Light‐Driven Diselenide Metathesis in Peptides
Abstract: Peptides containing selenocysteine moieties are susceptible to non‐catalytic reactions of diselenide bonds metathesis induced by visible light. In contrast to previously reported radical metathesis of disulfide bridges in cysteine derivatives, this newly developed reaction is fast and clean, and proceeds without decomposition of peptides and without formation of side products. The diselenide bond in peptides was reported in literature to be more stable than the disulfide one and also less susceptible to metathesis induced by thiols and reducing reagents. We demonstrated that visible light induces fast metathesis of Se−Se bonds in peptides. This reaction is important for the folding of peptides containing selenocysteine residues and may find application in designing dynamic combinatorial libraries of peptides responsive to external influence.
- Standort
-
Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
-
Online-Ressource
- Sprache
-
Englisch
- Erschienen in
-
Light‐Driven Diselenide Metathesis in Peptides ; volume:8 ; number:9 ; year:2019 ; pages:1199-1203 ; extent:5
ChemistryOpen ; 8, Heft 9 (2019), 1199-1203 (gesamt 5)
- Urheber
-
Waliczek, Mateusz
Pehlivan, Özge
Stefanowicz, Piotr
- DOI
-
10.1002/open.201900224
- URN
-
urn:nbn:de:101:1-2022073007353061032521
- Rechteinformation
-
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
-
15.08.2025, 07:30 MESZ
Datenpartner
Deutsche Nationalbibliothek. Bei Fragen zum Objekt wenden Sie sich bitte an den Datenpartner.
Beteiligte
- Waliczek, Mateusz
- Pehlivan, Özge
- Stefanowicz, Piotr
Ähnliche Objekte (12)
Light-driven bioprocesses
Grubbs Metathesis Enabled by a Light‐Driven gem ‐Hydrogenation of Internal Alkynes
Grubbs Metathesis Enabled by a Light‐Driven gem ‐Hydrogenation of Internal Alkynes
Light-driven nanoscale vectorial currents
A Light‐Driven Microgel Rotor
A Light-Driven Microgel Rotor
Terahertz metamaterials for light-driven magnetism
Light-driven syntheses of monophosphorus compounds
Iron‐Catalyzed, Light‐Driven Decarboxylative Oxygenation
Light-driven microswimmers and their applications
Iron‐Catalyzed, Light‐Driven Decarboxylative Alkoxyamination
Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis
Light-driven bioprocesses
Grubbs Metathesis Enabled by a Light‐Driven gem ‐Hydrogenation of Internal Alkynes
Grubbs Metathesis Enabled by a Light‐Driven gem ‐Hydrogenation of Internal Alkynes
Light-driven nanoscale vectorial currents
A Light‐Driven Microgel Rotor
A Light-Driven Microgel Rotor
Terahertz metamaterials for light-driven magnetism
Light-driven syntheses of monophosphorus compounds
Iron‐Catalyzed, Light‐Driven Decarboxylative Oxygenation
Light-driven microswimmers and their applications
Iron‐Catalyzed, Light‐Driven Decarboxylative Alkoxyamination
Light‐Driven gem Hydrogenation: An Orthogonal Entry into “Second‐Generation” Ruthenium Carbene Catalysts for Olefin Metathesis
Light-driven bioprocesses
Grubbs Metathesis Enabled by a Light‐Driven gem ‐Hydrogenation of Internal Alkynes
Grubbs Metathesis Enabled by a Light‐Driven gem ‐Hydrogenation of Internal Alkynes
Light-driven nanoscale vectorial currents
A Light‐Driven Microgel Rotor
A Light-Driven Microgel Rotor
Terahertz metamaterials for light-driven magnetism
Light-driven syntheses of monophosphorus compounds
Iron‐Catalyzed, Light‐Driven Decarboxylative Oxygenation
Light-driven microswimmers and their applications
Iron‐Catalyzed, Light‐Driven Decarboxylative Alkoxyamination