SOLID-PHASE SYNTHESIS OF OLIGOSACCHARIDES: USE OF 4-AZIDO-3-CHLOROBENZYL GROUP AS A KEY FOR BOTH TEMPORARY PROTECTION AND CATCH-AND-RELEASE PURIFICATION

Author(s):  
Kenji Egusa ◽  
Shoichi Kusumoto ◽  
Koichi Fukase
2020 ◽  
Author(s):  
Eric Koesema ◽  
Animesh Roy ◽  
Nicholas G. Paciaroni ◽  
Thomas Kodadek

There is considerable interest in the development of libraries of non-peptidic macrocycles as a source of ligands for difficult targets. We report here the solid-phase synthesis of a DNA-encoded library of several hundred thousand thioether-linked macrocycles. The library was designed to be highly diverse with respect to backbone scaffold diversity and to minimize the number of amide N-H bonds, which compromise cell permeability. The utility of the library as a source of protein ligands is demonstrated through the isolation of compounds that bind streptavidin, a model target, with high affinity.


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