Synthesis of enantiopure structured triacylglycerols |
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| Institution: | 1. Science Institute, University of Iceland, Dunhaga 3, 107 Reykjavik, Iceland;2. Food Chemistry and Food Development, Department of Biochemistry, University of Turku, FI-20014 Turku, Finland;1. Department of Chemistry, College of Science, University of Tikrit, Tikrit, Iraq;2. Institut für Chemie, Martin-Luther-Universität, Halle-Wittenberg, Kurt-Mothes-Str. 2, D-06120 Halle, Germany;3. Department of Chemistry, University College London, 20 Gordon Street, London WC1H 0AJ, UK;1. Department of General Surgical Science (Surgery I), Graduate School of Medicine, Gunma University, Japan;2. Pathology Service, Saint-Luc University, Belgium;1. Department of Chemistry, Annamalai University, Annamalainagar 608 002, India;2. Department of Chemistry, TRP Engineering College, Irungalur, Tiruchirappalli 626 126, India;3. Department of Chemistry, Govt. Arts College for Women, Pudukkottai, India;1. Department of Biological Sciences, University of Notre Dame, Notre Dame, IN 46556, USA;2. Department of Aerospace and Mechanical Engineering, University of Notre Dame, Notre Dame, IN 46556, USA;3. Department of Anthropology, University of Notre Dame, Notre Dame, IN 46556, USA;1. School of Electronics Information Engineering; Tianjin Key Lab of Film Electronic & Communication Devices; Tianjin University of Technology, Tianjin 300384, PR China;2. College of Precision Instrument and Opto-electronics Engineering, Institute of Laser and Opto-electronics; Key Laboratory of Optoelectric Information Science and Technology, Ministry of Education, Tianjin University, Tianjin 300072, PR China |
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| Abstract: | The synthesis of nine enantiopure structured triacylglycerols (TAGs) of the AAB type is described, all possessing the (S)-absolute configuration. Six of them possess one saturated and two identical unsaturated fatty acyl chains, whereas the remaining three possess two identical saturated fatty acids along with one unsaturated fatty acid. The former group was synthesized by a five-step chemoenzymatic route involving a highly regioselective immobilized Candida antarctica lipase, starting from enantiopure (R)-solketal. The second group was prepared by a fully chemical five-step approach based on the same chiral precursor. Such enantiopure TAGs are strongly required as standards for the enantiospecific analysis of intact TAGs in fats and oils. |
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