Characterisation of lipase fatty acid selectivity using novel omega-3 pNP-acyl esters
Lipases have applications for the industrial processing of lipids, including concentrating and/or modifying fish oil derived omega-3 fatty acids, widely used as nutritional supplement and functional food ingredients. A range of para-nitrophenol (pNP) acyl esters were synthesised as a means to rapidl...
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ftdeakinunifig:oai:figshare.com:article/20931196 2023-05-15T13:33:10+02:00 Characterisation of lipase fatty acid selectivity using novel omega-3 pNP-acyl esters Tim Nalder S Marshall Fred Pfeffer Colin Barrow 2014-01-01T00:00:00Z http://hdl.handle.net/10536/DRO/DU:30067001 https://figshare.com/articles/journal_contribution/Characterisation_of_lipase_fatty_acid_selectivity_using_novel_omega-3_pNP-acyl_esters/20931196 unknown http://hdl.handle.net/10536/DRO/DU:30067001 https://figshare.com/articles/journal_contribution/Characterisation_of_lipase_fatty_acid_selectivity_using_novel_omega-3_pNP-acyl_esters/20931196 All Rights Reserved Uncategorized p-Nitrophenyl ester EPA DHA lipase selectivity steglich esterification Science & Technology Life Sciences & Biomedicine Food Science & Technology Nutrition & Dietetics ALPHA\/BETA-HYDROLASE FOLD CANDIDA-ANTARCTICA LIPASE EXTRACELLULAR LIPASE DOCOSAHEXAENOIC ACID PLASMA-LIPIDS FUNGAL LIPASE BINDING SITE SUBSTRATE PURIFICATION OMEGA-3-FATTY-ACIDS Text Journal contribution 2014 ftdeakinunifig 2022-11-17T21:32:18Z Lipases have applications for the industrial processing of lipids, including concentrating and/or modifying fish oil derived omega-3 fatty acids, widely used as nutritional supplement and functional food ingredients. A range of para-nitrophenol (pNP) acyl esters were synthesised as a means to rapidly screen lipases for fatty acid selectivity using spectrophotometric detection. The chosen esters were based primarily on the most abundant fatty acids present in anchovy and tuna oils. pNP derivatives of C16:1 n-7, C18:1 n-9 (OA), C18:2 n-6 (LA), C18:3 n-3 (ALA), C20:5 n-3 (EPA) and C22:6 n-3 (DHA) were synthesised. Storage stability of these pNP derivatives was shown to be at least 6 months and all pNP derivatives, including those of EPA and DHA, were shown to be stable throughout the conditions of the assay. We applied the new assay substrates for the determination of fatty acid selectivity of five widely utilised lipases. Results showed that the lipase from Candida rugosa was the most selective in terms of omega-3 specificity, preferentially hydrolysing all other medium– long chain substrates. Lipases from Rhizomucor miehei and Thermomyces lanuginosa also showed selectivity, with a significant preference for saturated fatty acids. Candida Antarctica lipase B and Aspergillus niger lipase were the least selective. Other Non-Article Part of Journal/Newspaper Antarc* Antarctica DRO - Deakin Research Online Rugosa ENVELOPE(-61.250,-61.250,-62.633,-62.633) |
institution |
Open Polar |
collection |
DRO - Deakin Research Online |
op_collection_id |
ftdeakinunifig |
language |
unknown |
topic |
Uncategorized p-Nitrophenyl ester EPA DHA lipase selectivity steglich esterification Science & Technology Life Sciences & Biomedicine Food Science & Technology Nutrition & Dietetics ALPHA\/BETA-HYDROLASE FOLD CANDIDA-ANTARCTICA LIPASE EXTRACELLULAR LIPASE DOCOSAHEXAENOIC ACID PLASMA-LIPIDS FUNGAL LIPASE BINDING SITE SUBSTRATE PURIFICATION OMEGA-3-FATTY-ACIDS |
spellingShingle |
Uncategorized p-Nitrophenyl ester EPA DHA lipase selectivity steglich esterification Science & Technology Life Sciences & Biomedicine Food Science & Technology Nutrition & Dietetics ALPHA\/BETA-HYDROLASE FOLD CANDIDA-ANTARCTICA LIPASE EXTRACELLULAR LIPASE DOCOSAHEXAENOIC ACID PLASMA-LIPIDS FUNGAL LIPASE BINDING SITE SUBSTRATE PURIFICATION OMEGA-3-FATTY-ACIDS Tim Nalder S Marshall Fred Pfeffer Colin Barrow Characterisation of lipase fatty acid selectivity using novel omega-3 pNP-acyl esters |
topic_facet |
Uncategorized p-Nitrophenyl ester EPA DHA lipase selectivity steglich esterification Science & Technology Life Sciences & Biomedicine Food Science & Technology Nutrition & Dietetics ALPHA\/BETA-HYDROLASE FOLD CANDIDA-ANTARCTICA LIPASE EXTRACELLULAR LIPASE DOCOSAHEXAENOIC ACID PLASMA-LIPIDS FUNGAL LIPASE BINDING SITE SUBSTRATE PURIFICATION OMEGA-3-FATTY-ACIDS |
description |
Lipases have applications for the industrial processing of lipids, including concentrating and/or modifying fish oil derived omega-3 fatty acids, widely used as nutritional supplement and functional food ingredients. A range of para-nitrophenol (pNP) acyl esters were synthesised as a means to rapidly screen lipases for fatty acid selectivity using spectrophotometric detection. The chosen esters were based primarily on the most abundant fatty acids present in anchovy and tuna oils. pNP derivatives of C16:1 n-7, C18:1 n-9 (OA), C18:2 n-6 (LA), C18:3 n-3 (ALA), C20:5 n-3 (EPA) and C22:6 n-3 (DHA) were synthesised. Storage stability of these pNP derivatives was shown to be at least 6 months and all pNP derivatives, including those of EPA and DHA, were shown to be stable throughout the conditions of the assay. We applied the new assay substrates for the determination of fatty acid selectivity of five widely utilised lipases. Results showed that the lipase from Candida rugosa was the most selective in terms of omega-3 specificity, preferentially hydrolysing all other medium– long chain substrates. Lipases from Rhizomucor miehei and Thermomyces lanuginosa also showed selectivity, with a significant preference for saturated fatty acids. Candida Antarctica lipase B and Aspergillus niger lipase were the least selective. |
format |
Other Non-Article Part of Journal/Newspaper |
author |
Tim Nalder S Marshall Fred Pfeffer Colin Barrow |
author_facet |
Tim Nalder S Marshall Fred Pfeffer Colin Barrow |
author_sort |
Tim Nalder |
title |
Characterisation of lipase fatty acid selectivity using novel omega-3 pNP-acyl esters |
title_short |
Characterisation of lipase fatty acid selectivity using novel omega-3 pNP-acyl esters |
title_full |
Characterisation of lipase fatty acid selectivity using novel omega-3 pNP-acyl esters |
title_fullStr |
Characterisation of lipase fatty acid selectivity using novel omega-3 pNP-acyl esters |
title_full_unstemmed |
Characterisation of lipase fatty acid selectivity using novel omega-3 pNP-acyl esters |
title_sort |
characterisation of lipase fatty acid selectivity using novel omega-3 pnp-acyl esters |
publishDate |
2014 |
url |
http://hdl.handle.net/10536/DRO/DU:30067001 https://figshare.com/articles/journal_contribution/Characterisation_of_lipase_fatty_acid_selectivity_using_novel_omega-3_pNP-acyl_esters/20931196 |
long_lat |
ENVELOPE(-61.250,-61.250,-62.633,-62.633) |
geographic |
Rugosa |
geographic_facet |
Rugosa |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_relation |
http://hdl.handle.net/10536/DRO/DU:30067001 https://figshare.com/articles/journal_contribution/Characterisation_of_lipase_fatty_acid_selectivity_using_novel_omega-3_pNP-acyl_esters/20931196 |
op_rights |
All Rights Reserved |
_version_ |
1766039234347532288 |