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- W3160505693 abstract "Abstract Autocatalytic and oscillatory networks of organic reactions are important for designing life-inspired materials and for better understanding the emergence of life on Earth; however, the diversity of the chemistries of these reactions is limited. In this work, we present the thiol-assisted formation of guanidines, which has a mechanism analogous to that of native chemical ligation. Using this reaction, we designed autocatalytic and oscillatory reaction networks that form substituted guanidines from thiouronium salts. The thiouronium salt-based oscillator show good stability of oscillations within a broad range of experimental conditions. By using nitrile-containing starting materials, we constructed an oscillator where the concentration of a bicyclic derivative of dihydropyrimidine oscillates. Moreover, the mixed thioester and thiouronium salt-based oscillator show unique responsiveness to chemical cues. The reactions developed in this work expand our toolbox for designing out-of-equilibrium chemical systems and link autocatalytic and oscillatory chemistry to the synthesis of guanidinium derivatives and the products of their transformations including analogs of nucleobases." @default.
- W3160505693 created "2021-05-24" @default.
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- W3160505693 date "2021-05-20" @default.
- W3160505693 modified "2023-10-09" @default.
- W3160505693 title "Autocatalytic and oscillatory reaction networks that form guanidines and products of their cyclization" @default.
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- W3160505693 doi "https://doi.org/10.1038/s41467-021-23206-9" @default.
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