A one-pot method for lipase-catalyzed synthesis of chitosan palmitate in mixed lonic liquids and its characterization
Autor: | Guanglei Zhao, Junrong Li, Wang Fengli, Xiaofeng Li, Lang Xiongfei |
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Rok vydání: | 2017 |
Předmět: |
Thermogravimetric analysis
Environmental Engineering Biomedical Engineering Bioengineering macromolecular substances 02 engineering and technology 01 natural sciences Enzyme catalysis Catalysis Acylation Chitosan chemistry.chemical_compound Organic chemistry Lipase biology 010405 organic chemistry technology industry and agriculture Transesterification equipment and supplies 021001 nanoscience & nanotechnology 0104 chemical sciences carbohydrates (lipids) chemistry Ionic liquid biology.protein 0210 nano-technology Biotechnology |
Zdroj: | Biochemical Engineering Journal. 126:24-29 |
ISSN: | 1369-703X |
Popis: | Long-chain fatty acid chitosan esters are important chitosan products with attractive application prospects in biological and biomedical applications. A new enzymatic method for synthesis of chitosan esters via transesterification with methyl palmitate has been developed. A reaction system containing a hydrophilic ionic liquid (IL) 1-ethyl-3-methyl imidazoliumacetate and a hydrophobic IL 1-Butyl-3-methylimidazolium tetrafluoroborate enables the transesterification of chitosan with high DS and selectivity in a homogeneous phase. FT-IR and NMR analysis confirmed that the chitosan ester was formed and the lipase selectively catalyzed the acylation of the 6-OH groups of chitosan without protection of its −NH 2 groups. The effects of several key reaction factors were investigated and the maximal degree of substitution (DS) value of 0.214 was obtained under the optimum conditions. The X-ray diffraction analysis showed that morphological and crystallographic properties of native chitosan were largely destroyed after modification. Thermogravimetric analysis showed that the thermal stability of chitosan palmitate was reduced. This is the first time that long-chain chitosan esters was biocatalytically synthesized in ILs and the biocatalytic method presented here showed potential application for chitosan modification processes of industrial interest. |
Databáze: | OpenAIRE |
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