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• W2107433905 startingPage "3850" @default.
• W2107433905 abstract "A common feature of all the proposed mechanisms for monoamine oxidase is the initiation of catalysis with the deprotonated form of the amine substrate in the enzyme–substrate complex. However, recent steady-state kinetic studies on the pH dependence of monoamine oxidase led to the suggestion that it is the protonated form of the amine substrate that binds to the enzyme. To investigate this further, the pH dependence of monoamine oxidase A was characterized by both steady-state and stopped-flow techniques with protiated and deuterated substrates. For all substrates used, there is a macroscopic ionization in the enzyme–substrate complex attributed to a deprotonation event required for optimal catalysis with a pKa of 7.4–8.4. In stopped-flow assays, the pH dependence of the kinetic isotope effect decreases from approximately 13 to 8 with increasing pH, leading to assignment of this catalytically important deprotonation to that of the bound amine substrate. The acid limb of the bell-shaped pH profile for the rate of flavin reduction over the substrate binding constant (kred/Ks, reporting on ionizations in the free enzyme and/or free substrate) is due to deprotonation of the free substrate, and the alkaline limb is due to unfavourable deprotonation of an unknown group on the enzyme at high pH. The pKa of the free amine is above 9.3 for all substrates, and is greatly perturbed (ΔpKa∼ 2) on binding to the enzyme active site. This perturbation of the substrate amine pKa on binding to the enzyme has been observed with other amine oxidases, and likely identifies a common mechanism for increasing the effective concentration of the neutral form of the substrate in the enzyme–substrate complex, thus enabling efficient functioning of these enzymes at physiologically relevant pH." @default.
• W2107433905 created "2016-06-24" @default.
• W2107433905 creator A5026424709 @default.
• W2107433905 creator A5058612126 @default.
• W2107433905 creator A5065173176 @default.
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• W2107433905 date "2008-06-28" @default.
• W2107433905 modified "2023-09-25" @default.
• W2107433905 title "The pH dependence of kinetic isotope effects in monoamine oxidase A indicates stabilization of the neutral amine in the enzyme-substrate complex" @default.
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• W2107433905 doi "https://doi.org/10.1111/j.1742-4658.2008.06532.x" @default.
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