2.17 - Automated Oligosaccharide Synthesis: Development of the Glyconeer®

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Abstract

Developing automated platforms is essential for accelerating the preparation of bioactive compound libraries. After a decade of biopolymer synthesis, it is clear that automating these processes was pivotal to the development of biochemistry and chemical biology for advancing medicinal chemistry and for providing new diagnoses and therapeutic tools. Synthesis of glycans and glycoconjugates is far more complicated than the other biopolymer families. Automating glycan synthesis has been a long and hard journey which is still ongoing. This chapter focuses on the development of a commercial platform, Glyconeer™, aimed to automate the synthesis of glycans. The design and process leading to the establishment of the current setup are described. The unique considerations required from a system that is suitable for glycan synthesis are the focus of the chapter. We explain how the selected setup architecture and its unique features comply with the unusual demands of automated solid phase synthesis of glycans. We will present the common modules, building blocks, and chemistries used by the synthesizer. Preparation, handling, and running of both software and hardware are presented from the user point of view. A critical view of the limitations and advantages of the system is aimed to provide a roadmap for future improvement.

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Dror Ben Abba Amiel was born in Jerusalem, Israel in 1989. He received his B.Sc. in physics and chemistry from the Hebrew University of Jerusalem in 2016 and later continued there to M.Sc. and Ph.D. in chemistry. His Ph.D. focuses on the automated synthesis of glycans and glycopeptides under the supervision of Dr. Mattan Hurevich.

Israel Alshanski was born in Kirov, Russia in 1988. He obtained B.Sc. in 2015 from the Jerusalem Collage of Engineering in pharmaceutical engineering. He pursues a Ph.D. in chemistry in the Hebrew University under the supervision of Dr. Mattan Hurevich and Prof. Shlomo Yitzchaik. His Ph.D. focuses on developing tools to synthesize complex glycans and modified peptides. He later studies their interaction with metal ions and proteins using electrochemical methods. His work includes process engineering of solid phase synthesis, developing tools for automated glycan and peptide assembly, surface modification and electrochemistry.

Dr. Mattan Hurevich grew up in Jerusalem and graduated in 2002 with a B.Sc. from the Hebrew University of Jerusalem. He obtained a PhD in organic chemistry in 2009 from the Hebrew university of Jerusalem under the supervision of Prof. Chaim Gilon. From 2010 to 2013 he was Minerva postdoc fellow at the Max Planck institute of Colloids and Interfaces at the group of Prof. P.H. Seeberger. In 2014 he joined the Hebrew University as research fellow and since 2017 he is an assistant professor at the Institute of Chemistry. His main research interest is the developments new photochemical, solid phase and automated tools to synthesize complex oligosaccharides, glycopeptides phosphopeptides and other modifies biopolymer. These synthesis entities are later used as molecular probes to develop devices for the electrochemical detection of poisonous heavy metals, essential ions, protein interactions and enzymatic processes.

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