Literature DB >> 23536286

A new route for the prebiotic synthesis of nucleobases and hydantoins in water/ice solutions involving the photochemistry of acetylene.

César Menor-Salván1, Margarita R Marín-Yaseli.   

Abstract

The origin of nucleobases and other heterocycles is a classic question in the chemistry of the origins of life. The construction of laboratory models for the abiotic synthesis of nitrogen heterocycles in plausible natural conditions also aids the understanding and prediction of chemical species in the Solar System. Here, we report a new explanation for the origin of hydantoins, purines, and pyrimidines in eutectic water/ice/urea solutions driven by ultraviolet irradiation (in the 185-254 nm range, UVC) of acetylene under anoxic conditions. An analysis of the products indicates the synthesis of hydantoin and 5-hydroxyhydantoin, the purines uric acid, xanthine, and guanine, and the pyrimidines uracil and cytosine. The synthesis occurred together with the photo-oxidation of bases in a complex process for which possible pathways are proposed. In conclusion, an acetylene-containing atmosphere could contribute to the origin of nucleobases in the presence of a urea/water system by an HCN-independent mechanism. The presence of ice has a dual role as a favorable medium for the synthesis of nucleobases and protection against degradation and as a source of free radicals for the synthesis of highly oxidized heterocycles. A mechanism for the origin of hydantoins and uracil from urea in plausible conditions for prebiotic chemistry is also proposed.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2013        PMID: 23536286     DOI: 10.1002/chem.201204313

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  11 in total

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Authors:  Raffaele Saladino; Eleonora Carota; Giorgia Botta; Mikhail Kapralov; Gennady N Timoshenko; Alexei Y Rozanov; Eugene Krasavin; Ernesto Di Mauro
Journal:  Proc Natl Acad Sci U S A       Date:  2015-04-13       Impact factor: 11.205

2.  Prebiotic chemical refugia: multifaceted scenario for the formation of biomolecules in primitive Earth.

Authors:  Francisco Prosdocimi; Sávio Torres de Farias; Marco V José
Journal:  Theory Biosci       Date:  2022-08-30       Impact factor: 1.315

Review 3.  Chemomimesis and Molecular Darwinism in Action: From Abiotic Generation of Nucleobases to Nucleosides and RNA.

Authors:  Raffaele Saladino; Judit E Šponer; Jiří Šponer; Giovanna Costanzo; Samanta Pino; Ernesto Di Mauro
Journal:  Life (Basel)       Date:  2018-06-20

4.  Prebiotic chemistry in neutral/reduced-alkaline gas-liquid interfaces.

Authors:  Cristina Mompeán; Margarita R Marín-Yaseli; Patricia Espigares; Elena González-Toril; María-Paz Zorzano; Marta Ruiz-Bermejo
Journal:  Sci Rep       Date:  2019-02-13       Impact factor: 4.379

5.  Identifying the wide diversity of extraterrestrial purine and pyrimidine nucleobases in carbonaceous meteorites.

Authors:  Yasuhiro Oba; Yoshinori Takano; Yoshihiro Furukawa; Toshiki Koga; Daniel P Glavin; Jason P Dworkin; Hiroshi Naraoka
Journal:  Nat Commun       Date:  2022-04-26       Impact factor: 17.694

6.  Radical pathways for the formation of non-canonical nucleobases in prebiotic environments.

Authors:  Sarabjeet Kaur; Purshotam Sharma
Journal:  RSC Adv       Date:  2019-11-11       Impact factor: 3.361

7.  A Shared Prebiotic Formation of Neopterins and Guanine Nucleosides from Pyrimidine Bases.

Authors:  César Menor-Salván; Bradley T Burcar; Marcos Bouza; David M Fialho; Facundo M Fernández; Nicholas V Hud
Journal:  Chemistry       Date:  2022-05-25       Impact factor: 5.020

8.  Production of tartrates by cyanide-mediated dimerization of glyoxylate: a potential abiotic pathway to the citric acid cycle.

Authors:  Christopher Butch; Elizabeth D Cope; Pamela Pollet; Leslie Gelbaum; Ramanarayanan Krishnamurthy; Charles L Liotta
Journal:  J Am Chem Soc       Date:  2013-08-30       Impact factor: 15.419

9.  Chiral Brønsted acid-catalyzed enantioselective Friedel-Crafts reaction of 2-methoxyfuran with aliphatic ketimines generated in situ.

Authors:  Azusa Kondoh; Yusuke Ota; Takazumi Komuro; Fuyuki Egawa; Kyohei Kanomata; Masahiro Terada
Journal:  Chem Sci       Date:  2015-10-30       Impact factor: 9.825

10.  Nucleobase synthesis in interstellar ices.

Authors:  Yasuhiro Oba; Yoshinori Takano; Hiroshi Naraoka; Naoki Watanabe; Akira Kouchi
Journal:  Nat Commun       Date:  2019-09-27       Impact factor: 14.919

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