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Biosynthesis of ethyl caproate and other short ethyl esters catalyzed by cutinase in organic solvent
Affiliation:1. Department of Medicine (Neurology and Rheumatology), Shinshu University School of Medicine, Matsumoto 390-8621, Japan;2. Center for Medical Genetics, Shinshu University Hospital, Matsumoto 390-8621, Japan;3. Department of Medical Genetics, Shinshu University School of Medicine, Matsumoto 390-8621, Japan;4. Research Center for Supports to Advanced Science, Shinshu University, Matsumoto 390-8621, Japan;1. Departamento de Bioquímica, Instituto de Ciências Básicas da Saúde, Universidade Federal do Rio Grande do Sul, Porto Alegre, RS, Brazil;2. Serviço de Genética Médica, Hospital de Clínicas de Porto Alegre, Porto Alegre, RS, Brazil;1. Department of Biochemistry, Faculty of Life Sciences, Aligarh Muslim University, Aligarh 202002, India;2. Department of Chemistry, Aligarh Muslim University, Aligarh 202002, India
Abstract:The main objective of this work was to study the enzymatic synthesis of short chain ethyl esters, a group of relevant aroma molecules, by Fusarium solani pisi cutinase in an organic solvent media (iso-octane), and to assess the influence of different parameters on the reaction yield.Cutinase displayed high initial esterification rates in iso-octane, which amounted to 1.15 μmol min−1 mg−1 for ethyl butyrate (C4 acid chain) and 1.06 μmol min−1 mg−1 for ethyl valerate (C5 acid chain). High product yields, 84% for ethyl butyrate and 96% for ethyl valerate, were observed after 6 h of reaction, for an initial equimolar concentration of substrates (0.1 M).The highest product yield (97%) was observed for ethyl caproate (C6) synthesis, a compound which is a part of natural apple and pineapple flavour, for an alcohol:acid molar ratio of 2 (0.2 M ethanol concentration).Cutinase affinity for short chain length carboxylic acids (C4–C6) in ester synthesis in iso-octane confirmed previous observations in reversed micellar system.
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