Effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate esters

Immobilized Candida antarctica lipase B, Novozym® 435, was used in the esterification of adipic acid and alcohols with different chain lengths (C1–C18). Optimum conditions for the synthesis of adipate esters were obtained using response surface methodology (RSM) with respect to important reaction pa...

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Main Authors: Chaibakhsh, Naz, Abdul Rahman, Mohd Basyaruddin, Basri, Mahiran, Salleh, Abu Bakar, Raja Abdul Rahman, Raja Noor Zaliha
Format: Article
Language:English
Published: Informa Healthcare 2009
Online Access:http://psasir.upm.edu.my/id/eprint/14204/
http://psasir.upm.edu.my/id/eprint/14204/1/Effect%20of%20alcohol%20chain%20length%20on%20the%20optimum%20conditions%20for%20lipase.pdf
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author Chaibakhsh, Naz
Abdul Rahman, Mohd Basyaruddin
Basri, Mahiran
Salleh, Abu Bakar
Raja Abdul Rahman, Raja Noor Zaliha
author_facet Chaibakhsh, Naz
Abdul Rahman, Mohd Basyaruddin
Basri, Mahiran
Salleh, Abu Bakar
Raja Abdul Rahman, Raja Noor Zaliha
author_sort Chaibakhsh, Naz
building UPM Institutional Repository
collection Online Access
description Immobilized Candida antarctica lipase B, Novozym® 435, was used in the esterification of adipic acid and alcohols with different chain lengths (C1–C18). Optimum conditions for the synthesis of adipate esters were obtained using response surface methodology (RSM) with respect to important reaction parameters including time, temperature, substrate molar ratio and amount of enzyme. Alcohol chain length specificity of the enzyme in the synthesis of adipate esters was also determined. Minimum reaction time (215 min) for achieving maximum ester yield was obtained for butyl alcohol. Methanol required an increased time (358 min) and enzyme amount (10.2%, w/w) for attaining maximum yield. The maximum required temperature and time of 65°C and 523 min, respectively, were obtained for the synthesis of dioctadecyl adipate. The results demonstrate that alcohol chain length is a determining parameter in optimization of the lipase-catalyzed synthesis of adipate esters. Reactions under optimized conditions yielded a high percentage of esterification (>97%). The optimum conditions can be used to scale up the process.
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spelling upm-142042016-04-25T07:06:35Z http://psasir.upm.edu.my/id/eprint/14204/ Effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate esters Chaibakhsh, Naz Abdul Rahman, Mohd Basyaruddin Basri, Mahiran Salleh, Abu Bakar Raja Abdul Rahman, Raja Noor Zaliha Immobilized Candida antarctica lipase B, Novozym® 435, was used in the esterification of adipic acid and alcohols with different chain lengths (C1–C18). Optimum conditions for the synthesis of adipate esters were obtained using response surface methodology (RSM) with respect to important reaction parameters including time, temperature, substrate molar ratio and amount of enzyme. Alcohol chain length specificity of the enzyme in the synthesis of adipate esters was also determined. Minimum reaction time (215 min) for achieving maximum ester yield was obtained for butyl alcohol. Methanol required an increased time (358 min) and enzyme amount (10.2%, w/w) for attaining maximum yield. The maximum required temperature and time of 65°C and 523 min, respectively, were obtained for the synthesis of dioctadecyl adipate. The results demonstrate that alcohol chain length is a determining parameter in optimization of the lipase-catalyzed synthesis of adipate esters. Reactions under optimized conditions yielded a high percentage of esterification (>97%). The optimum conditions can be used to scale up the process. Informa Healthcare 2009 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/14204/1/Effect%20of%20alcohol%20chain%20length%20on%20the%20optimum%20conditions%20for%20lipase.pdf Chaibakhsh, Naz and Abdul Rahman, Mohd Basyaruddin and Basri, Mahiran and Salleh, Abu Bakar and Raja Abdul Rahman, Raja Noor Zaliha (2009) Effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate esters. Biocatalysis and Biotransformation, 27 (5-6). pp. 303-308. ISSN 1024-2422; ESSN: 1029-2446 http://www.tandfonline.com/doi/abs/10.3109/10242420903207584 10.3109/10242420903207584
spellingShingle Chaibakhsh, Naz
Abdul Rahman, Mohd Basyaruddin
Basri, Mahiran
Salleh, Abu Bakar
Raja Abdul Rahman, Raja Noor Zaliha
Effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate esters
title Effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate esters
title_full Effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate esters
title_fullStr Effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate esters
title_full_unstemmed Effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate esters
title_short Effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate esters
title_sort effect of alcohol chain length on the optimum conditions for lipase-catalysed synthesis of adipate esters
url http://psasir.upm.edu.my/id/eprint/14204/
http://psasir.upm.edu.my/id/eprint/14204/
http://psasir.upm.edu.my/id/eprint/14204/
http://psasir.upm.edu.my/id/eprint/14204/1/Effect%20of%20alcohol%20chain%20length%20on%20the%20optimum%20conditions%20for%20lipase.pdf