New chemistries for chemoselective peptide ligations and the total synthesis of proteins

作者:Harmand Thibault J R; Murar Claudia E; Bode Jeffrey W*
来源:Current Opinion in Chemical Biology, 2014, 22: 115-121.
DOI:10.1016/j.cbpa.2014.09.032

摘要

The identification of fast, chemoselective bond-forming reactions is one of the major contemporary challenges in chemistry. The requirements of the native chemical ligation - an N-terminal cysteine and C-terminal thioesters - have encouraged a search for alternative amide-forming ligation reactions. Among successful alternatives to native chemical ligation, are the a-ketoacid-hydroxylamine ligation with 5-oxaproline and, serine/threonine ligation, and potassium acyltrifluoroborate (KAT) ligation. In addition, the KAT ligation, along with the non-amide forming alkyne-azide ligation, is very useful for synthetic conjugations. All of these recent ligation methods were applied to synthesize different proteins, and have allowed chemists to incorporate unnatural amino acids, or to modify the peptide backbone.

  • 出版日期2014-10