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TextbooksChemistryAn Introduction to Medicinal ChemistryChapter 3

Chapter 3

An Introduction to Medicinal Chemistry · 3 exercises

Problem 1

Enzymes can be used in organic synthesis. For example, the reduction of an aldehyde is carried out using aldehyde dehydrogenase. Unfortunately, this reaction requires the use of the cofactor \(\mathrm{NADH}\), which is expensive and is used up in the reaction. If ethanol is added to the reaction, only catalytic amounts of cofactor are required. Why?

4 step solution

Problem 2

Acetylcholine is the substrate for the enzyme acetylcholinesterase. Suggest what sort of binding interactions could be involved in holding acetylcholine to the active site.

5 step solution

Problem 6

Lactate dehydrogenase has a 1000 -fold selectivity for lactate as a substrate over malate. However, if a mutation occurs that alters an active site glutamine residue to an arginine residue, the enzyme shows a 10,000 -fold selectivity for malate over lactate. Explain this astonishing transformation.

5 step solution

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