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  • 09-11-2018
  • Chemistry
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What sort of nucleophile does NADH supply?

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znk
znk znk
  • 09-11-2018

Answer:

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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