Unformatted text preview: Problem Set #2 Cofactors
1. Serotonin is biosynthesized from the amino acid L-tryptophan. Following
oxidation at the 5 position of the indole ring by tryptophan hydroxylase,
serotonin is generated with the assistance of the pyridoxal-phosphate
cofactor. Provide a reasonable mechanism for the following
NH2 HN NH2 HN 2. Fumaric acid is formed oxidatively with the assistance of an enzyme
cofactor. Of the cofactors reviewed in lecture, which is the most likely
candidate for this conversion? Provide a reasonable mechanism for the
following transformation using the cofactor that you have chosen.
OH HO O OH HO
O 3. In week 2’s assigned reading (Walsh et al.), the authors describe the catalytic activity of the RebF/RebH two
component reductase/halogenase. They observed that in the presence of an air
saturated solution, the reaction rate decreases significantly. Explain this observation. 4. As mentioned in lecture, what is nature’s equivalent to LiAlH4? ...
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