期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 11, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202112572
关键词
Pyrimidine Synthesis; Pyruvate Synthesis; Prebiotic Chemistry
资金
- NSF
- NASA Astrobiology Program under the NSF Center for Chemical Evolution [CHE-1504217]
- NASA Exobiology grant [80NSSC18K1300]
- Beckman Scholars Award from The Arnold and Mabel Beckman Foundation
A reaction between two prebiotically plausible building blocks can generate precursors of biological pyrimidines and core metabolites. This observation supports the plausibility of orthogonal chemistries at the origins of chemical evolution.
A reaction between two prebiotically plausible building blocks, hydantoin and glyoxylate, generates both the nucleobase orotate, a precursor of biological pyrimidines, and pyruvate, a core metabolite in the citric acid cycle and amino acid biosynthesis. The reaction proceeds in water to provide significant yields of the two widely divergent chemical motifs. Additionally, the reaction of thiohydantoin and glyoxylate produces thioorotate in high yield under neutral aqueous conditions. The use of an open-chain thiohydantoin derivative also enables the potential pre-positioning of a nucleosidic bond prior to the synthesis of an orotate nucleoside. The observation that diverse building blocks of modern metabolism can be produced in a single reaction pot, from common reactants under mild conditions, supports the plausibility of orthogonal chemistries operating at the origins of chemical evolution.
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