Enzymatic esterification of beta-methylglucoside with acrylic/methacrylic acid in organic solvents.
The enzymatic esterifications of beta-methylglucoside with acrylic acid/methacrylic acid were carried out using Novozym 435. t-Butanol indicating the highest conversion value was determined as an optimal solvent. The molar ratio (beta-methylglucoside:acids) of 1:15 was most favorable to the esterification. The enzyme concentration of 5% (w/v), and the temperature (50 degrees C for beta-methylglucoside:acrylic acid, 45 degrees C for beta-methylglucoside:methacrylic acid) resulted in the highest final conversion. Beta-methylglucoside of 60gl(-1) was found to be most effective in terms of short reaction time as well as product concentrations. Under these conditions, the maximum conversions for the esterification of beta-methylglucoside with acrylic acid and beta-methylglucoside with methacrylic acid were 59.3% after 12h and 71.3% after 72h, respectively. The structural analysis of the products was performed by FT-IR spectroscopy and (1)H NMR.
Park
Dae-Won
DW
Department of Chemical Engineering, College of Engineering, Yonsei University, Seoul, South Korea.
Haam
Seungjoo
S
Ahn
Ik-Sung
IS
Lee
Tai Gyu
TG
Kim
Hae-Sung
HS
Kim
Woo-Sik
WS
D000179:Acrylates / Q000378:metabolism*; D000440:Butanols; D004800:Enzymes, Immobilized / Q000378:metabolism*; D004951:Esterification; D005656:Fungal Proteins; D008049:Lipase / Q000378:metabolism*; D008689:Methacrylates / Q000378:metabolism*; D008757:Methylglucosides / Q000378:metabolism*; D019906:Nuclear Magnetic Resonance, Biomolecular; D012997:Solvents; D017550:Spectroscopy, Fourier Transform Infrared; D013329:Structure-Activity Relationship; D013696:Temperature; D013997:Time Factors
D000179:Acrylates; D000440:Butanols; D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D008689:Methacrylates; D008757:Methylglucosides; D012997:Solvents; C008384:methacrylic acid; C027020:methylglucoside; C093667:Novozyme 435; D008049:Lipase; C036658:acrylic acid