Huang-Chi Du; Hongbing Huang
Bioconjugate Chem., 2017, 28, 10, 2575-2580
https://doi.org/10.1021/acs.bioconjchem.7b00416

Abstract

DNA-encoded chemical libraries have emerged as a cost-effective alternative to high-throughput scree (HTS) for hit identification in drug discovery. A key factor for productive DNA-encoded libraries is chemical diversity of small molecule moiety that is attached to an encoding DNA oligomer. The library structure diversity is often limited to DNA compatible chemical reactions in aqueous media. Herein, we describe a facile process of reducing aryl nitro groups to aryl amines. The new protocol offers easy operation and circumvents pyrophoric potential of the conventional method (Raney Ni). The reaction is performed in aqueous solution and does not compromise DNA structure integrity. The utility of this method is demonstrated in versatile synthesis of benzimidazoles on DNA