{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Janasik D"],"funding":["Politechnika Slaska"],"pagination":["721-727"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9972467"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["8(2)"],"pubmed_abstract":["Molecular switches have become an area of great interest in recent years. They are explored as high-density data storage and organic diodes in molecular electronics as well as chemosensors due to their ability to undergo a transition between well-defined structures under the action of external stimuli. One of the types of such switches is hydrazones. They work by changing the configuration from E to Z under the influence of pH or light. The change in configuration is accompanied by a change in the absorption band and changes in the nuclear magnetic resonance (NMR) spectrum. In this publication, the structure-property relationship of fluorinated hydrazone switches was established. A linear relationship between the Hammett substituent constants and the pH where the switching occurs was found. Introduction of strong electron-donating groups allowed obtaining a hydrazone switch of p<i>K</i><sub>a</sub> = 6 suitable for application in <sup>19</sup>F MRI as contrast agents."],"journal":["ACS sensors"],"pubmed_title":["Tuning the pH of Activation of Fluorinated Hydrazone-Based Switches─A Pathway to Versatile <sup>19</sup>F Magnetic Resonance Imaging Contrast Agents."],"pmcid":["PMC9972467"],"funding_grant_id":["04/050/BKM22/0146"],"pubmed_authors":["Imielska P","Janasik D","Krawczyk T"],"additional_accession":[]},"is_claimable":false,"name":"Tuning the pH of Activation of Fluorinated Hydrazone-Based Switches─A Pathway to Versatile <sup>19</sup>F Magnetic Resonance Imaging Contrast Agents.","description":"Molecular switches have become an area of great interest in recent years. They are explored as high-density data storage and organic diodes in molecular electronics as well as chemosensors due to their ability to undergo a transition between well-defined structures under the action of external stimuli. One of the types of such switches is hydrazones. They work by changing the configuration from E to Z under the influence of pH or light. The change in configuration is accompanied by a change in the absorption band and changes in the nuclear magnetic resonance (NMR) spectrum. In this publication, the structure-property relationship of fluorinated hydrazone switches was established. A linear relationship between the Hammett substituent constants and the pH where the switching occurs was found. Introduction of strong electron-donating groups allowed obtaining a hydrazone switch of p<i>K</i><sub>a</sub> = 6 suitable for application in <sup>19</sup>F MRI as contrast agents.","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 Feb","modification":"2025-04-26T10:18:56.28Z","creation":"2025-04-06T13:19:42.932Z"},"accession":"S-EPMC9972467","cross_references":{"pubmed":["36695323"],"doi":["10.1021/acssensors.2c02251"]}}