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Chemical Protein Synthesis by Chemoselective α‐Ketoacid–Hydroxylamine (KAHA) Ligations with 5‐Oxaproline
Author(s) -
Pattabiraman Vijaya R.,
Ogunkoya Ayodele O.,
Bode Jeffrey W.
Publication year - 2012
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.201200907
Subject(s) - chemical ligation , ligation , peptide , native chemical ligation , hydroxylamine , chemistry , peptide synthesis , protein biosynthesis , biochemistry , chemical synthesis , combinatorial chemistry , biology , microbiology and biotechnology , in vitro
The chemical synthesis of proteins from unprotected peptide segments uses KAHA ligation with 5‐oxaproline, which is incorporated readily into peptides by solid‐phase peptide synthesis. Ligation of such protein segments in aqueous buffers with an α‐ketoacid peptide gives an α‐homoserine residue at the ligation site. The new ligation is used for the synthesis of two proteins, prokaryotic‐ubiquitin like protein (Pup) and probable cold shock protein A (cspA; see scheme).