Revisiting ligation at selenomethionine: Insights into native chemical ligation at selenocysteine and homoselenocysteine

Bioorganic & Medicinal Chemistry
Rebecca Notis Dardashti, Norman Metanis

Abstract

Selenomethionine (Sem) has been incorporated recombinantly into proteins many times to elucidate their structure and function. In this paper, we revisit incorporation via chemical protein synthesis to shed light on the mechanism of native chemical ligation. The effect of chalcogen position on ligation is investigated, and selenium-containing peptide ligation is optimized. Additionally, selective methylation is performed on selenolates in a peptide in the presence of unprotected thiols.

Citations

Aug 14, 2019·Journal of Peptide Science : an Official Publication of the European Peptide Society·Norman MetanisOrit Weil-Ktorza
Jan 22, 2020·Chemistry : a European Journal·Rebecca Notis DardashtiNorman Metanis
Sep 1, 2017·Angewandte Chemie·Reem MousaNorman Metanis
May 4, 2018·Current Opinion in Chemical Biology·Jun LiuSharon Rozovsky
Sep 22, 2021·Journal of the American Chemical Society·Aaron T BalanaMatthew R Pratt

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