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1,2,3‐Triazole as a Peptide Surrogate in the Rapid Synthesis of HIV‐1 Protease Inhibitors
Author(s) -
Brik Ashraf,
Alexandratos Jerry,
Lin YingChuan,
Elder John H.,
Olson Arthur J.,
Wlodawer Alexander,
Goodsell David S.,
Wong ChiHuey
Publication year - 2005
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200500101
Subject(s) - protease , peptide , triazole , human immunodeficiency virus (hiv) , chemistry , combinatorial chemistry , hiv 1 protease , click chemistry , virology , biochemistry , enzyme , biology , organic chemistry
Substitute for another bond . Docking simulations of two potent inhibitors that bear the 1,2,3‐triazole moiety produced two conformations of approximately equal energy. Further analysis of the protease by X‐ray crystallography solved the ambiguity of the binding mode and revealed that the triazole ring is an effective amide surrogate and retains all the hydrogen bonds in the active site (see figure).