Quenching of the fluorescence of aromatic pterins by deoxynucleotides

Steady-state and time-resolved studies of the fluorescence of four aromatic unconjugated pterins (pterin (Ptr), 6-(hydroxymethyl)pterin (Hmp), 6-methylpterin (Mep), and 6,7-dimethylpterin (Dmp)) in aqueous solutions in the presence of different nucleotides (2′-deoxyguanosine 5′- monophosphate (dGMP)...

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Publicado: 2009
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10895639_v113_n9_p1794_Petroselli
http://hdl.handle.net/20.500.12110/paper_10895639_v113_n9_p1794_Petroselli
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spelling paper:paper_10895639_v113_n9_p1794_Petroselli2023-06-08T16:06:26Z Quenching of the fluorescence of aromatic pterins by deoxynucleotides Acidic medias Alkaline medias Aqueous solutions Chemical structures Deoxyadenosine Dynamic quenching Fluorescence quenching Ground-state Monophosphate Purine nucleotides Quenching of the fluorescences Reactant concentrations Single-photon counting Singlet excited state Static quenching Time-resolved studies Acids Aromatic compounds Fluorescence Methanol Nucleic acids Nucleotides Quenching 2' deoxy 5' adenosine monophosphate 2'-deoxy-5'-adenosine monophosphate 2'-deoxyguanosine 5'-phosphate deoxyadenosine phosphate deoxycytidine phosphate deoxyguanosine phosphate deoxyribonucleotide pterin derivative water deoxyribonucleotide pterin derivative article chemical structure chemistry fluorescence kinetics pH spectrofluorometry thermodynamics Deoxyadenine Nucleotides Deoxycytidine Monophosphate Deoxyguanine Nucleotides Deoxyribonucleotides Fluorescence Hydrogen-Ion Concentration Kinetics Molecular Structure Pterins Spectrometry, Fluorescence Thermodynamics Water Deoxyadenine Nucleotides Deoxycytidine Monophosphate Deoxyguanine Nucleotides Deoxyribonucleotides Fluorescence Hydrogen-Ion Concentration Kinetics Molecular Structure Pterins Spectrometry, Fluorescence Thermodynamics Water Steady-state and time-resolved studies of the fluorescence of four aromatic unconjugated pterins (pterin (Ptr), 6-(hydroxymethyl)pterin (Hmp), 6-methylpterin (Mep), and 6,7-dimethylpterin (Dmp)) in aqueous solutions in the presence of different nucleotides (2′-deoxyguanosine 5′- monophosphate (dGMP), 2′-deoxyadenosine 5′-monophosphate (dAMP), and 2′-deoxycytosine 5′-monophosphate (dCMP)) have been performed using the single-photon counting technique. The singlet excited states of acid forms of pterins are deactivated by purine nucleotides (dGMP and dAMP) via a combination of dynamic and static processes. The efficiency of the dynamic quenching is high, independently of the nature of the purine base of the nucleotide and of the chemical structure of the substituents linked to the pterin moiety. Analysis of the static quenching indicates that ground-state association between pterins and purine nucleotides takes place, but the formation of the corresponding complexes is significant only at relatively high reactant concentrations. The quenching of the fluorescence of acid forms of pterin derivatives by dCMP, a pyrimidine nucleotide, is slightly less efficient than the quenching by purine nucleotides and is purely dynamic. In alkaline media, the fluorescence quenching is much less efficient than in acidic media, the deactivation by purine nucleotides being purely dynamic, whereas quenching by dCMP is negligible. Possible mechanisms for the quenching of fluorescence of pterin derivatives by the different nucleotides are discussed. © 2009 American Chemical Society. 2009 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10895639_v113_n9_p1794_Petroselli http://hdl.handle.net/20.500.12110/paper_10895639_v113_n9_p1794_Petroselli
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Acidic medias
Alkaline medias
Aqueous solutions
Chemical structures
Deoxyadenosine
Dynamic quenching
Fluorescence quenching
Ground-state
Monophosphate
Purine nucleotides
Quenching of the fluorescences
Reactant concentrations
Single-photon counting
Singlet excited state
Static quenching
Time-resolved studies
Acids
Aromatic compounds
Fluorescence
Methanol
Nucleic acids
Nucleotides
Quenching
2' deoxy 5' adenosine monophosphate
2'-deoxy-5'-adenosine monophosphate
2'-deoxyguanosine 5'-phosphate
deoxyadenosine phosphate
deoxycytidine phosphate
deoxyguanosine phosphate
deoxyribonucleotide
pterin derivative
water
deoxyribonucleotide
pterin derivative
article
chemical structure
chemistry
fluorescence
kinetics
pH
spectrofluorometry
thermodynamics
Deoxyadenine Nucleotides
Deoxycytidine Monophosphate
Deoxyguanine Nucleotides
Deoxyribonucleotides
Fluorescence
Hydrogen-Ion Concentration
Kinetics
Molecular Structure
Pterins
Spectrometry, Fluorescence
Thermodynamics
Water
Deoxyadenine Nucleotides
Deoxycytidine Monophosphate
Deoxyguanine Nucleotides
Deoxyribonucleotides
Fluorescence
Hydrogen-Ion Concentration
Kinetics
Molecular Structure
Pterins
Spectrometry, Fluorescence
Thermodynamics
Water
spellingShingle Acidic medias
Alkaline medias
Aqueous solutions
Chemical structures
Deoxyadenosine
Dynamic quenching
Fluorescence quenching
Ground-state
Monophosphate
Purine nucleotides
Quenching of the fluorescences
Reactant concentrations
Single-photon counting
Singlet excited state
Static quenching
Time-resolved studies
Acids
Aromatic compounds
Fluorescence
Methanol
Nucleic acids
Nucleotides
Quenching
2' deoxy 5' adenosine monophosphate
2'-deoxy-5'-adenosine monophosphate
2'-deoxyguanosine 5'-phosphate
deoxyadenosine phosphate
deoxycytidine phosphate
deoxyguanosine phosphate
deoxyribonucleotide
pterin derivative
water
deoxyribonucleotide
pterin derivative
article
chemical structure
chemistry
fluorescence
kinetics
pH
spectrofluorometry
thermodynamics
Deoxyadenine Nucleotides
Deoxycytidine Monophosphate
Deoxyguanine Nucleotides
Deoxyribonucleotides
Fluorescence
Hydrogen-Ion Concentration
Kinetics
Molecular Structure
Pterins
Spectrometry, Fluorescence
Thermodynamics
Water
Deoxyadenine Nucleotides
Deoxycytidine Monophosphate
Deoxyguanine Nucleotides
Deoxyribonucleotides
Fluorescence
Hydrogen-Ion Concentration
Kinetics
Molecular Structure
Pterins
Spectrometry, Fluorescence
Thermodynamics
Water
Quenching of the fluorescence of aromatic pterins by deoxynucleotides
topic_facet Acidic medias
Alkaline medias
Aqueous solutions
Chemical structures
Deoxyadenosine
Dynamic quenching
Fluorescence quenching
Ground-state
Monophosphate
Purine nucleotides
Quenching of the fluorescences
Reactant concentrations
Single-photon counting
Singlet excited state
Static quenching
Time-resolved studies
Acids
Aromatic compounds
Fluorescence
Methanol
Nucleic acids
Nucleotides
Quenching
2' deoxy 5' adenosine monophosphate
2'-deoxy-5'-adenosine monophosphate
2'-deoxyguanosine 5'-phosphate
deoxyadenosine phosphate
deoxycytidine phosphate
deoxyguanosine phosphate
deoxyribonucleotide
pterin derivative
water
deoxyribonucleotide
pterin derivative
article
chemical structure
chemistry
fluorescence
kinetics
pH
spectrofluorometry
thermodynamics
Deoxyadenine Nucleotides
Deoxycytidine Monophosphate
Deoxyguanine Nucleotides
Deoxyribonucleotides
Fluorescence
Hydrogen-Ion Concentration
Kinetics
Molecular Structure
Pterins
Spectrometry, Fluorescence
Thermodynamics
Water
Deoxyadenine Nucleotides
Deoxycytidine Monophosphate
Deoxyguanine Nucleotides
Deoxyribonucleotides
Fluorescence
Hydrogen-Ion Concentration
Kinetics
Molecular Structure
Pterins
Spectrometry, Fluorescence
Thermodynamics
Water
description Steady-state and time-resolved studies of the fluorescence of four aromatic unconjugated pterins (pterin (Ptr), 6-(hydroxymethyl)pterin (Hmp), 6-methylpterin (Mep), and 6,7-dimethylpterin (Dmp)) in aqueous solutions in the presence of different nucleotides (2′-deoxyguanosine 5′- monophosphate (dGMP), 2′-deoxyadenosine 5′-monophosphate (dAMP), and 2′-deoxycytosine 5′-monophosphate (dCMP)) have been performed using the single-photon counting technique. The singlet excited states of acid forms of pterins are deactivated by purine nucleotides (dGMP and dAMP) via a combination of dynamic and static processes. The efficiency of the dynamic quenching is high, independently of the nature of the purine base of the nucleotide and of the chemical structure of the substituents linked to the pterin moiety. Analysis of the static quenching indicates that ground-state association between pterins and purine nucleotides takes place, but the formation of the corresponding complexes is significant only at relatively high reactant concentrations. The quenching of the fluorescence of acid forms of pterin derivatives by dCMP, a pyrimidine nucleotide, is slightly less efficient than the quenching by purine nucleotides and is purely dynamic. In alkaline media, the fluorescence quenching is much less efficient than in acidic media, the deactivation by purine nucleotides being purely dynamic, whereas quenching by dCMP is negligible. Possible mechanisms for the quenching of fluorescence of pterin derivatives by the different nucleotides are discussed. © 2009 American Chemical Society.
title Quenching of the fluorescence of aromatic pterins by deoxynucleotides
title_short Quenching of the fluorescence of aromatic pterins by deoxynucleotides
title_full Quenching of the fluorescence of aromatic pterins by deoxynucleotides
title_fullStr Quenching of the fluorescence of aromatic pterins by deoxynucleotides
title_full_unstemmed Quenching of the fluorescence of aromatic pterins by deoxynucleotides
title_sort quenching of the fluorescence of aromatic pterins by deoxynucleotides
publishDate 2009
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10895639_v113_n9_p1794_Petroselli
http://hdl.handle.net/20.500.12110/paper_10895639_v113_n9_p1794_Petroselli
_version_ 1768546220579487744