A two-step enzymatic resolution of glycidyl butyrate |
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| Institution: | 1. Key Laboratory for Molecular Enzymology and Engineering of Ministry of Education, Jilin University, Changchun 130023, PR China;2. Department of Chemical Technology and Applied Chemistry, College of Chemistry, Jilin University, Changchun 130023, PR China;1. School of Materials Science and Engineering, Tianjin Key Laboratory of Composites and Functional Materials, Tianjin University, Tianjin 300072, China;2. Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072, China;2. Advanced Analysis Center, Korea Institute of Science and Technology (KIST), Hwanrango 14-gil 5, Seongbuk-go, Seoul 02792, Republic of Korea;3. Department of Chemistry, Sungkyunkwan University, Suwon 16419, Republic of Korea;1. Institute of Physical Chemistry, 202 Spl. Independentei, Bucharest, Romania;2. Department of Organic Chemistry, Biochemistry and Catalysis, University of Bucharest, Panduri 90-92, Bucharest, Romania;3. National Institute of Materials Physics, 405A Atomistilor, Magurele, Romania;2. Department of Chemistry, Myongji University Yongin Science Campus, 449-728, South Korea;3. Centre for Technology in Water and Wastewater (CTWW), School of Civil and Environmental Engineering, University of Technology Sydney (UTS), P.O. Box 123, 15 Broadway, NSW 2007, Australia |
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| Abstract: | A two-step enzymatic resolution process for production of (R)- and (S)-glycidyl butyrate was investigated and the lipases were screened. The first step involved a hydrolysis of (R,S)-glycidyl butyrate catalyzed by porcine pancreatic lipase (S-favored) with an E of 21 for production of (R)-glycidyl butyrate (13.2 mmol, 98% ee, 36% yield) under the optimal conditions (pH 7.4, 30 °C, 30 mg/ml CTAB). Then, the recovered (R)-enriched glycidol (19.8 mmol, 65% ee, 56% yield) was used for transesterification catalyzed by Novozym 435 (R-favored) with an E of 69 to obtain (S)-glycidyl butyrate (15.1 mmol, 98% ee, 42% yield) under the optimum conditions (aW = 0.24, n-heptane, 80 min). |
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