What is a double ester and a single ester?Watch
I am struggling to understand what a double ester is and a single ester in terms of hydrolysis within the body. I.E making prodrugs with double esters allow for easier cleavage than single esters.
With the esters in prodrugs, the ester is the 'casing', carrying the drug (covalently attached), a targetor function (complementary to target cell) and a modifying function (prevents premature hydrolysis).
Hydrolysis of the ester 'casing' releases the drug, allowing it to take effect.
A double ester, having two ester bonds, hydrolyses faster than a single ester.
This makes it easier to release the drug quickly once the targetor function has identified the target cell.
Hope this helps!
Thanks it helps but can I see a picture to see this double ester bond my mind is refusing to view it lol!
The top structure is of the combined drug-ester complex.
The image shows the bond being broken, including the mechanism to release the drug. The OC(O)O bond (if you can call it that) is the double ester bond. Two oxygen atoms single bonded and one oxygen double bonded to the same carbon atom.