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Expressed Protein Ligation at Methionine: N‐Terminal Attachment of Homocysteine, Ligation, and Masking
Author(s) -
Tanaka Tomohiro,
Wagner Anne M.,
Warner John B.,
Wang Yanxin J.,
Petersson E. James
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201302065
Subject(s) - ligation , homocysteine , chemical ligation , methionine , chemistry , biochemistry , microbiology and biotechnology , biology , amino acid
A useful handle : One major limitation of protein semi‐synthesis is the need for Cys at the ligation site in native chemical ligation reactions. It is shown that a transferase enzyme can deliver homocysteine to the N‐terminus of an expressed protein (see scheme). Homocysteine can be used in a ligation reaction and then converted to Met. This allows one to use the MetArg or MetLys motif as a point of disconnection in semi‐synthesis.