Enzymatic synthesis and analytical monitoring of terpene ester by 1H NMR spectroscopy
Abstract Terpene esters of fatty acids have potential applications in food, cosmetic, and pharmaceutical industries. The present study focuses on the synthesis of terpene esters of long chain fatty acids catalyzed by Candida antarctica lipase B. Different parameters like temperature, solvent, and en...
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crspringernat:10.2478/s11696-010-0077-8 2023-05-15T14:08:56+02:00 Enzymatic synthesis and analytical monitoring of terpene ester by 1H NMR spectroscopy Patil, Dipak Das, Debabrata Nag, Ahindra 2011 http://dx.doi.org/10.2478/s11696-010-0077-8 http://www.springerlink.com/index/pdf/10.2478/s11696-010-0077-8 unknown Springer Science and Business Media LLC Chemical Papers volume 65, issue 1 ISSN 1336-9075 Materials Chemistry Industrial and Manufacturing Engineering General Chemical Engineering Biochemistry General Chemistry journal-article 2011 crspringernat https://doi.org/10.2478/s11696-010-0077-8 2022-01-04T16:18:42Z Abstract Terpene esters of fatty acids have potential applications in food, cosmetic, and pharmaceutical industries. The present study focuses on the synthesis of terpene esters of long chain fatty acids catalyzed by Candida antarctica lipase B. Different parameters like temperature, solvent, and enzyme concentration for the esterification of terpene alcohols (geraniol and citronellol) with oleic acid were studied. Maximum conversion (98 %) was found for both terpene esters at 60°C in 2,2,4-trimethylpentane as well as in dry hexane and around 95–97 % in other tested solvents. The reaction was also carried out using stearic and linoleic acid in hexane to study the effects of unsaturation in the substrate in which stearic acid showed the maximum conversion. The reaction was monitored by 1H nuclear magnetic resonance spectroscopy. Using the peak integration values of methylene protons of terpene and terpene ester of δ = 3.6 and 4.0 for citronellol and δ = 4.2 and 4.6 for geraniol, respectively, percentage conversions of each of the esters were calculated. Article in Journal/Newspaper Antarc* Antarctica Springer Nature (via Crossref) Chemical Papers 65 1 |
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Materials Chemistry Industrial and Manufacturing Engineering General Chemical Engineering Biochemistry General Chemistry |
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Materials Chemistry Industrial and Manufacturing Engineering General Chemical Engineering Biochemistry General Chemistry Patil, Dipak Das, Debabrata Nag, Ahindra Enzymatic synthesis and analytical monitoring of terpene ester by 1H NMR spectroscopy |
topic_facet |
Materials Chemistry Industrial and Manufacturing Engineering General Chemical Engineering Biochemistry General Chemistry |
description |
Abstract Terpene esters of fatty acids have potential applications in food, cosmetic, and pharmaceutical industries. The present study focuses on the synthesis of terpene esters of long chain fatty acids catalyzed by Candida antarctica lipase B. Different parameters like temperature, solvent, and enzyme concentration for the esterification of terpene alcohols (geraniol and citronellol) with oleic acid were studied. Maximum conversion (98 %) was found for both terpene esters at 60°C in 2,2,4-trimethylpentane as well as in dry hexane and around 95–97 % in other tested solvents. The reaction was also carried out using stearic and linoleic acid in hexane to study the effects of unsaturation in the substrate in which stearic acid showed the maximum conversion. The reaction was monitored by 1H nuclear magnetic resonance spectroscopy. Using the peak integration values of methylene protons of terpene and terpene ester of δ = 3.6 and 4.0 for citronellol and δ = 4.2 and 4.6 for geraniol, respectively, percentage conversions of each of the esters were calculated. |
format |
Article in Journal/Newspaper |
author |
Patil, Dipak Das, Debabrata Nag, Ahindra |
author_facet |
Patil, Dipak Das, Debabrata Nag, Ahindra |
author_sort |
Patil, Dipak |
title |
Enzymatic synthesis and analytical monitoring of terpene ester by 1H NMR spectroscopy |
title_short |
Enzymatic synthesis and analytical monitoring of terpene ester by 1H NMR spectroscopy |
title_full |
Enzymatic synthesis and analytical monitoring of terpene ester by 1H NMR spectroscopy |
title_fullStr |
Enzymatic synthesis and analytical monitoring of terpene ester by 1H NMR spectroscopy |
title_full_unstemmed |
Enzymatic synthesis and analytical monitoring of terpene ester by 1H NMR spectroscopy |
title_sort |
enzymatic synthesis and analytical monitoring of terpene ester by 1h nmr spectroscopy |
publisher |
Springer Science and Business Media LLC |
publishDate |
2011 |
url |
http://dx.doi.org/10.2478/s11696-010-0077-8 http://www.springerlink.com/index/pdf/10.2478/s11696-010-0077-8 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Chemical Papers volume 65, issue 1 ISSN 1336-9075 |
op_doi |
https://doi.org/10.2478/s11696-010-0077-8 |
container_title |
Chemical Papers |
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65 |
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1 |
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1766281007907995648 |