Photophysical Characterization of Isoguanine in a Prebiotic‐Like Environment

Author:

Ortín‐Fernández Javier1ORCID,Caldero‐Rodríguez Naishka E.2ORCID,Crespo‐Hernández Carlos E.2ORCID,Martínez‐Fernández Lara1ORCID,Corral Inés1ORCID

Affiliation:

1. Departamento de Química Universidad Autónoma de Madrid C/Francisco Tomás y Valiente 7 28049 Madrid Spain

2. Department of Chemistry Case Western Reserve University 44106 Cleveland OH USA

Abstract

AbstractIt is intriguing how a mixture of organic molecules survived the prebiotic UV fluxes and evolved into the actual genetic building blocks. Scientists are trying to shed light on this issue by synthesizing nucleic acid monomers and their analogues under prebiotic Era‐like conditions and by exploring their excited state dynamics. To further add to this important body of knowledge, this study discloses new insights into the photophysical properties of protonated isoguanine, an isomorph of guanine, using steady‐state and femtosecond broadband transient absorption spectroscopies, and quantum mechanical calculations. Protonated isoguanine decays in ultrafast time scales following 292 nm excitation, consistently with the barrierless paths connecting the bright S1 (ππ*) state with different internal conversion funnels. Complementary calculations for neutral isoguanine predict similar photophysical properties. These results demonstrate that protonated isoguanine can be considered photostable in contrast to protonated guanine, which exhibits 40‐fold longer excited state lifetimes.

Funder

National Science Foundation

Ministerio de Ciencia, Innovación y Universidades

Ministerio de Ciencia e Innovación

Comunidad de Madrid

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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