title: Biohybrid -Se-S- coupling reactions of an amino acid derived seleninate.
abstract: We describe the synthesis of the N-(2-seleninatoethyl) amide of N-Boc-phenylalanine, 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.
authors: Department of Chemistry & Chemical Biology, Rutgers, the State University of New Jersey, 610 Taylor Road, Piscataway, NJ 08854, USA.
authors: Mohannad
authors: M
authors: Abdo
authors: Zhexun
authors: Z
authors: Sun
authors: Spencer
authors: S
authors: Knapp
mesh_terms: D002264:Carboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D016566:Organoselenium Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D010084:Oxidation-Reduction; D010649:Phenylalanine / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry; D013891:Thiouridine / Q000737:chemistry
chemical_list: D002264:Carboxylic Acids; D016566:Organoselenium Compounds; D013438:Sulfhydryl Compounds; C473453:seleninic acid; D013891:Thiouridine; D010649:Phenylalanine
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