Q29-36E - Organic Chemistry (Mcmurry)

Question

Cyclic adenosine monophosphate (cyclic AMP), a modulator of hormone action, is related to AMP (Problem 29-35) but has its phosphate group linked to two hydroxyl groups at C3’ and C5’ of the sugar. Draw the structure of cyclic AMP.

Step-by-Step Solution

Answer

The structure of cyclic AMP is drawn below:

Step1: What is cyclic AMP?

Cyclic adenosine monophosphate (cyclic AMP) is a kind of AMP that has a cyclic structure in which the phosphate $\left({\mathrm{PO}}_4^{3-}\right)$group is bonded to two hydroxyl $\left(-\mathrm{OH}\right)$groups at the positions of C3’ and C5’ of the ribose (a simple sugar unit).

Step 2: Give the structure of cyclic AMP.

Therefore, the structure of cyclic AMP is shown below: