Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices

2,4-, 2,5-, 2,6- and 3,5-dihydroxyacetophenone (DHA) used as matrices in matrix-assisted ultraviolet laser desorption/ionization mass spectrometry (UV-MALDI-MS) were studied by steady-state and transient absorption spectroscopy, together with DFT calculations at the B3LYP level of theory. All compou...

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Autores principales:	Tarzi, O.I., Stéfano, L.D., Argüello, J.E., Oksdath-Mansilla, G., Erra-Balsells, R.
Formato:	JOUR
Materias:	2,6-dihydroxyacetophenone acetophenone derivative chemistry mass spectrometry photochemistry procedures ultraviolet spectrophotometry Acetophenones Photochemistry Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization Spectrophotometry, Ultraviolet
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_00318655_v89_n6_p1368_Tarzi
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	todo:paper_00318655_v89_n6_p1368_Tarzi
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spelling	todo:paper_00318655_v89_n6_p1368_Tarzi2023-10-03T14:41:40Z Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices Tarzi, O.I. Stéfano, L.D. Argüello, J.E. Oksdath-Mansilla, G. Erra-Balsells, R. 2,6-dihydroxyacetophenone acetophenone derivative chemistry mass spectrometry photochemistry procedures ultraviolet spectrophotometry Acetophenones Photochemistry Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization Spectrophotometry, Ultraviolet 2,4-, 2,5-, 2,6- and 3,5-dihydroxyacetophenone (DHA) used as matrices in matrix-assisted ultraviolet laser desorption/ionization mass spectrometry (UV-MALDI-MS) were studied by steady-state and transient absorption spectroscopy, together with DFT calculations at the B3LYP level of theory. All compounds have low fluorescence quantum yields, possibly due to an efficient excited-state intramolecular proton transfer (ESIPT). Laser flash photolysis (LFP) results showed that, only for 2,4-DHA, a phototautomer could be detected at λ = 400 nm. Their photochemical stability in solution at different wavelengths and conditions was analyzed by UV-Vis and 1H nuclear magnetic resonance spectroscopy (1H-NMR), together with thin layer chromatography and ultraviolet laser desorption/ionization mass spectrometry (UV-LDI-MS). Only 3,5-DHA showed decomposition when irradiated, probably because phototautomerization is not possible. Thermal stability studies of these compounds in solid state were also conducted. © 2013 The American Society of Photobiology. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00318655_v89_n6_p1368_Tarzi
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	2,6-dihydroxyacetophenone acetophenone derivative chemistry mass spectrometry photochemistry procedures ultraviolet spectrophotometry Acetophenones Photochemistry Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization Spectrophotometry, Ultraviolet
spellingShingle	2,6-dihydroxyacetophenone acetophenone derivative chemistry mass spectrometry photochemistry procedures ultraviolet spectrophotometry Acetophenones Photochemistry Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization Spectrophotometry, Ultraviolet Tarzi, O.I. Stéfano, L.D. Argüello, J.E. Oksdath-Mansilla, G. Erra-Balsells, R. Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices
topic_facet	2,6-dihydroxyacetophenone acetophenone derivative chemistry mass spectrometry photochemistry procedures ultraviolet spectrophotometry Acetophenones Photochemistry Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization Spectrophotometry, Ultraviolet
description	2,4-, 2,5-, 2,6- and 3,5-dihydroxyacetophenone (DHA) used as matrices in matrix-assisted ultraviolet laser desorption/ionization mass spectrometry (UV-MALDI-MS) were studied by steady-state and transient absorption spectroscopy, together with DFT calculations at the B3LYP level of theory. All compounds have low fluorescence quantum yields, possibly due to an efficient excited-state intramolecular proton transfer (ESIPT). Laser flash photolysis (LFP) results showed that, only for 2,4-DHA, a phototautomer could be detected at λ = 400 nm. Their photochemical stability in solution at different wavelengths and conditions was analyzed by UV-Vis and 1H nuclear magnetic resonance spectroscopy (1H-NMR), together with thin layer chromatography and ultraviolet laser desorption/ionization mass spectrometry (UV-LDI-MS). Only 3,5-DHA showed decomposition when irradiated, probably because phototautomerization is not possible. Thermal stability studies of these compounds in solid state were also conducted. © 2013 The American Society of Photobiology.
format	JOUR
author	Tarzi, O.I. Stéfano, L.D. Argüello, J.E. Oksdath-Mansilla, G. Erra-Balsells, R.
author_facet	Tarzi, O.I. Stéfano, L.D. Argüello, J.E. Oksdath-Mansilla, G. Erra-Balsells, R.
author_sort	Tarzi, O.I.
title	Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices
title_short	Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices
title_full	Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices
title_fullStr	Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices
title_full_unstemmed	Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices
title_sort	photochemical and thermal stability of some dihydroxyacetophenones used as uv-maldi-ms matrices
url	http://hdl.handle.net/20.500.12110/paper_00318655_v89_n6_p1368_Tarzi
work_keys_str_mv	AT tarzioi photochemicalandthermalstabilityofsomedihydroxyacetophenonesusedasuvmaldimsmatrices AT stefanold photochemicalandthermalstabilityofsomedihydroxyacetophenonesusedasuvmaldimsmatrices AT arguelloje photochemicalandthermalstabilityofsomedihydroxyacetophenonesusedasuvmaldimsmatrices AT oksdathmansillag photochemicalandthermalstabilityofsomedihydroxyacetophenonesusedasuvmaldimsmatrices AT errabalsellsr photochemicalandthermalstabilityofsomedihydroxyacetophenonesusedasuvmaldimsmatrices
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Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices

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