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What Is Ketoacidosis And Why Does It Happen?

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Diabetic Ketoacidosis

As fat is broken down, acids called ketones build up in the blood and urine. In high levels, ketones are poisonous. This condition is known as ketoacidosis. Diabetic ketoacidosis (DKA) is sometimes the first sign of type 1 diabetes in people who have not yet been diagnosed. It can also occur in someone who has already been diagnosed with type 1 diabetes. Infection, injury, a serious illness, missing doses of insulin shots, or surgery can lead to DKA in people with type 1 diabetes. People with type 2 diabetes can also develop DKA, but it is less common. It is usually triggered by uncontrolled blood sugar, missing doses of medicines, or a severe illness. Continue reading >>

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Popular Questions

  1. Johanna

    I have found various sources saying that ketones are acidic (pKa=20), and then relate it to the formation of the enolate ion. However, isn't an enolate ion of a ketone basic due to the oxygen's negative charge and all the pairs of electrons surrounding it?

  2. bon

    I think you need to recall the definition of an acid (in the Bronsted-Lowry scheme). An acid is a proton donor. A base is a proton acceptor. When a acid dissociates, it forms a hydrogen ion and the conjugate base of the acid. Remember, acid and base are only relative terms. The species which loses a proton in the reaction is acting as an acid and that which gains a proton is a base.
    In the example above, the ketone is acting as an acid because it donates a proton. The hydride anion is acting a base because it accepts a proton. The resulting enolate anion is stabilised by delocalisation of the negative charge onto the oxygen. In the reverse reaction, the enolate would act as a base, accepting a proton from hydrogen (this is unlikely to happen though because the hydrogen will be liberated as a gas).

  3. DraggyWolf

    It will shift the places of the double bond and one of the hydrogen atoms, which will end up in a compound with a double bond between two of the carbon atoms.
    That makes an enol which isn't as stable as a Ketone. The enol and Ketone are in a equilibrium which causes the enol to lose an hydrogen ion which then - the enol will become an enolate.

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