Design and synthesis of 1,3-dicapryloyl-2-acetylglycerol as molecular probe for triacylglycerol metabolism study
The increasing number of health issues caused by obesity and lack of healthy and efficient fat substitutes require development on new fat substitute. This study proposes a new potential reduced-calorie structured triacylglycerol (TAG) of “1,3-medium-chain, 2-short-chain triglycerides (MSM)” configur...
| Main Authors: | , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2014
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/101899 http://hdl.handle.net/10220/19828 |
| _version_ | 1826114500301946880 |
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| author | Lei, Qiong Lee, Wilson Liangwei Li, Tianhu |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Lei, Qiong Lee, Wilson Liangwei Li, Tianhu |
| author_sort | Lei, Qiong |
| collection | NTU |
| description | The increasing number of health issues caused by obesity and lack of healthy and efficient fat substitutes require development on new fat substitute. This study proposes a new potential reduced-calorie structured triacylglycerol (TAG) of “1,3-medium-chain, 2-short-chain triglycerides (MSM)” configuration, and the fat substitution method is based on the suppression of 2-monoacylglycerol absorption into intestinal cells, which would decrease the recombination of TAG and reduce lipid absorption in the digestive tract. A molecular probe, 1,3-dicapryloyl-2-acetylglycerol, is offered for nutritionists to conduct further study on its metabolism in human body. The synthesis method for this structured TAG starts from the lipase-catalyzed esterification between glycerol and caprylic acid, yielding 1,3-dicapryloylglycerol, and is followed by direct esterification with acetic anhydride to form 1,3-dicapryloyl-2-acetylglycerol. Its structure is characterized by FTIR,1H NMR,13C NMR, and LC-ESI-MS. |
| first_indexed | 2024-10-01T03:40:30Z |
| format | Journal Article |
| id | ntu-10356/101899 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T03:40:30Z |
| publishDate | 2014 |
| record_format | dspace |
| spelling | ntu-10356/1018992020-03-07T12:34:54Z Design and synthesis of 1,3-dicapryloyl-2-acetylglycerol as molecular probe for triacylglycerol metabolism study Lei, Qiong Lee, Wilson Liangwei Li, Tianhu School of Physical and Mathematical Sciences DRNTU::Science::Biological sciences::Biochemistry The increasing number of health issues caused by obesity and lack of healthy and efficient fat substitutes require development on new fat substitute. This study proposes a new potential reduced-calorie structured triacylglycerol (TAG) of “1,3-medium-chain, 2-short-chain triglycerides (MSM)” configuration, and the fat substitution method is based on the suppression of 2-monoacylglycerol absorption into intestinal cells, which would decrease the recombination of TAG and reduce lipid absorption in the digestive tract. A molecular probe, 1,3-dicapryloyl-2-acetylglycerol, is offered for nutritionists to conduct further study on its metabolism in human body. The synthesis method for this structured TAG starts from the lipase-catalyzed esterification between glycerol and caprylic acid, yielding 1,3-dicapryloylglycerol, and is followed by direct esterification with acetic anhydride to form 1,3-dicapryloyl-2-acetylglycerol. Its structure is characterized by FTIR,1H NMR,13C NMR, and LC-ESI-MS. 2014-06-19T04:14:15Z 2019-12-06T20:46:27Z 2014-06-19T04:14:15Z 2019-12-06T20:46:27Z 2012 2012 Journal Article Lei, Q., Lee, W. L., & Li, T. (2013). Design and synthesis of 1,3-dicapryloyl-2-acetylglycerol as molecular probe for triacylglycerol metabolism study. European Journal of Lipid Science and Technology, 115(2), 232-238. 1438-7697 https://hdl.handle.net/10356/101899 http://hdl.handle.net/10220/19828 10.1002/ejlt.201200174 en European journal of lipid science and technology © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
| spellingShingle | DRNTU::Science::Biological sciences::Biochemistry Lei, Qiong Lee, Wilson Liangwei Li, Tianhu Design and synthesis of 1,3-dicapryloyl-2-acetylglycerol as molecular probe for triacylglycerol metabolism study |
| title | Design and synthesis of 1,3-dicapryloyl-2-acetylglycerol as molecular probe for triacylglycerol metabolism study |
| title_full | Design and synthesis of 1,3-dicapryloyl-2-acetylglycerol as molecular probe for triacylglycerol metabolism study |
| title_fullStr | Design and synthesis of 1,3-dicapryloyl-2-acetylglycerol as molecular probe for triacylglycerol metabolism study |
| title_full_unstemmed | Design and synthesis of 1,3-dicapryloyl-2-acetylglycerol as molecular probe for triacylglycerol metabolism study |
| title_short | Design and synthesis of 1,3-dicapryloyl-2-acetylglycerol as molecular probe for triacylglycerol metabolism study |
| title_sort | design and synthesis of 1 3 dicapryloyl 2 acetylglycerol as molecular probe for triacylglycerol metabolism study |
| topic | DRNTU::Science::Biological sciences::Biochemistry |
| url | https://hdl.handle.net/10356/101899 http://hdl.handle.net/10220/19828 |
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