Reagentless Oxidative Folding of Disulfide-Rich Peptides Catalyzed by an Intramolecular Diselenide

Reagentless Oxidative Folding of Disulfide-Rich Peptides Catalyzed by an Intramolecular Diselenide

Building bridges: In cysteine‐rich peptides, diselenides can be used as a proxy for disulfide bridges as the energetic preference for SeSe bonds over mixed SeS bonds simplifies folding (see picture). An intramolecular diselenide bond efficiently catalyzes the oxidative folding of selenopeptide ana...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-06, Vol.51 (23), p.5580-5584
Hauptverfasser: Steiner, Andrew M., Woycechowsky, Kenneth J., Olivera, Baldomero M., Bulaj, Grzegorz
Format: Artikel
Sprache:eng
Schlagworte:
Bridges (structures)
Bridging
Buildings
Catalysis
Conotoxins - chemistry
Conotoxins - metabolism
Construction
Cysteine - chemistry
Disulfides
Disulfides - chemistry
Folding
Formations
kinetics
oxidation
Oxidation-Reduction
oxygen
Peptides
Peptides - chemistry
Pictures
Protein Folding
selenium
Selenium - chemistry
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Beschreibung
Zusammenfassung:Building bridges: In cysteine‐rich peptides, diselenides can be used as a proxy for disulfide bridges as the energetic preference for SeSe bonds over mixed SeS bonds simplifies folding (see picture). An intramolecular diselenide bond efficiently catalyzes the oxidative folding of selenopeptide analogues of conotoxins, and serves as a reagentless method to accelerate formation of various native disulfide bridging patterns.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201200062