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Comparison of Nonheme Manganese- and Iron- Containing Flavone Synthase Mimics (CROSBI ID 295131)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Lakk-Bogáth, Dóra ; Pantalon Juraj, Natalija ; Meena, Bashdar I. ; Perić, Berislav ; Kirin, Srećko I. ; Kaizer, József Comparison of Nonheme Manganese- and Iron- Containing Flavone Synthase Mimics // Molecules, 26 (2021), 11; 3220, 16. doi: 10.3390/molecules26113220

Podaci o odgovornosti

Lakk-Bogáth, Dóra ; Pantalon Juraj, Natalija ; Meena, Bashdar I. ; Perić, Berislav ; Kirin, Srećko I. ; Kaizer, József

engleski

Comparison of Nonheme Manganese- and Iron- Containing Flavone Synthase Mimics

Heme and nonheme-type flavone synthase enzymes, FS I and FS II are responsible for the synthesis of flavones, which play an important role in various biological processes, and have a wide range of biomedicinal properties including antitumor, antimalarial, and antioxidant activities. To get more insight into the mechanism of this curious enzyme reaction, nonheme structural and functional models were carried out by the use of mononuclear iron, [FeII(CDA-BPA*)]2+ (6) [CDABPA = N, N, N’, N’-tetrakis-(2-pyridylmethyl)- cyclohexanediamine], [FeII(CDA-BQA*)]2+ (5) [CDABQA = N, N, N’, N’-tetrakis-(2-quinolilmethyl)- cyclohexanediamine], [FeII(Bn-TPEN)(CH3CN)]2+ (3) [Bn-TPEN = N-benzyl-N, N’, N’-tris(2- pyridylmethyl)-1, 2-diaminoethane], [FeIV(O)(Bn- TPEN)]2+ (9), and manganese, [MnII(N4Py*)(CH3CN)]2+ (2) [N4Py* = N, N-bis(2-pyridylmethyl)-1, 2-di(2-pyridyl) ethylamine)], [MnII(Bn-TPEN)(CH3CN)]2+ (4) complexes as catalysts, where the possible reactive intermediates, high-valent FeIV(O) and MnIV(O) are known and well characterised. The results of the catalytic and stoichiometric reactions showed that the ligand framework and the nature of the metal cofactor significantly influenced the reactivity of the catalyst and its intermediate. Comparing the reactions of [FeIV(O)(Bn-TPEN)]2+ (9) and [MnIV(O)(Bn- TPEN)]2+ (10) towards flavanone under the same conditions, a 3.5-fold difference in reaction rate was observed in favor of iron, and this value is three orders of magnitude higher than was observed for the previously published [FeIV(O)(N2Py2Q*)]2+ [N, N-bis(2-quinolylmethyl)-1, 2-di(2- pyridyl)ethylamine] species.

flavone synthase ; iron(IV)-oxo ; manganese(IV)-oxo ; oxidation ; kinetic studies

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Podaci o izdanju

26 (11)

2021.

3220

16

objavljeno

1420-3049

10.3390/molecules26113220

Povezanost rada

Kemija

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