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

Publication date: Available online 5 May 2017
Source:Bioorganic & Medicinal Chemistry
Author(s): Rebecca Notis Dardashti, Norman Metanis
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.

Graphical abstract

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