Journal
CARBOHYDRATE POLYMERS
Volume 193, Issue -, Pages 196-204Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carbpol.2018.03.098
Keywords
Enzymatic synthesis; Cellodextrin phosphorylases; Reverse phosphorolysis; Vinyl glucosides; Renewable resources; Functionalized oligocelluloses
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Funding
- Indonesia Endowment Fund for Education (Lembaga Pengelola Dana Pendidikan Republik Indonesia/LPDP RI)
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The synthesis of vinyl-based oligocelluloses using cellodextrin phosphorylase as biocatalyst in buffer solution is presented. Various types of vinyl glucosides bearing (meth) acrylates/(meth) acrylamides functionalities served as the glucosyl acceptor in the enzyme catalyzed reverse phosphorolysis reaction and alpha-glucose 1-phosphate as the glucosyl donor. The enzymatic reaction was followed by thin layer chromatography and the isolated product yields were about 65%. The synthesized vinyl-based oligocelluloses had an average number of repeating glucosyl units and a number average molecular weight up to 8.9 and 1553 g mol(-1), respectively. The majority of the bonds at the alpha position of acrylate units in oliocellulosyl-ethyl acrylate was fragmented as characterized by H-1 NMR spectroscopy and MALDI-ToF spectrometry. Nevertheless, a minor amount of fragmentation was observed in oligocellulosyl-ethyl methacrylate and oligocellulosyl-butyl acrylate but no fragmentation was detected in the (meth)acrylamide-based oligocelluloses. Crystal lattice of the prepared vinyl-based oligocelluloses was investigated via wide-angle X-ray diffraction experiments.
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