A one-pot, water compatible synthesis of pyrimidine nucleobases under plausible prebiotic conditions

Okamura, Hidenori ; Becker, Sidney ; Tiede, Niklas; Wiedemann, Stefan; Feldmann, Jonas und Carell, Thomas (7. Januar 2019): A one-pot, water compatible synthesis of pyrimidine nucleobases under plausible prebiotic conditions. In: Chemical Communications, Bd. 55: S. 1939-1942

Abstract

Herein, we report a new prebiotically plausible pathway towards a pyrimidine nucleobase in continuous manner. The route involves simultaneous methylation and carbamoylation of cyanoacetylene-derived alpha,beta-unsaturated thioamide with N-methyl-N-nitrosourea (MNU) in aqueous media. This provides S-methylpyrimidinone in one-pot, which can be converted into a variety of 4-substituted pyrimidine nucleobases including cytosine and uracil.

• Dokumententyp: Zeitschriftenartikel
• EU Funded Grant Agreement Number: 741912
• EU-Projekte: Horizon 2020 > ERC Grants > ERC Advanced Grant > ERC Grant 741912: EPiR - The Chemical Basis of RNA Epigenetics ; Horizon 2020 > Marie Skłodowska Curie Actions > Marie Skłodowska-Curie Individual Fellowships > 752420: PRENUCRNA - Prebiotic Synthesis of Pyrimidine Nucleosides: New Insights into RNA Evolution
• Publikationsform: Postprint
• Fakultät: Chemie und Pharmazie > Department Chemie
• Fakultätsübergreifende Einrichtungen: Center for Integrated Protein Science Munich (CIPSM)
• Themengebiete: 500 Naturwissenschaften und Mathematik > 540 Chemie
• ISSN: 1359-7345
• Sprache: Englisch

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