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Enzymatic synthesis of sorbitan methacrylate according to acyl donors
Authors:Gwi-Taek Jeong  Hye-Jin Lee  Hae-Sung Kim  Don-Hee Park
Affiliation:(1) School of Biological Sciences and Technology, Chonnam National University, 500-757 Gwangju, Korea;(2) Department of Chemical Engineering, Myongji University, 449-728 Yongin, Korea;(3) Faculty of Applied Chemical Engineering, Chonnam National University, 500-757 Gwangju, Korea;(4) Research Institute for Catalysis, Chonnam National University, 500-757 Gwangju, Korea;(5) Biotechnology Research Institute, Chonnam National University, 500-757 Gwangju, Korea;(6) Institute of Bioindustrial Technology, Chonnam National University, 500-757 Gwangju, Korea
Abstract:Recently, sugar polymers have been considered for use as biomaterials in medical applications. These biomaterials are already used extensively in burn dressings, artificial membranes, and contact lenses. In this study, we investigated the optimum conditions under which the enzymatic synthesis of sorbitan methacrylate can be affected using Novozym 435 in t-butanol from sorbitan and several acyl donors (ethyl methacrylate, methyl methacrylate, and vinyl methacrylate). The enzymatic synthesis of sorbitan methacrylate, catalyzed by Novozym 435 in t-butanol, reached an approx 68% conversion yield at 50 g/L of 1,4-sorbitan, 5% (w/v) of enzyme content, and a 1∶5 molar ratio of sorbitan to ethyl methacrylate, with a reaction time of 36 h. Using methyl methacrylate as the acyl donor, we achieved a conversion yield of approx 78% at 50 g/L of 1,4-sorbitan, 7% (w/v) of enzyme content, at a 1∶5 molar ratio, with a reaction time of 36 h. Sorbitan methacrylate synthesis using vinyl methacrylate as the acyl donor was expected to result in a superior conversion yield at 3% (w/v) of enzyme content, and at a molar ratio greater than 1∶2.5. Higher molar ratios of acyl donor resulted in more rapid conversion rates. Vinyl methacrylate can be applied to obtain higher yields than are realized when using ethyl methacrylate or methyl methacrylate as acyl donors in esterification reactions catalyzed by Novozym 435 in organic solvents. Enzyme recycling resulted in a drastic reduction in conversion yields.
Keywords:Immobilized enzyme  bioconversion  optimization  biocatalysis  sorbitan  esterification
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