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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Publicado:	2013
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:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00318655_v89_n6_p1368_Tarzi 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	paper:paper_00318655_v89_n6_p1368_Tarzi
record_format	dspace
spelling	paper:paper_00318655_v89_n6_p1368_Tarzi2023-06-08T14:57:30Z Photochemical and thermal stability of some dihydroxyacetophenones used as UV-MALDI-MS matrices 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. 2013 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00318655_v89_n6_p1368_Tarzi 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 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.
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
publishDate	2013
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00318655_v89_n6_p1368_Tarzi http://hdl.handle.net/20.500.12110/paper_00318655_v89_n6_p1368_Tarzi
_version_	1768541740488196096

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

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