Biomimetic selenocystine based dynamic combinatorial chemistry for thiol-disulfide exchange

Andrea Canal-Martín and Ruth Pérez-Fernández ()
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Andrea Canal-Martín: Structural and Chemical Biology Department, Centro de Investigaciones Biológicas “Margarita Salas”, CIB-CSIC
Ruth Pérez-Fernández: Structural and Chemical Biology Department, Centro de Investigaciones Biológicas “Margarita Salas”, CIB-CSIC

Nature Communications, 2021, vol. 12, issue 1, 1-12

Abstract: Abstract Dynamic combinatorial chemistry applied to biological environments requires the exchange chemistry of choice to take place under physiological conditions. Thiol-disulfide exchange, one of the most popular dynamic combinatorial chemistries, usually needs long equilibration times to reach the required equilibrium composition. Here we report selenocystine as a catalyst mimicking Nature’s strategy to accelerate thiol-disulfide exchange at physiological pH and low temperatures. Selenocystine is able to accelerate slow thiol-disulfide systems and to promote the correct folding of an scrambled RNase A enzyme, thus broadening the practical range of pH conditions for oxidative folding. Additionally, dynamic combinatorial chemistry target-driven self-assembly processes are tested using spermine, spermidine and NADPH (casting) and glucose oxidase (molding). A non-competitive inhibitor is identified in the glucose oxidase directed dynamic combinatorial library.

Date: 2021
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DOI: 10.1038/s41467-020-20415-6

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