Identification and quantification of feruloylated mono‐, di‐, and triacylglycerols from vegetable oils
Abstract The use of HPLC‐MS to separate and identify the feruloylated acylglycerols formed during the transesterification of ethyl ferulate with TAG was examined. Novozym 435 ( Candida antarctica lipase B)‐catalyzed transesterifications of ethyl ferulate and soybean oil resulted in a mixture of feru...
Published in: | Journal of the American Oil Chemists' Society |
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crwiley:10.1007/s11746-006-5010-5 2024-06-23T07:46:43+00:00 Identification and quantification of feruloylated mono‐, di‐, and triacylglycerols from vegetable oils Compton, David L. Laszlo, Joseph A. Berhow, Mark A. 2006 http://dx.doi.org/10.1007/s11746-006-5010-5 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1007%2Fs11746-006-5010-5 https://onlinelibrary.wiley.com/doi/full/10.1007/s11746-006-5010-5 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Journal of the American Oil Chemists' Society volume 83, issue 9, page 753-758 ISSN 0003-021X 1558-9331 journal-article 2006 crwiley https://doi.org/10.1007/s11746-006-5010-5 2024-06-04T06:36:58Z Abstract The use of HPLC‐MS to separate and identify the feruloylated acylglycerols formed during the transesterification of ethyl ferulate with TAG was examined. Novozym 435 ( Candida antarctica lipase B)‐catalyzed transesterifications of ethyl ferulate and soybean oil resulted in a mixture of feruloylated MAG, DAG, and TAG and diferuloylated DAG and TAG. These feruloylated acylglycerols have recently garnered much interest as cosmeceutical ingredients. The ratio of the various feruloylated acylglycerol species in the resultant oils is presumed to affect the oil's cosmetic efficacy as well as its physical (formulation) properties. Thus, it was desirable to develop an analytical method to separate, identify, and quantify the individual feruloylated acylglycerols to determine their relative ratios. The feruloylated acylglycerols were successfully separated and identified by HPLC‐MS using a phenyl‐hexyl reversed‐phase column developed with a water/methanol/1‐butanol gradient. The chromatograms of the feruloylated acylglycerols from soybean oil were convoluted by myriad fatty acids; therefore, feruloylated acylglycerols from triolein were studied as a model reaction. Hydrolysis of the feruloylated acylglycerols from triolein catalyzed by Lipase PS‐C “Amano” I ( Burkholderia cepacia ), which showed no hydrolysis reactivity toward ethyl ferulate, allowed for the chromatographic assignment of the feruloyl acylglycerol positional isomers. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Journal of the American Oil Chemists' Society 83 9 753 758 |
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English |
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Abstract The use of HPLC‐MS to separate and identify the feruloylated acylglycerols formed during the transesterification of ethyl ferulate with TAG was examined. Novozym 435 ( Candida antarctica lipase B)‐catalyzed transesterifications of ethyl ferulate and soybean oil resulted in a mixture of feruloylated MAG, DAG, and TAG and diferuloylated DAG and TAG. These feruloylated acylglycerols have recently garnered much interest as cosmeceutical ingredients. The ratio of the various feruloylated acylglycerol species in the resultant oils is presumed to affect the oil's cosmetic efficacy as well as its physical (formulation) properties. Thus, it was desirable to develop an analytical method to separate, identify, and quantify the individual feruloylated acylglycerols to determine their relative ratios. The feruloylated acylglycerols were successfully separated and identified by HPLC‐MS using a phenyl‐hexyl reversed‐phase column developed with a water/methanol/1‐butanol gradient. The chromatograms of the feruloylated acylglycerols from soybean oil were convoluted by myriad fatty acids; therefore, feruloylated acylglycerols from triolein were studied as a model reaction. Hydrolysis of the feruloylated acylglycerols from triolein catalyzed by Lipase PS‐C “Amano” I ( Burkholderia cepacia ), which showed no hydrolysis reactivity toward ethyl ferulate, allowed for the chromatographic assignment of the feruloyl acylglycerol positional isomers. |
format |
Article in Journal/Newspaper |
author |
Compton, David L. Laszlo, Joseph A. Berhow, Mark A. |
spellingShingle |
Compton, David L. Laszlo, Joseph A. Berhow, Mark A. Identification and quantification of feruloylated mono‐, di‐, and triacylglycerols from vegetable oils |
author_facet |
Compton, David L. Laszlo, Joseph A. Berhow, Mark A. |
author_sort |
Compton, David L. |
title |
Identification and quantification of feruloylated mono‐, di‐, and triacylglycerols from vegetable oils |
title_short |
Identification and quantification of feruloylated mono‐, di‐, and triacylglycerols from vegetable oils |
title_full |
Identification and quantification of feruloylated mono‐, di‐, and triacylglycerols from vegetable oils |
title_fullStr |
Identification and quantification of feruloylated mono‐, di‐, and triacylglycerols from vegetable oils |
title_full_unstemmed |
Identification and quantification of feruloylated mono‐, di‐, and triacylglycerols from vegetable oils |
title_sort |
identification and quantification of feruloylated mono‐, di‐, and triacylglycerols from vegetable oils |
publisher |
Wiley |
publishDate |
2006 |
url |
http://dx.doi.org/10.1007/s11746-006-5010-5 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1007%2Fs11746-006-5010-5 https://onlinelibrary.wiley.com/doi/full/10.1007/s11746-006-5010-5 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Journal of the American Oil Chemists' Society volume 83, issue 9, page 753-758 ISSN 0003-021X 1558-9331 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1007/s11746-006-5010-5 |
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Journal of the American Oil Chemists' Society |
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83 |
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9 |
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753 |
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758 |
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1802647782339641344 |