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Oxidation of Purine Nucleotides by Triplet 3,3′,4,4′-Benzophenone Tetracarboxylic Acid in Aqueous Solution: pH-Dependence

[Image: see text] The photo-oxidation of purine nucleotides adenosine-5′-monophosphate (AMP) and guanosine-5′-monophosphate (GMP) by 3,3′,4,4′-benzophenone tetracarboxylic acid (TCBP) has been investigated in aqueous solutions using nanosecond laser flash photolysis (LFP) and time-resolved chemicall...

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Autores principales: Saprygina, Natalya N., Morozova, Olga B., Abramova, Tatyana V., Grampp, Günter, Yurkovskaya, Alexandra V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4106273/
https://www.ncbi.nlm.nih.gov/pubmed/24926567
http://dx.doi.org/10.1021/jp5044464
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author Saprygina, Natalya N.
Morozova, Olga B.
Abramova, Tatyana V.
Grampp, Günter
Yurkovskaya, Alexandra V.
author_facet Saprygina, Natalya N.
Morozova, Olga B.
Abramova, Tatyana V.
Grampp, Günter
Yurkovskaya, Alexandra V.
author_sort Saprygina, Natalya N.
collection PubMed
description [Image: see text] The photo-oxidation of purine nucleotides adenosine-5′-monophosphate (AMP) and guanosine-5′-monophosphate (GMP) by 3,3′,4,4′-benzophenone tetracarboxylic acid (TCBP) has been investigated in aqueous solutions using nanosecond laser flash photolysis (LFP) and time-resolved chemically induced dynamic nuclear polarization (CIDNP). The pH dependences of quenching rate constants and of geminate polarization are measured within a wide range of pH values. As a result, the chemical reactivity of reacting species in different protonation states is determined. In acidic solution (pH < 4.9), the quenching rate constant is close to the diffusion-controlled limit: k(q) = 1.3 × 10(9) M(–1) s(–1) (GMP), and k(q) = 1.2 × 10(9) M(–1) s(–1) (AMP), whereas in neutral and basic solutions it is significantly lower: k(q) = 2.6 × 10(8) M(–1) s(–1) (GMP, 4.9 < pH < 9.4), k(q) = 3.5 × 10(7) M(–1) s(–1) (GMP, pH > 9.4), k(q) = 1.0 × 10(8) M(–1) s(–1) (AMP, pH > 6.5). Surprisingly, the strong influence of the protonation state of the phosphoric group on the oxidation of adenosine-5′-monophosphate is revealed: the deprotonation of the AMP phosphoric group (6.5) decreases the quenching rate constant from 5.0 × 10(8) M(–1) s(–1) (4.9 < pH < 6.5) to 1.0 × 10(8) M(–1) s(–1) (pH > 6.5).
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spelling pubmed-41062732014-07-24 Oxidation of Purine Nucleotides by Triplet 3,3′,4,4′-Benzophenone Tetracarboxylic Acid in Aqueous Solution: pH-Dependence Saprygina, Natalya N. Morozova, Olga B. Abramova, Tatyana V. Grampp, Günter Yurkovskaya, Alexandra V. J Phys Chem A [Image: see text] The photo-oxidation of purine nucleotides adenosine-5′-monophosphate (AMP) and guanosine-5′-monophosphate (GMP) by 3,3′,4,4′-benzophenone tetracarboxylic acid (TCBP) has been investigated in aqueous solutions using nanosecond laser flash photolysis (LFP) and time-resolved chemically induced dynamic nuclear polarization (CIDNP). The pH dependences of quenching rate constants and of geminate polarization are measured within a wide range of pH values. As a result, the chemical reactivity of reacting species in different protonation states is determined. In acidic solution (pH < 4.9), the quenching rate constant is close to the diffusion-controlled limit: k(q) = 1.3 × 10(9) M(–1) s(–1) (GMP), and k(q) = 1.2 × 10(9) M(–1) s(–1) (AMP), whereas in neutral and basic solutions it is significantly lower: k(q) = 2.6 × 10(8) M(–1) s(–1) (GMP, 4.9 < pH < 9.4), k(q) = 3.5 × 10(7) M(–1) s(–1) (GMP, pH > 9.4), k(q) = 1.0 × 10(8) M(–1) s(–1) (AMP, pH > 6.5). Surprisingly, the strong influence of the protonation state of the phosphoric group on the oxidation of adenosine-5′-monophosphate is revealed: the deprotonation of the AMP phosphoric group (6.5) decreases the quenching rate constant from 5.0 × 10(8) M(–1) s(–1) (4.9 < pH < 6.5) to 1.0 × 10(8) M(–1) s(–1) (pH > 6.5). American Chemical Society 2014-06-13 2014-07-10 /pmc/articles/PMC4106273/ /pubmed/24926567 http://dx.doi.org/10.1021/jp5044464 Text en Copyright © 2014 American Chemical Society Terms of Use CC-BY (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html)
spellingShingle Saprygina, Natalya N.
Morozova, Olga B.
Abramova, Tatyana V.
Grampp, Günter
Yurkovskaya, Alexandra V.
Oxidation of Purine Nucleotides by Triplet 3,3′,4,4′-Benzophenone Tetracarboxylic Acid in Aqueous Solution: pH-Dependence
title Oxidation of Purine Nucleotides by Triplet 3,3′,4,4′-Benzophenone Tetracarboxylic Acid in Aqueous Solution: pH-Dependence
title_full Oxidation of Purine Nucleotides by Triplet 3,3′,4,4′-Benzophenone Tetracarboxylic Acid in Aqueous Solution: pH-Dependence
title_fullStr Oxidation of Purine Nucleotides by Triplet 3,3′,4,4′-Benzophenone Tetracarboxylic Acid in Aqueous Solution: pH-Dependence
title_full_unstemmed Oxidation of Purine Nucleotides by Triplet 3,3′,4,4′-Benzophenone Tetracarboxylic Acid in Aqueous Solution: pH-Dependence
title_short Oxidation of Purine Nucleotides by Triplet 3,3′,4,4′-Benzophenone Tetracarboxylic Acid in Aqueous Solution: pH-Dependence
title_sort oxidation of purine nucleotides by triplet 3,3′,4,4′-benzophenone tetracarboxylic acid in aqueous solution: ph-dependence
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4106273/
https://www.ncbi.nlm.nih.gov/pubmed/24926567
http://dx.doi.org/10.1021/jp5044464
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