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Biocatalytic Synthesis of Maltodextrin‐Based Acrylates from Starch and α‐Cyclodextrin
Author(s) -
Kloosterman Wouter M. J.,
Spoelstravan Dijk Gerda,
Loos Katja
Publication year - 2014
Publication title -
macromolecular bioscience
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.924
H-Index - 105
eISSN - 1616-5195
pISSN - 1616-5187
DOI - 10.1002/mabi.201400091
Subject(s) - maltodextrin , chemistry , cyclodextrin , methacrylate , acrylate , monomer , polymer chemistry , ethyl acrylate , polymerization , starch , organic chemistry , polymer , spray drying
Novel 2‐(β‐maltooligooxy)‐ethyl (meth)acrylate monomers are successfully synthesized by CGTase from Bacillus macerans catalyzed coupling of 2‐(β‐glucosyloxy)‐ethyl acrylate and methacrylate with α‐cyclodextrin or starch. HPLC‐UV analysis shows that the CGTase catalyzed reaction yields 2‐(β‐maltooligooxy)‐ethyl acrylates with 1 to 15 glucopyranosyl units. 1 H NMR spectroscopy reveals that the β‐linkage in the acceptor molecule is preserved during the CGTase catalyzed coupling reaction, whereas the newly introduced glucose units are attached by α‐(1,4)‐glycosidic linkages. The synthesized 2‐(β‐maltooligooxy)‐ethyl acrylate monomers are successfully polymerized by aqueous free radical polymerization to yield the comb‐shaped glycopolymer poly(2‐(β‐maltooligooxy)‐ethyl acrylate).