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Development of Trityl Group Anchored Solubilizing Tags for Peptide and Protein Synthesis
Author(s) -
Yoshiya Taku,
Tsuda Shugo,
Masuda Shun
Publication year - 2019
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201900105
Subject(s) - trifluoroacetic acid , reagent , chemistry , solubility , peptide , native chemical ligation , combinatorial chemistry , side chain , peptide synthesis , chemical synthesis , biochemistry , chromatography , organic chemistry , in vitro , polymer
Abstract Recently, solubilizing tag methods (Trt‐K and Trt‐R method) were developed for the challenging synthesis of peptides/proteins by means of native chemical ligation. In this system, the solubilizing tag can be attached to the Cys side chain by simply mixing the tag‐introducing reagent under acidic conditions. The tagged peptides/proteins exhibited high water solubility thanks to the introduction of redundant oligo‐Lys/Arg. In the final reaction, the tag can be quickly and cleanly detached by a standard deprotection reaction with trifluoroacetic acid. Herein, the development and application of these methods are described.