Response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants

Lipozyme (Rhizomucor miehei lipase) was used to catalyze the acylation of the amino acid L-lysine (L) with the free fatty acids, palmitic (PA) and oleic (OA) acids, to synthesize N-ε-palmitoyllysine and N-ε-oleoyllysine, respectively. Response surface methodology (RSM) based on a five-level, five-va...

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Main Authors: Soo, Ee Lin, Salleh, Abu Bakar, Basri, Mahiran, Raja Abdul Rahman, Raja Noor Zaliha, Kamaruddin, Kamarulzaman
Format: Article
Language:English
Published: Elsevier 2004
Online Access:http://psasir.upm.edu.my/id/eprint/6472/1/Response%20surface%20methodological%20study%20on%20lipase-catalyzed%20synthesis%20of%20amino%20acid%20surfactants.pdf
http://psasir.upm.edu.my/id/eprint/6472/
http://www.sciencedirect.com/science/article/pii/S0032959203002796
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Institution: Universiti Putra Malaysia
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spelling my.upm.eprints.64722016-09-26T08:05:16Z http://psasir.upm.edu.my/id/eprint/6472/ Response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants Soo, Ee Lin Salleh, Abu Bakar Basri, Mahiran Raja Abdul Rahman, Raja Noor Zaliha Kamaruddin, Kamarulzaman Lipozyme (Rhizomucor miehei lipase) was used to catalyze the acylation of the amino acid L-lysine (L) with the free fatty acids, palmitic (PA) and oleic (OA) acids, to synthesize N-ε-palmitoyllysine and N-ε-oleoyllysine, respectively. Response surface methodology (RSM) based on a five-level, five-variable design was employed, firstly, for studying the interactive effects of various parameters on the reactions, and secondly, for their optimization. Simultaneously increasing temperature and solvent hydrophobicity, fatty substrate concentration or enzyme amount improved yields in both reactions, as did increasing solvent hydrophobicity and substrate concentration or enzyme amount, and substrate concentration and enzyme amount together. Increasing desiccant amount in very non-polar solvents, at very high levels of enzyme, and in very concentrated substrate solutions led to higher yields in the PA reaction but compromised the OA reaction. The optimum conditions predicted for the two reactions were: temperature, 69.3°C (PA) and 56.6°C (OA); solvent log P=3.46 (PA) and log P=3.50 (OA); fatty substrate concentration, 98.0 mM (PA) and 99.9 mM (OA); enzyme amount, 186 mg (PA and OA); molecular sieves, 160 mg (PA) and 80 mg (OA). Reactions under optimized conditions yielded 16.1% of N-ε-palmitoyllysine and 33.1% of N-ε-oleoyllysine. Elsevier 2004 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/6472/1/Response%20surface%20methodological%20study%20on%20lipase-catalyzed%20synthesis%20of%20amino%20acid%20surfactants.pdf Soo, Ee Lin and Salleh, Abu Bakar and Basri, Mahiran and Raja Abdul Rahman, Raja Noor Zaliha and Kamaruddin, Kamarulzaman (2004) Response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants. Process Biochemistry, 39 (11). pp. 1511-1518. ISSN 1359-5113; ESSN: 1873-3298 http://www.sciencedirect.com/science/article/pii/S0032959203002796 10.1016/S0032-9592(03)00279-6
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
language English
description Lipozyme (Rhizomucor miehei lipase) was used to catalyze the acylation of the amino acid L-lysine (L) with the free fatty acids, palmitic (PA) and oleic (OA) acids, to synthesize N-ε-palmitoyllysine and N-ε-oleoyllysine, respectively. Response surface methodology (RSM) based on a five-level, five-variable design was employed, firstly, for studying the interactive effects of various parameters on the reactions, and secondly, for their optimization. Simultaneously increasing temperature and solvent hydrophobicity, fatty substrate concentration or enzyme amount improved yields in both reactions, as did increasing solvent hydrophobicity and substrate concentration or enzyme amount, and substrate concentration and enzyme amount together. Increasing desiccant amount in very non-polar solvents, at very high levels of enzyme, and in very concentrated substrate solutions led to higher yields in the PA reaction but compromised the OA reaction. The optimum conditions predicted for the two reactions were: temperature, 69.3°C (PA) and 56.6°C (OA); solvent log P=3.46 (PA) and log P=3.50 (OA); fatty substrate concentration, 98.0 mM (PA) and 99.9 mM (OA); enzyme amount, 186 mg (PA and OA); molecular sieves, 160 mg (PA) and 80 mg (OA). Reactions under optimized conditions yielded 16.1% of N-ε-palmitoyllysine and 33.1% of N-ε-oleoyllysine.
format Article
author Soo, Ee Lin
Salleh, Abu Bakar
Basri, Mahiran
Raja Abdul Rahman, Raja Noor Zaliha
Kamaruddin, Kamarulzaman
spellingShingle Soo, Ee Lin
Salleh, Abu Bakar
Basri, Mahiran
Raja Abdul Rahman, Raja Noor Zaliha
Kamaruddin, Kamarulzaman
Response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants
author_facet Soo, Ee Lin
Salleh, Abu Bakar
Basri, Mahiran
Raja Abdul Rahman, Raja Noor Zaliha
Kamaruddin, Kamarulzaman
author_sort Soo, Ee Lin
title Response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants
title_short Response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants
title_full Response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants
title_fullStr Response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants
title_full_unstemmed Response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants
title_sort response surface methodological study on lipase-catalyzed synthesis of amino acid surfactants
publisher Elsevier
publishDate 2004
url http://psasir.upm.edu.my/id/eprint/6472/1/Response%20surface%20methodological%20study%20on%20lipase-catalyzed%20synthesis%20of%20amino%20acid%20surfactants.pdf
http://psasir.upm.edu.my/id/eprint/6472/
http://www.sciencedirect.com/science/article/pii/S0032959203002796
_version_ 1643823498989142016