Tao Liu, Chunmei Du, Zhangyu Yu, Lingli Han, Dongju Zhang
Key Lab of Colloid and Interface Chemistry, Ministry of Education, Institute of Theoretical Chemistry, Shandong University, Jinan 250100, PR China.
The journal of physical chemistry. B 2013 Feb 21Protonated adrenaline (PAd) can be oxidized to protonated adrenaline quinone (PAdquinone) through a one-step, two-electron redox reaction. The electron-transfer property of PAd and its supramolecular complex with glycine has been investigated by cyclic voltammetry (CV) experiment and theoretical calculations. From CV curves, the conditional formal redox potential E°' of PAd/PAdquinone couple at the pH value of 0.29 is determined to be 0.540 V. The calculated E°' using the G3MP2//B3LYP method and the B3LYP method with 6-31G(d,p), 6-31+G(d,p), 6-311G(d,p), and B3LYP/6-311+G(d,p) basis sets are in reasonable agreement with the experimental value. PAd can form supramolecular complex (PAd-Gly) with glycine (Gly) through hydrogen bond (H-bond), and the calculated E°' values of PAd-Gly/PAdquinone-Gly redox couple are larger than those of PAd/PAdquinone couple. The theoretical results are in good agreement with the experimental finding that the formation of H-bonds weaken the electron-donating ability of PAd.
Tao Liu, Chunmei Du, Zhangyu Yu, Lingli Han, Dongju Zhang. Prediction of redox potentials of adrenaline and its supramolecular complex with glycine: theoretical and experimental studies. The journal of physical chemistry. B. 2013 Feb 21;117(7):2081-7
PMID: 23384015
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