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The Mechanism of the α‐Ketoacid–Hydroxylamine Amide‐Forming Ligation
Author(s) -
Pusterla Ivano,
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.201107198
Subject(s) - hydroxylamine , amide , mechanism (biology) , ligation , chemistry , combinatorial chemistry , ring (chemistry) , stereochemistry , biophysics , biochemistry , biology , organic chemistry , microbiology and biotechnology , philosophy , epistemology
Three‐ring circus! Surprisingly complex molecular acrobatics are observed in the mechanism of the α‐ketoacid–hydroxylamine amide‐forming ligation reaction. Although this remarkable reaction can already be used for the chemoselective union of large, unprotected peptide fragments the elucidated mechanism provides important clues to extending its application to larger and more complex biological targets.