Excited‐state tautomerization of cytidine in water solution when exposed to UVC light-Reference-Cited by-同舟云学术

Excited‐state tautomerization of cytidine in water solution when exposed to UVC light

Published:2023-10-24 Issue:2 Volume:37 Page:
ISSN:0894-3230
Container-title:Journal of Physical Organic Chemistry
language:en
Short-container-title:J of Physical Organic Chem

Author:

Cherneva Tsvetina D.¹,Todorova Mina M.¹,Bakalska Rumyana I.¹,Shterev Ivan G.²,Horkel Ernst³,Delchev Vassil B.¹^ORCID

Affiliation:

1. Faculty of Chemistry University of Plovdiv Plovdiv Bulgaria

2. Department of Inorganic and Physical Chemistry University of Food Technologies Plovdiv Bulgaria

3. Institute of Applied Synthetic Chemistry TU Wien Vienna Austria

Abstract

AbstractThe irradiation of water solution of cytidine with UVC light showed that the compound participates in a tautomerism following the kinetics of a first‐order reaction. The PIDA mechanism showed that the proton detachments in the tautomers of cytidine occur through the repulsive 1πσ* excited states and lead to conical intersections S0/S1, whose structures were optimized. More probable is the IRC mechanism, which proceeds along 1nπ* excited state reaction paths. This mechanism includes a water molecule as a catalyst, which assists the phototransformation of amino‐oxo tautomer of cytidine into imino‐hydroxy one.

Funder

Bulgarian National Science Fund

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/poc.4576

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