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Pyrrole: the Building Block for Chemical Sensors

Basarić, Nikola
Pyrrole: the Building Block for Chemical Sensors, 2007. (predavanje).

Pyrrole: the Building Block for Chemical Sensors

Basarić, Nikola

Central Salt and Marine Chemicals Research Institute, Bhavnagar (Gujarat), India

Vrsta, podvrsta
Ostale vrste radova, predavanje


Ključne riječi
Fluorescent spectroscopy; pyrroles; anion sensors

Fluorescent spectroscopy is an attractive technique for measuring concentrations of important ions and molecules.1 Among biologically important analytes, H+ and Ca2+ have a pivotal role in regulating many processes. Therefore it is of high importance to develop better analytical reagents for these ions. In search for good fluorescent reagents, we turned our attention to compounds composed of pyrrole subunits. Pyrroles are building blocks for biologically important pigments (e.g. heme, chlorophyll), as well as synthetic dyestuffs such as BODIPY. In order to prepare fluorescent sensors for measuring intracellular Ca2+ concentration or pH, BODIPY was functionalized with an APTRA chelating group, 2 or phenol moiety, 3 respectively. Besides, pyrrole compounds can be used in chemical sensors as a binding site. Namely, pyrroles are characterized by the presence of acidic NH protons, which can be used for binding anions. In continuation of our research on the synthesis of chemical sensors, we prepared four adamantane-pyrrole derivatives (3-6)4 and compared their anion binding properties by NMR titration, to the anion binding of phenyldipyrromethane 7. Compounds 3-7 showed the highest selectivity for F-, forming complexes characterized by the association constants 2-3 orders of magnitude higher than for the Cl-, Br-, HSO4- and H2PO4-.

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Projekt / tema
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Kata Majerski, )

Institut "Ruđer Bošković", Zagreb

Autor s matičnim brojem:
Nikola Basarić, (250000)