Development of an anilide-type scaffold for the thioester precursor, N-Sulfanylethylcoumarinyl amide (SECmide)
Eto, Mitsuhiro Tokushima University
Naruse, Naoto Tokushima University
Morimoto, Kyohei Tokushima University
Yamaoka, Kosuke Tokushima University
Sato, Kohei Tokushima University|Shizuoka University
Tsuji, Kohei Tokushima University|National Institutes of Health
Inokuma, Tsubasa Tokushima University Tokushima University Educator and Researcher Directory KAKEN Search Researchers
Shigenaga, Akira Tokushima University|Japan Science and Technology Agency (JST) KAKEN Search Researchers
Otaka, Akira Tokushima University Tokushima University Educator and Researcher Directory KAKEN Search Researchers
N-Sulfanylethylcoumarinyl amide (SECmide) peptide, which was initially developed for the use in the fluorescence-guided detection of promoters of N–S acyl transfer, was successfully applied to a facile and side reaction-free protocol for N–S acyl-transfer-mediated synthesis of peptide thioesters. Additionally, 4-mercapto benzyl phosphonic acid (MBPA) was proved to be a useful catalyst for the SECmide or N-sulfanylethylanilide (SEAlide)-mediated NCL reaction.
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.6b02207.
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