title: Biocatalytic synthesis of maltodextrin-based acrylates from starch and α-cyclodextrin.
abstract: 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).
authors.affiliation: Nijenborgh 4, 9747 AG Groningen, the Netherlands.
authors.forename: Wouter M J
authors.initials: WM
authors.lastname: Kloosterman
authors.forename: Gerda
authors.initials: G
authors.lastname: Spoelstra-van Dijk
authors.forename: Katja
authors.initials: K
authors.lastname: Loos
mesh_terms: D000179:Acrylates / Q000138:chemical synthesis / Q000737:chemistry; D001407:Bacillus / Q000201:enzymology*; D001426:Bacterial Proteins / Q000737:chemistry*; D002384:Catalysis; D005964:Glucosyltransferases / Q000737:chemistry*; D011134:Polysaccharides / Q000138:chemical synthesis / Q000737:chemistry; D013213:Starch / Q000737:chemistry*; D047391:alpha-Cyclodextrins / Q000737:chemistry*
chemical_list: D000179:Acrylates; D001426:Bacterial Proteins; D011134:Polysaccharides; D047391:alpha-Cyclodextrins; C008315:maltodextrin; D013213:Starch; D005964:Glucosyltransferases; C019963:cyclomaltodextrin glucanotransferase; C032613:alpha-cyclodextrin
keywords: acrylates; biocatalytic; cyclodextrin; glucosyl transferase; polyglucosides