Glycodiversification: Glycosynthases towards variation of flavonoid glycosides
September 24-28, 2017
Many naturally occurring glycosidic compounds are of high interest in pharmaceutical, food and detergent industry. The synthesis and analysis of these structures can, for example, help towards the development of new bioactive compounds (anti-viral or -carcinogenic compounds, etc.). The chemical synthesis and modification of complex glycosides can be very difficult by the many additional steps required for the regio-selective linkage of the numerous reactive hydroxyl groups of the carbohydrate moieties. In addition, high stereoselectivity in forming pure anomers is prerequisite in order to avoid difficult and lengthy purification of the synthesised product. New genetically modified glycosidases, namely ‘glycosynthases’, which are void of hydrolytic activity can catalyse glycosidic bond synthesis using activated glycosyl donors such as glycosyl fluorides, azides, or oxazoline structures.Since then, a large variety of glycosynthases have been developed and characterised capable of synthesising glycosides and oligosaccharides selectively in high yields. In cooperation with the group of Prof. Elling (RWTH Aachen) and of Prof. Fujiyama (Osaka University) we are working on the identification and characterisation of glycosidases, their mutagenesis towards new glycosynthases, and possible applications in organic synthesis (Figure 1).
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Marc Richard Hayes, Lothar Elling, Kazuhito Fujiyama, Takao Ohashi, and Jörg Pietruszka, "Glycodiversification: Glycosynthases towards variation of flavonoid glycosides" in "Enzyme Engineering XXIV", Pierre Monsan, Toulouse White Biotechnology, France Magali Remaud-Simeon, LISBP-INSA, University of Toulouse, France Eds, ECI Symposium Series, (2017). https://dc.engconfintl.org/enzyme_xxiv/5