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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.

SUBMITTER: Abdo M

PROVIDER: S-EPMC6270073 | biostudies-literature | 2013 Feb

REPOSITORIES: biostudies-literature

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

Abdo Mohannad M Sun Zhexun Z Knapp Spencer S

Molecules (Basel, Switzerland) 20130204 2

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. ...[more]

PMID: 23381022

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