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Electrosynthesis of Mussel‐inspired Adhesive Polymers as a Novel Class of Transient Enzyme Stabilizers

Neubert, Tilmann J.; Hielscher, Maximilian M.; Walter, Keven; Schröter, Carolin M.; Stage, Marion; Rosencrantz, Ruben R.; Panis, Felix; Rompel, Annette; Balasubramanian, Kannan; Waldvogel, Siegfried R. 1; Börner, Hans G.
1 Institut für Biologische und Chemische Systeme (IBCS), Karlsruher Institut für Technologie (KIT)

Abstract:

Multifunctional ortho-quinones are required for the formation of thiol-catechol-connectivities (TCC) but can be delicate to handle. We present the electrochemical oxidation of the dipeptide DiDOPA, achieving up to 92 % conversion efficiency of the catechols to ortho-quinones. Graphite and stainless steel could be employed as cost-efficient electrodes. The electrochemical activation yields quinone-solutions, which are free of undesired reactive compounds and eliminates the challenging step of isolating the reactive quinones. The DiDOPA quinones were employed in polyaddition reactions with multi-thiols, forming oligomers that functioned as transient enzyme stabilizers (TES). These TCC-TES-additives improved the thermal stability and the activity of tyrosinase in heat stress assays.


Verlagsausgabe §
DOI: 10.5445/IR/1000178873
Veröffentlicht am 10.02.2025
Originalveröffentlichung
DOI: 10.1002/anie.202419684
Scopus
Zitationen: 3
Web of Science
Zitationen: 5
Dimensions
Zitationen: 6
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Biologische und Chemische Systeme (IBCS)
Publikationstyp Zeitschriftenaufsatz
Publikationsdatum 03.02.2025
Sprache Englisch
Identifikator ISSN: 1433-7851, 0570-0833, 1521-3773
KITopen-ID: 1000178873
Erschienen in Angewandte Chemie - International Edition
Verlag John Wiley and Sons
Band 64
Heft 6
Seiten e202419684
Vorab online veröffentlicht am 10.01.2025
Nachgewiesen in Scopus
OpenAlex
Web of Science
Dimensions
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