Abstract
Herein, the synthesis of 6-deoxygenated α(1→4)-oligoglucans via thermostable α- glucan phosphorylase (from Aquifex aeolicus VF5)-catalyzed enzymatic chain-elongation is reported from a maltotriose primer using a non-native substrate, 6-deoxy-α-D-glucose 1- phosphate. The enzymatic reaction of the two substrates mainly produced a tetrasaccharide with one 6-deoxy-α-D-glucose unit at the non-reducing end, together with a minor pentasaccharide with two 6-deoxy-α-D-glucose units. The enzymatic chain-elongation from the primer in the presence of 6-deoxy-α-D-glucose 1-phosphate and a native substrate, α-D-glucose 1- phosphate, afforded 6-deoxygenated α(1→4)-oligoglucans with varying degrees of polymerization. This enzymatic chain-elongation catalyzed by thermostable α-glucan phosphorylase is an efficient method to produce non-natural oligosaccharides, that is, 6-deoxygenated α(1→4)- oligoglucans.
Keywords: 6-Deoxygenated α(1→4)-oligoglucan, enzymatic chain-elongation, α-glucan phosphorylase, glycosylation, non-native substrate, maltooligosaccharide primer, non-natural oligosaccharide.
Graphical Abstract
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Related Books
Advances in Organic Synthesis
The Synthetic Methods, Structures, and Properties of the Ca-C σ Bond Organocalcium Containing Compounds
Advances in Organic Synthesis
Chemistry of Bipyrazoles: Synthesis and Applications
Advances in Organic Synthesis
Advanced Nanocatalysis for Organic Synthesis and Electroanalysis
Advances in Organic Synthesis
Advances in Organic Synthesis
9