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

IF 16.9 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Angewandte Chemie International Edition Pub Date : 2025-01-02 DOI:10.1002/anie.202419684

Dr. Tilmann J. Neubert, Maximilian M. Hielscher, Keven Walter, Carolin M. Schröter, Marion Stage, Prof. Dr. Ruben R. Rosencrantz, Dr. Felix Panis, Prof. Dr. Annette Rompel, Prof. Dr. Kannan Balasubramanian, Prof. Dr. Siegfried R. Waldvogel, Prof. Dr. Hans G. Börner

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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.

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一类新型瞬时酶稳定剂贻贝胶黏聚合物的电合成

多功能邻醌是巯基儿茶酚连接（TCC）形成所必需的，但可能难以处理。我们提出了电化学氧化二肽DiDOPA，实现高达92%的儿茶酚转化为邻醌。石墨和不锈钢可以作为低成本的电极。电化学活化产生醌溶液，不含不需要的反应性化合物，消除了分离反应性醌的挑战性步骤。双多巴醌类化合物与多硫醇进行多加成反应，形成具有瞬时酶稳定剂（TES）功能的低聚物。这些tcc - tes添加剂在热应激试验中提高了酪氨酸酶的热稳定性和活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Angewandte Chemie International Edition 化学-化学综合

CiteScore

26.60

自引率

6.60%

发文量

3549

审稿时长

1.5 months

期刊介绍： Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.