Professor Spencer Knapp, Zhexun Sun, and Mohannad Abdo describe the synthesis of the N-(2-seleninatoethyl) amide of N-Boc-phenylalanine, serving here as a peptide model, and its click-type reductive coupling reactions under mild protic 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.
Mohannad Abdo, Zhexun Sun, and Spencer Knapp. Molecules 2013, 18, 1963-1972; doi:10.3390/molecules18021963.
Mohannad Abdo and Spencer Knapp. Mechanism of a Redox Coupling of Seleninic Acid with Thiol J. Org. Chem., 2012, 77, 3433.
Mohannad Abdo and Spencer Knapp. “Biomimetic Seleninates and Selenonates J. Am. Chem. Soc. 2008, 130, 9234.
|Spencer Knapp||Mohannad Abdo||Zhexun Sun|