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7 January, 10:34

What sort of nucleophile does NADH supply?

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  1. 7 January, 13:18
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    Hydride ion

    Explanation:

    You often see the reduction with NADH written as

    NADH ⟶ NAD⁺ + H⁺ + 2e⁻

    If you think about it, H⁺ + 2e⁻ is equivalent to H:⁻, so we could write the reaction as

    NADH ⟶ NAD⁺ + H:⁻

    In terms of a mechanism, the dihydropyridine ring of NADH transfers a hydrogen atom with its pair of electrons (a hydride ion) to the substrate and becomes the more stable, aromatic pyridinium ion in NAD⁺.
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