Large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid
A large-scale (~ to 100 g) synthesis of symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid (D) and two of either lauric (L), palmitic (P) or stearic acid (S) is described. Key improvements in purification of synthetic intermediates, in addition to a more efficient acetoni...
| Main Authors: | , , , , , , |
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| Format: | Journal Article |
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Pergamon-Elsevier Science Ltd
2008
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| Subjects: | |
| Online Access: | http://hdl.handle.net/20.500.11937/37946 |
| _version_ | 1848755186415173632 |
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| author | Andrews, P. Fraser, B. Junk, P. Massi, Massimiliano Perlmutter, P. Thienthong, N. Wijesundera, C. |
| author_facet | Andrews, P. Fraser, B. Junk, P. Massi, Massimiliano Perlmutter, P. Thienthong, N. Wijesundera, C. |
| author_sort | Andrews, P. |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | A large-scale (~ to 100 g) synthesis of symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid (D) and two of either lauric (L), palmitic (P) or stearic acid (S) is described. Key improvements in purification of synthetic intermediates, in addition to a more efficient acetonide cleavage reaction affords the six TAGs (LaDLa, LaLaD, PDP, PPD, SDS, SSD) in yields of 80-90% and in regioisomeric purities greater than or equal to 90%. |
| first_indexed | 2025-11-14T08:52:18Z |
| format | Journal Article |
| id | curtin-20.500.11937-37946 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T08:52:18Z |
| publishDate | 2008 |
| publisher | Pergamon-Elsevier Science Ltd |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-379462017-09-13T14:09:28Z Large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid Andrews, P. Fraser, B. Junk, P. Massi, Massimiliano Perlmutter, P. Thienthong, N. Wijesundera, C. lipase omega-3 interesterification structured triacylglycerols omega-3-fatty-acids Polyunsaturated fatty-acids disease chemoenzymatic synthesis oil retina A large-scale (~ to 100 g) synthesis of symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid (D) and two of either lauric (L), palmitic (P) or stearic acid (S) is described. Key improvements in purification of synthetic intermediates, in addition to a more efficient acetonide cleavage reaction affords the six TAGs (LaDLa, LaLaD, PDP, PPD, SDS, SSD) in yields of 80-90% and in regioisomeric purities greater than or equal to 90%. 2008 Journal Article http://hdl.handle.net/20.500.11937/37946 10.1016/j.tet.2008.07.058 Pergamon-Elsevier Science Ltd restricted |
| spellingShingle | lipase omega-3 interesterification structured triacylglycerols omega-3-fatty-acids Polyunsaturated fatty-acids disease chemoenzymatic synthesis oil retina Andrews, P. Fraser, B. Junk, P. Massi, Massimiliano Perlmutter, P. Thienthong, N. Wijesundera, C. Large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid |
| title | Large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid |
| title_full | Large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid |
| title_fullStr | Large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid |
| title_full_unstemmed | Large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid |
| title_short | Large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid |
| title_sort | large-scale synthesis of both symmetrical and unsymmetrical triacylglycerols containing docosahexaenoic acid |
| topic | lipase omega-3 interesterification structured triacylglycerols omega-3-fatty-acids Polyunsaturated fatty-acids disease chemoenzymatic synthesis oil retina |
| url | http://hdl.handle.net/20.500.11937/37946 |