Fluorescent Arylphosphonic Acids: Synergic Interactions between Bone and the Fluorescent Core
Ayhan, M. Menaf
Thompson, Richard B.
JournalChemistry - A European Journal
MetadataShow full item record
AbstractHerein, we report the third generation of fluorescent probes (arylphosphonic acids) to target calcifications, particularly hydroxyapatite (HAP). In this study, we use highly conjugated porphyrin-based arylphosphonic acids and their diesters, namely 5,10,15,20-tetrakis[m-(diethoxyphosphoryl)phenyl]porphyrin (m-H8TPPA-OEt8) and 5,10,15,20-tetrakis [m-phenylphosphonic acid]porphyrin (m-H8TPPA), in comparison with their positional isomers 5,10,15,20-tetrakis[p-(diisopropoxyphosphoryl)phenyl]porphyrin (p-H8TPPA-iPr8) and 5,10,15,20-tetrakis [p-phenylphosphonic acid]porphyrin (p-H8TPPA), which have phosphonic acid units bonded to sp2 carbon atoms of the fluorescent core. The conjugation of the fluorescent core is thus extended to the (HAP) through sp2-bonded −PO3H2 units, which generates increased fluorescence upon HAP binding. The resulting fluorescent probes are highly sensitive towards the HAP in rat bone sections. The designed probes are readily taken up by cells. Due to the lower reported toxicity of (p-H8TPPA), these probes could find applications in monitoring bone resorption or adsorption, or imaging vascular or soft tissue calcifications for breast cancer diagnosis etc. © 2020 The Authors.
Identifier to cite or link to this itemhttp://hdl.handle.net/10713/13479
Except where otherwise noted, this item's license is described as http://creativecommons.org/licenses/by-nc-nd/4.0/