Easy protocol for making a good E-sinapinic acid matrix for neutral and sulfated carbohydrate MALDI-MS analysis
Since the introduction of 3,5-dimethoxy-4-hydroxycinnamic acid (SA) and α-cyano-4-hydroxycinnamic acid as matrices, the successful application of matrix assisted laser desorption/ionization mass spectrometry (MALDI-MS) started. Cinnamics can exist as two different geometric isomers, the E- and Z-for...
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todo:paper_17599660_v7_n19_p8478_Salum2023-10-03T16:32:50Z Easy protocol for making a good E-sinapinic acid matrix for neutral and sulfated carbohydrate MALDI-MS analysis Salum, M.L. Schmidt De León, T. Erra-Balsells, R. Desorption Isomers Mass spectrometry Organic chemicals Plants (botany) Carbohydrate analysis Cyano-4-hydroxycinnamic acids Geometric isomer Irradiated solutions Matrix-assisted laser desorption/ionization mass spectrometry Methanolic solution One-pot protocol Sensitive detection Carbohydrates Since the introduction of 3,5-dimethoxy-4-hydroxycinnamic acid (SA) and α-cyano-4-hydroxycinnamic acid as matrices, the successful application of matrix assisted laser desorption/ionization mass spectrometry (MALDI-MS) started. Cinnamics can exist as two different geometric isomers, the E- and Z-forms. The commercially available cinnamics currently used as matrices are E-cinnamics; they do not perform well in general for carbohydrate analysis. Recently, Z-cinnamic acid properties for matrices were studied and compared with those of the corresponding E-isomer. For the analysis of neutral/sulfated carbohydrates the outstanding performance for Z-SA was demonstrated. As the synthesis of pure Z-cinnamic acids requires several steps and the manipulation of some not friendly chemicals (i.e., bad smelling organic amines, toxic compounds, organic solvents, etc.), here we describe a convenient new one-pot protocol to prepare in situ, in a methanolic solution of commercial E-acid (i.e., E-SA), a Z- + E- mixture by photoisomerization (UVB irradiation); then, the only step required is the addition of water to the irradiated solution to become ready as a matrix stock solution for MALDI experiments. This "photo-made at home" matrix performs carbohydrate analysis with similar results to the corresponding Z-acid. The results here show that this novel protocol is a tool of choice for the direct, rapid and sensitive detection of neutral and sulfated carbohydrates without any tedious Z-cinnamic acid preparation and isolation. © 2015 The Royal Society of Chemistry. Fil:Erra-Balsells, R. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_17599660_v7_n19_p8478_Salum |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Desorption Isomers Mass spectrometry Organic chemicals Plants (botany) Carbohydrate analysis Cyano-4-hydroxycinnamic acids Geometric isomer Irradiated solutions Matrix-assisted laser desorption/ionization mass spectrometry Methanolic solution One-pot protocol Sensitive detection Carbohydrates |
| spellingShingle |
Desorption Isomers Mass spectrometry Organic chemicals Plants (botany) Carbohydrate analysis Cyano-4-hydroxycinnamic acids Geometric isomer Irradiated solutions Matrix-assisted laser desorption/ionization mass spectrometry Methanolic solution One-pot protocol Sensitive detection Carbohydrates Salum, M.L. Schmidt De León, T. Erra-Balsells, R. Easy protocol for making a good E-sinapinic acid matrix for neutral and sulfated carbohydrate MALDI-MS analysis |
| topic_facet |
Desorption Isomers Mass spectrometry Organic chemicals Plants (botany) Carbohydrate analysis Cyano-4-hydroxycinnamic acids Geometric isomer Irradiated solutions Matrix-assisted laser desorption/ionization mass spectrometry Methanolic solution One-pot protocol Sensitive detection Carbohydrates |
| description |
Since the introduction of 3,5-dimethoxy-4-hydroxycinnamic acid (SA) and α-cyano-4-hydroxycinnamic acid as matrices, the successful application of matrix assisted laser desorption/ionization mass spectrometry (MALDI-MS) started. Cinnamics can exist as two different geometric isomers, the E- and Z-forms. The commercially available cinnamics currently used as matrices are E-cinnamics; they do not perform well in general for carbohydrate analysis. Recently, Z-cinnamic acid properties for matrices were studied and compared with those of the corresponding E-isomer. For the analysis of neutral/sulfated carbohydrates the outstanding performance for Z-SA was demonstrated. As the synthesis of pure Z-cinnamic acids requires several steps and the manipulation of some not friendly chemicals (i.e., bad smelling organic amines, toxic compounds, organic solvents, etc.), here we describe a convenient new one-pot protocol to prepare in situ, in a methanolic solution of commercial E-acid (i.e., E-SA), a Z- + E- mixture by photoisomerization (UVB irradiation); then, the only step required is the addition of water to the irradiated solution to become ready as a matrix stock solution for MALDI experiments. This "photo-made at home" matrix performs carbohydrate analysis with similar results to the corresponding Z-acid. The results here show that this novel protocol is a tool of choice for the direct, rapid and sensitive detection of neutral and sulfated carbohydrates without any tedious Z-cinnamic acid preparation and isolation. © 2015 The Royal Society of Chemistry. |
| format |
JOUR |
| author |
Salum, M.L. Schmidt De León, T. Erra-Balsells, R. |
| author_facet |
Salum, M.L. Schmidt De León, T. Erra-Balsells, R. |
| author_sort |
Salum, M.L. |
| title |
Easy protocol for making a good E-sinapinic acid matrix for neutral and sulfated carbohydrate MALDI-MS analysis |
| title_short |
Easy protocol for making a good E-sinapinic acid matrix for neutral and sulfated carbohydrate MALDI-MS analysis |
| title_full |
Easy protocol for making a good E-sinapinic acid matrix for neutral and sulfated carbohydrate MALDI-MS analysis |
| title_fullStr |
Easy protocol for making a good E-sinapinic acid matrix for neutral and sulfated carbohydrate MALDI-MS analysis |
| title_full_unstemmed |
Easy protocol for making a good E-sinapinic acid matrix for neutral and sulfated carbohydrate MALDI-MS analysis |
| title_sort |
easy protocol for making a good e-sinapinic acid matrix for neutral and sulfated carbohydrate maldi-ms analysis |
| url |
http://hdl.handle.net/20.500.12110/paper_17599660_v7_n19_p8478_Salum |
| work_keys_str_mv |
AT salumml easyprotocolformakingagoodesinapinicacidmatrixforneutralandsulfatedcarbohydratemaldimsanalysis AT schmidtdeleont easyprotocolformakingagoodesinapinicacidmatrixforneutralandsulfatedcarbohydratemaldimsanalysis AT errabalsellsr easyprotocolformakingagoodesinapinicacidmatrixforneutralandsulfatedcarbohydratemaldimsanalysis |
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