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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Autores principales:	Petroselli, G., Dántola, M.L., Cabrerizo, F.M., Lorente, C., Braun, A.M., Oliveros, E., Thomas, A.H.
Formato:	JOUR
Materias:	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 article chemical structure chemistry fluorescence kinetics pH spectrofluorometry thermodynamics Deoxyadenine Nucleotides Deoxycytidine Monophosphate Deoxyguanine Nucleotides Deoxyribonucleotides Hydrogen-Ion Concentration Kinetics Molecular Structure Pterins Spectrometry, Fluorescence Thermodynamics Water
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_10895639_v113_n9_p1794_Petroselli
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	todo:paper_10895639_v113_n9_p1794_Petroselli
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spelling	todo:paper_10895639_v113_n9_p1794_Petroselli2023-10-03T16:04:40Z Quenching of the fluorescence of aromatic pterins by deoxynucleotides Petroselli, G. Dántola, M.L. Cabrerizo, F.M. Lorente, C. Braun, A.M. Oliveros, E. Thomas, A.H. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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 Petroselli, G. Dántola, M.L. Cabrerizo, F.M. Lorente, C. Braun, A.M. Oliveros, E. Thomas, A.H. 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.
format	JOUR
author	Petroselli, G. Dántola, M.L. Cabrerizo, F.M. Lorente, C. Braun, A.M. Oliveros, E. Thomas, A.H.
author_facet	Petroselli, G. Dántola, M.L. Cabrerizo, F.M. Lorente, C. Braun, A.M. Oliveros, E. Thomas, A.H.
author_sort	Petroselli, G.
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
url	http://hdl.handle.net/20.500.12110/paper_10895639_v113_n9_p1794_Petroselli
work_keys_str_mv	AT petrosellig quenchingofthefluorescenceofaromaticpterinsbydeoxynucleotides AT dantolaml quenchingofthefluorescenceofaromaticpterinsbydeoxynucleotides AT cabrerizofm quenchingofthefluorescenceofaromaticpterinsbydeoxynucleotides AT lorentec quenchingofthefluorescenceofaromaticpterinsbydeoxynucleotides AT braunam quenchingofthefluorescenceofaromaticpterinsbydeoxynucleotides AT oliverose quenchingofthefluorescenceofaromaticpterinsbydeoxynucleotides AT thomasah quenchingofthefluorescenceofaromaticpterinsbydeoxynucleotides
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Quenching of the fluorescence of aromatic pterins by deoxynucleotides

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