TY - JOUR
T1 - Biocatalytic esterification of β-methylglucoside for synthesis of biocompatible sugar-containing vinyl esters
AU - Kim, Jiseok
AU - Haam, Seungjoo
AU - Park, Dae Won
AU - Ahn, Ik Sung
AU - Lee, Tai Gyu
AU - Kim, Hae Sung
AU - Kim, Woo Sik
N1 - Copyright:
Copyright 2008 Elsevier B.V., All rights reserved.
PY - 2004/5/17
Y1 - 2004/5/17
N2 - Biocatalytic synthesis of β-methylglucoside methacrylate/acrylate by the esterification of β-methylglucoside with vinyl methacrylate/acrylate was carried out using an immobilized lipase from Candida antarctica (Novozym 435) in organic solvents. Among five model solvents including t -butanol, t -amyl alcohol, acetone, acetonitrile and 1,4-dioxane, t -butanol was found to be an optimal solvent. The amount of 5% (w/v) Novozym 435 resulted in the highest conversion after 48 h, and 1:3 molar ratio of β-methylglucoside to vinyl methacrylate showed 100% final conversion after 24 h. The optimal initial concentration of β-methylglucoside and temperature determined from the initial rate and final conversion were observed at 60 g/l and 50 °C, respectively. The productivity of sugar esters could be enhanced by the heterogeneous reaction mixture and the addition of β-methylglucoside after one cycle of reaction in homogeneous reaction. Based on the over 95% of cell viability by MTT assay, produced sugar esters were found to be highly biocompatible. Structural analysis of products was performed by FT-IR and 13C NMR.
AB - Biocatalytic synthesis of β-methylglucoside methacrylate/acrylate by the esterification of β-methylglucoside with vinyl methacrylate/acrylate was carried out using an immobilized lipase from Candida antarctica (Novozym 435) in organic solvents. Among five model solvents including t -butanol, t -amyl alcohol, acetone, acetonitrile and 1,4-dioxane, t -butanol was found to be an optimal solvent. The amount of 5% (w/v) Novozym 435 resulted in the highest conversion after 48 h, and 1:3 molar ratio of β-methylglucoside to vinyl methacrylate showed 100% final conversion after 24 h. The optimal initial concentration of β-methylglucoside and temperature determined from the initial rate and final conversion were observed at 60 g/l and 50 °C, respectively. The productivity of sugar esters could be enhanced by the heterogeneous reaction mixture and the addition of β-methylglucoside after one cycle of reaction in homogeneous reaction. Based on the over 95% of cell viability by MTT assay, produced sugar esters were found to be highly biocompatible. Structural analysis of products was performed by FT-IR and 13C NMR.
UR - http://www.scopus.com/inward/record.url?scp=1842740959&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=1842740959&partnerID=8YFLogxK
U2 - 10.1016/j.cej.2003.09.001
DO - 10.1016/j.cej.2003.09.001
M3 - Article
AN - SCOPUS:1842740959
VL - 99
SP - 15
EP - 22
JO - Chemical Engineering Journal
JF - Chemical Engineering Journal
SN - 1385-8947
IS - 1
ER -