3-(4-Tolylazo)phenylboronic acid as the active component of polyhydroxy compounds-selective electrodes |
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Authors: | Natalya V Shvedene Inna A Nazarova Andrey A Formanovsky Denis S Otkidach Igor V Pletnev |
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Institution: | a Department of Chemistry, Lomonosov Moscow State University, 119899 GSP-3, Moscow, Russia;b Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Moscow, Russia |
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Abstract: | Ionophoric, extraction, acidic and hydrophobic properties of 3-(4-tolylazo)phenylboronic acid (TAPBA) were studied. Determined Kd value equals to 36±2, pKa equals to 8.6±0.5. TAPBA extracts dobutamine from water into chloroform and transports it across a bulk chloroform membrane. The recovery is 83% (pH=7.5), the transport rate – (6.5±0.5)×10−7 mol/h. 1H and 13C NMR data confirm the formation of an 1:1 complex between arylboronic acid and catecholamine. TAPBA was used as electrode-active component of plasticized membrane electrodes with cationic and anionic responses to catecholamines and phenolic acids, respectively. For the diethyl sebacate-plasticized membrane, a slope of electrode function to dobutamine is 56±2 mV/decade; the detection limit is 1.3×10−5 mol/l; the linear range – 5×10−5–1×10−2 mol/l; the working pH-range – 4.8–7.6; the response time – 5–10 s. ISE gives incomplete cationic function to less lipophilic catecholamines. The membrane with cationic additive shows an anionic response to caffeic acid in wide pH range. |
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Keywords: | Ion-selective electrodes Phenylboronic acids Catecholamines Dobutamine Phenolic acids |
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