Influence of glucose solubility and dissolution rate on the kinetics of lipase catalyzed synthesis of glucose laurate in 2‐methyl 2‐butanol
- 2 May 2002
- journal article
- research article
- Published by Wiley in Biotechnology & Bioengineering
- Vol. 78 (7), 815-821
- https://doi.org/10.1002/bit.10263
Abstract
The lipase catalyzed acylation of glucose by dodecanoic acid in 2-methyl 2-butanol was studied. The initial reaction rate was strongly dependent on the dissolved glucose concentration in the medium. Several methods were shown to increase dissolved glucose concentrations and initial reaction rates, namely, the use of solid β-glucose, amorphous solid glucose, and supersaturated glucose solution. Supersaturated glucose solutions in 2-methyl 2-butanol showed a high stability even in the presence of solid crystalline glucose. During the reaction, the dissolved glucose concentration falls as the reaction proceeds, before recovering later as more of the excess solid dissolves. However, the ester synthesis rate continues to fall even after glucose concentration reaches its minimum, so glucose dissolution rate limitation is not responsible for the synthesis rate decline. Experiments with added molecular sieves show that the main reason is the accumulation of product water. In the presence of molecular sieves, 70% of glucose was converted to ester, independent of the initial soluble glucose in the medium. © 2002 Wiley Periodicals, Inc. Biotechnol Bioeng 78: 815–821, 2002.Keywords
This publication has 28 references indexed in Scilit:
- Enzymatic transformations in supersaturated substrate solutions: II. Synthesis of disaccharides via transglycosylationBiotechnology & Bioengineering, 1998
- Enzymatic transformations in supersaturated substrate solutions: I. A general study with glycosidasesBiotechnology & Bioengineering, 1998
- Regioselective synthesis of ethoxylated glycoside esters using β-glucosidase in supersaturated solutions and lipases in organic solventsBiotechnology & Bioengineering, 1998
- Lipase catalyzed acylation of glucoseBiotechnology Letters, 1994
- Enzymic Acylation of Methyl D- and L-Glucopyranosides and 6-Deoxy-glucopyranosidesJournal of Carbohydrate Chemistry, 1992
- Fatty Acid Specificity in Lipase-Catalyzed Synthesis of Glucoside EstersBiocatalysis, 1992
- Fructose oleate synthesis in a fixed catalyst bed reactorBiotechnology Letters, 1991
- Enzymatic synthesis of carbohydrate esters in aqueous mediaBiotechnology Letters, 1990
- A highly selective enzyme-catalysed esterification of simple glucosidesJournal of the Chemical Society, Chemical Communications, 1989
- Protease-catalyzed regioselective esterification of sugars and related compounds in anhydrous dimethylformamideJournal of the American Chemical Society, 1988