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Braces for the Peptide Backbone: Insights into Structure–Activity Relationships of Protease Inhibitor Mimics with Locked Amide Conformations
Author(s) -
Tischler Marco,
Nasu Daichi,
Empting Martin,
Schmelz Stefan,
Heinz Dirk W.,
Rottmann Philipp,
Kolmar Harald,
Buntkowsky Gerd,
Tietze Daniel,
Avrutina Olga
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.201108983
Subject(s) - peptidomimetic , protease , stereochemistry , chemistry , amide , peptide , cyclic peptide , combinatorial chemistry , computational biology , biochemistry , biology , enzyme
Flower power : Potent protease inhibitors containing triazolyl mimics of cis and trans backbone amides were engineered based on the structure of the sunflower trypsin inhibitor 1. The biologically relevant cis ‐Pro motif was successfully replaced with a non‐prolyl unit. High‐resolution crystal structures of 1,4‐ and 1,5‐disubstituted 1,2,3‐triazolyl peptidomimetics can serve in the design of tailor‐made Bowman–Birk inhibitors.