but the best fit was obtained when ping-pong bi-bi model was used. |
format |
Conference Object |
author |
Jakovetić, Sonja Luković, Nevena Grbavčić, Sanja Jovanović, Jelena Stefanović, Andrea Carević, Milica Knežević-Jugović, Zorica |
spellingShingle |
Jakovetić, Sonja Luković, Nevena Grbavčić, Sanja Jovanović, Jelena Stefanović, Andrea Carević, Milica Knežević-Jugović, Zorica The kinetic study of oleylcinnamate synthesis |
author_facet |
Jakovetić, Sonja Luković, Nevena Grbavčić, Sanja Jovanović, Jelena Stefanović, Andrea Carević, Milica Knežević-Jugović, Zorica |
author_sort |
Jakovetić, Sonja |
title |
The kinetic study of oleylcinnamate synthesis |
title_short |
The kinetic study of oleylcinnamate synthesis |
title_full |
The kinetic study of oleylcinnamate synthesis |
title_fullStr |
The kinetic study of oleylcinnamate synthesis |
title_full_unstemmed |
The kinetic study of oleylcinnamate synthesis |
title_sort |
kinetic study of oleylcinnamate synthesis |
publisher |
Serbian Chemical Society |
publishDate |
2013 |
url |
http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6212 https://hdl.handle.net/21.15107/rcub_technorep_6212 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
ICOSECS8 |
op_relation |
978-86-7132-053-5 http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6212 https://hdl.handle.net/21.15107/rcub_technorep_6212 |
op_rights |
restrictedAccess ARR |
_version_ |
1810290178528378880 |