Development and biological application of sulfo-click type reactions

The chemical biology of sulfo-click type reactions was examined in this project. During the course of project, a novel click type reaction was discovered. The common sulfo-click reaction couples a thioacid to a sulfonyl azide to give a sulfonamide, whereas the new reaction is able to couple a thioamide to a sulfonyl azide under mild conditions resulting an amidine product. Since the reaction proceeds smoothly in water without catalysts or promoters, the application of this reaction was also examined. Using two sulfo-click type reactions, various derivatives of bioactive compounds such as sugars, amino acids, and medicines were developed.