Development of Novel Amino Acids Containing N-mercaptophenetyl (MPE)-type Auxiliary and Orthogonal Protecting Groups for Sequential Ligation of Multiple Peptides

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Development of Novel Amino Acids Containing N-mercaptophenetyl (MPE)-type Auxiliary and Orthogonal Protecting Groups for Sequential Ligation of Multiple Peptides

Yoshinori Taguchi, Kohei Watanabe, Kohei Sato, Nobuyuki Mase, Tetsuo Narumi

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ChemistrySelect 2024, 9, e202402339.

Novel amino acids containing N-mercaptophenethyl-type auxiliary and orthogonal protecting groups (tert-butyloxycarbonyl (Boc), 1,3-thiazolidine-4-carbonyl (Thz), and allyloxycarbonyl (Alloc)) were developed and applied to sequential ligation of multiple peptides in a one-pot fashion. The combination of these acids enables the synthesis of a branched peptide featuring a lysine side chain.