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Chapter 9: Problem 7

Design a copolymer-linked prodrug of ampicillin using a copolymer of poly(vinyl alcohol) and poly(vinyl amine).

Short Answer

Expert verified
Ampicillin can be linked with a copolymer of poly(vinyl alcohol) and poly(vinyl amine) through an ester or amide linkage. This bond is designed to be cleavable in the body's environment to release the drug. A schematic representation of the structure can be drawn to depict this.

Step by step solution

01

Understanding the Structure of the Reactants

The first step is to understand the structures of ampicillin, polyvinyl alcohol (PVA), and polyvinyl amine (PVAmine). Ampicillin has active carboxyl group which can be used for bonding. PVA and PVAmine have hydroxyl and amine groups respectively that can react with the carboxyl group of ampicillin.
02

Designing Suitable Linkage

The next step involves designing a suitable link or bond between the ampicillin and the copolymer. A suitable linkage could be an ester or amide bond. The carboxyl group of ampicillin could react with the hydroxyl group of the PVA to form an ester linkage, or with the amine group of the PVAmine to form an amide linkage.
03

Ensuring Reversible Bond

A relatively simple and effective reversible bond mechanism can be achieved through ester or amide linkage. This bond allows the drug to be released within the body's environment upon cleavage of the bond.
04

Finalize The Structure

Final step is to draw the final structure showing ampicillin linked to the copolymer via a cleavable ester or amide bond. This completes the design of the copolymer-linked prodrug of ampicillin.

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