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Biohybrid -Se-S- Coupling Reactions of an Amino Acid Derived Seleninate

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-compo...

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Detalles Bibliográficos
Autores principales: Abdo, Mohannad, Sun, Zhexun, Knapp, Spencer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270073/
https://www.ncbi.nlm.nih.gov/pubmed/23381022
http://dx.doi.org/10.3390/molecules18021963
Descripción
Sumario: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.