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Diaminodiacid‐Based Solid‐Phase Synthesis of Peptide Disulfide Bond Mimics
Author(s) -
Cui HongKui,
Guo Ye,
He Yao,
Wang FengLiang,
Chang HaoNan,
Wang YuJia,
Wu FangMing,
Tian ChangLin,
Liu Lei
Publication year - 2013
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.201302197
Subject(s) - disulfide bond , solid phase synthesis , folding (dsp implementation) , peptide , combinatorial chemistry , chemistry , stereochemistry , cyclic peptide , biochemistry , engineering , electrical engineering
The antimicrobial peptide tachyplesin I was used as a model to apply the title strategy, which was developed for the preparation of peptidic macrocycles with double disulfide surrogates. The folding and activity of the tachyplesin I analogues were found to be sensitive to the structure of the disulfide surrogates, thus underlining the necessity of a flexible synthetic route for generating disulfide bond surrogates with high structural diversity.