Phenylalanine Residues Are Very Rapidly Damaged by Nitrate Radicals (NO3⋅) in an Aqueous Environment

Author:

Nathanael Joses G.1ORCID,Wille Uta1ORCID

Affiliation:

1. School of Chemistry The University of Melbourne Parkville Victoria 3010 Australia

Abstract

AbstractKinetic studies revealed that nitrate radicals (NO3⋅), which are formed through reaction of the noxious air pollutants nitrogen dioxide (NO2⋅) and ozone (O3), very rapidly oxidize phenylalanine residues in an aqueous environment, with overall rate coefficients in the 108–109 M−1 s−1 range. With amino acids and dipeptides as model systems, the data suggest that the reaction proceeds via a π‐complex between NO3⋅ and the aromatic ring in Phe, which subsequently decays into a charge transfer (CT) complex. The stability of the π‐complex is sequence‐dependent and is increased when Phe is at the N terminus of the dipeptide. Computations revealed that the considerably more rapid radical‐induced oxidation of Phe residues in both neutral and acidic aqueous environments, compared to acetonitrile, can be attributed to stabilization of the CT complex by the protic solvent; this clearly highlights the health‐damaging potential of exposure to combined NO2⋅ and O3.

Funder

Australian Research Council

University of Melbourne

Publisher

Wiley

Subject

Organic Chemistry,Molecular Biology,Molecular Medicine,Biochemistry

Reference64 articles.

1.  

2. World Health Organization Air Pollution https://www.who.int/health-topics/air-pollution#tab=tab_1(accessed August 20 2021);

3. GBD 2019 Risk Factors Collaborators Lancet2020 396 1223–1249;

4. Global estimation of mortality, disability-adjusted life years and welfare cost from exposure to ambient air pollution

5.  

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