Abstract
From a selection of research topics carried out in our laboratory during the last twenty years it becomes apparent that our main target was the discovery of new or improved synthetic methods together with new properties. Our efforts were made with the aim of being of some utility to other fields of research, with particular emphasis to glycobiology and heterocyle-based bioorganic chemistry. We performed new chemistry mainly in the field of carbohydrate manipulations taking as a primary rule the simplicity and efficiency manners. Toward this end, modern synthetic tools and approaches were employed such as heterocyle-based transformations, multicomponent reactions, organocatalysis, click azide–alkyne cycloadditions, reactions in ionic liquids, click photoinduced thiol-ene coupling, and click sulfur–fluoride exchange chemistry. With these potent methodologies in hand, the syntheses of carbohydrate containing amino acids up to proteins glycosylation were performed.
1 Heterocyclic Glycoconjugates and Amino Acids
2 Triazole-Linked Oligonucleotides: Application of Click CuAAC
3 Non-Natural Glycosyl Amino Acids
4 Non-Natural Oligosaccharides
5 Calixarene-Based Glycoclusters
6 Carbohydrate-Based Building Blocks
7 Homoazasugars and Aza-C-disaccharides
8 Synthesis of Glycodendrimers
9 Peptide and Protein Glycoconjugates
10 Conclusions
Key words
glycosyl amino acids - glycosylated calixarenes - glycosylated proteins - glycosylated dendrimers - SuFEx - thiol–ene coupling
