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

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

• Item Type: Journal article
• EU Funded Grant Agreement Number: 741912
• EU Projects: 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
• Form of publication: Postprint
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Research Centers: Center for Integrated Protein Science Munich (CIPSM)
• Subjects: 500 Science > 540 Chemistry
• ISSN: 1359-7345
• Language: English

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