The Second Stage of Synthesis

Two Activated Isoprenes from Mevalonate

ATP = adenine triphosphate and can be simply regarded as a phosphate donor.

  1. Three phosphate groups are added to the mevalonate. Two are added to the terminal hydroxyl end and one is added to the C-3 hydroxyl.

  2. The phosphate on C-3 and the nearby carboxyl group leave creating a double bond within a 5 carbon intermediate. This is the first of the isoprene units. Isopentenyl pyrophosphate.

    Activated isoprene. (An isoprene unit with 2 phosphate groups attached.)
  3. A [1,3] hydrogen shift readily occurs to give Dimethylallyl pyrophosphate, but this is reversible.
  4. This isomerisation of isopentylpyrophosphate yields the second isoprene unit.

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Synthesis of Cholesterol

First Stage of Synthesis

Third Stage of Synthesis