Amylase catalyzed synthesis of glycosyl acrylates and their polymerization

Abstract

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Enzymatic synthesis and polymerisation of β-mannosyl acrylates produced from renewable hemicellulosic glycans

“…By attachment of functional groups to saccharides, creating functionalised glycomonomers, novel glycopolymers can be synthesised, e.g., through thiol-ene click chemistry or radical polymerisation. [3][4][5][6] The polar carbohydrate groups in glycopolymers can be expected to facilitate water solubility and decrease backbone association. Many application areas can be foreseen and examples include colloidal stabilisers and coatings.…”

“…The reactive part of the acceptor is a hydroxyl group and alcohols can be used in the synthesis of alkyl glycosides (green surfactants). 13,15 A few studies on enzymatic synthesis of glucosyl acrylates, catalysed by amylases or β-glucosidases, with starch 5 or cellobiose 16 as donor substrates have previously been reported. In this study we investigate the possibility of using abundant and renewable β-mannan as the donor substrate for the synthesis of mannosyl acrylates.…”

Enzymatic synthesis and structural characterization of methacryloyl‐D‐fructose‐ and methacryloyl‐D‐glucose‐based monomers and poly(methacryloyl‐D‐fructose)‐based hydrogels

“…The enzymatic route is considered a more feasible synthetic route because of the mild reaction conditions, such as a temperature close to room temperature, a pH close to neutral and atmospheric pressure. In addition, the steps of protection and deprotection are not required because enzymes are enantio‐, regio‐ and chemoselective, and monofunctionalized carbohydrates can be easily achieved . Hydrolases, such as lipases and proteases, have been widely used in the selective functionalization of carbohydrates.…”

“…In addition, the steps of protection and deprotection are not required because enzymes are enantio-, regio-and chemoselective, and monofunctionalized carbohydrates can be easily achieved. 22 Hydrolases, such as lipases and proteases, have been widely used in the selective functionalization of carbohydrates. In aqueous media, they promote hydrolysis, while in organic medium, (trans)esterification is the main reaction.…”

Biocatalytic Synthesis of Maltodextrin-Based Acrylates from Starch and α-Cyclodextrin

“…Alternatively, to the conventional chemistry routes, biocatalytic pathways have shown to be beneficial in poly(saccharide) synthesis and modification . Since biocatalysts are in general highly enantio‐, regio‐ and chemoselective, mono‐functionalized saccharides can be obtained relatively easy . Additionally, biocatalytic synthesis routes can be considered as green processes; the reactions can typically be performed at atmospheric pressure, low temperatures and neutral pH and the biocatalyst are obtained from natural renewable resources .…”