Detail publikace

Prebiotic route to thymine from formamide - A combined experimental–theoretical study

PETERA, L. MRÁZIKOVÁ, K. NEJDL, L. ZEMÁNKOVÁ, K. VACULOVIČOVÁ, M. PASTOREK, A. CIVIŠ, S. KUBELÍK, P. HEAYS, A. CASSONE, G. ŠPONER, J. FERUS, M. ŠPONER, J.

Originální název

Prebiotic route to thymine from formamide - A combined experimental–theoretical study

Typ

článek v časopise ve Web of Science, Jimp

Jazyk

angličtina

Originální abstrakt

Synthesis of RNA nucleobases from formamide is one of the recurring topics of prebiotic chemistry research. Earlier reports suggest that thymine, the substitute for uracil in DNA, may also be synthesized from formamide in the presence of catalysts enabling conversion of formamide to formaldehyde. In the current paper, we show that to a lesser extent conversion of uracil to thymine may occur even in the absence of catalysts. This is enabled by the presence of formic acid in the reaction mixture that forms as the hydrolysis product of formamide. Under the reaction conditions of our study, the disproportionation of formic acid may produce formaldehyde that hydroxymethylates uracil in the first step of the conversion process. The experiments are supplemented by quantum chemical modeling of the reaction pathway, supporting the plausibility of the mechanism suggested by Saladino and coworkers.

Klíčová slova

formamide; thymine; uracil; prebiotic chemistry; origin of life

Autoři

PETERA, L.; MRÁZIKOVÁ, K.; NEJDL, L.; ZEMÁNKOVÁ, K.; VACULOVIČOVÁ, M.; PASTOREK, A.; CIVIŠ, S.; KUBELÍK, P.; HEAYS, A.; CASSONE, G.; ŠPONER, J.; FERUS, M.; ŠPONER, J.

Vydáno

30. 4. 2021

ISSN

1420-3049

Periodikum

MOLECULES

Ročník

26

Číslo

8

Stát

Švýcarská konfederace

Strany od

1

Strany do

9

Strany počet

9

URL

https://doi.org/10.3390/molecules26082248

Plný text v Digitální knihovně

http://hdl.handle.net/11012/196780

BibTex

@article{BUT171639,
  author="Lukáš {Petera} and Klaudia {Mráziková} and Lukáš {Nejdl} and Kristýna {Zemánková} and Markéta {Vaculovičová} and Adam {Pastorek} and Svatopluk {Civiš} and Petr {Kubelík} and Alan {Heays} and Giuseppe {Cassone} and Jiří {Šponer} and Martin {Ferus} and Judit {Šponer}",
  title="Prebiotic route to thymine from formamide - A combined experimental–theoretical study",
  journal="MOLECULES",
  year="2021",
  volume="26",
  number="8",
  pages="1--9",
  doi="10.3390/molecules26082248",
  issn="1420-3049",
  url="https://doi.org/10.3390/molecules26082248"
}