Biohybrid-Se-S-coupling reactions of an amino acid derived seleninate

Abstract

We describe the synthesis of the N-(2-seleninatoethyl) amide of N-Bocphenylalanine, serving here as a peptide model, and its reductive coupling reactions under mild conditions with unprotected thiouridine and glutathione. Selenosulfide products such as these comprise reversibly conjugated bio-components, and can potentially find uses as probes of biological function, such as enzyme inhibitors, delivery systems, or structural mimics. © 2013 by the authors.