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Chemoselective Amide Ligations by Decarboxylative Condensations of N ‐Alkylhydroxylamines and α‐Ketoacids
Author(s) -
Bode Jeffrey W.,
Fox Ryan M.,
Baucom Kyle D.
Publication year - 2006
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.200503991
Subject(s) - chemistry , native chemical ligation , chemical ligation , combinatorial chemistry , peptide bond , amide , covalent bond , reagent , bioorthogonal chemistry , biomolecule , azide , thioester , peptide , cysteine , organic chemistry , click chemistry , biochemistry , enzyme
Additive‐free : The chemoselective amide‐bond‐forming ligation between N ‐alkylhydroxylamines and α‐ketoacids requires no reagents and the only by‐products are water and carbon dioxide. This process proceeds on unprotected peptide substrates without epimerization, and as such, this process has the potential to serve as a novel chemoselective ligation for the synthesis of peptides and complex materials.