CAS CH 203 Study Guide - Quiz Guide: Enamine, Fructose-Bisphosphate Aldolase, Tim Barrel

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2 Dec 2017
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Problem set 4 (c-c bond formation, phosphoryl transfer reactions and the role of atp: chemists can use the same strategies as nature to make new carbon-carbon bonds stereospecifically using enzymes such as aldolases. One particularly useful enzyme catalyzes the reaction shown in eq 1, where r (electrophile) can be highly diversified. Tim barrel ( 8 8) structure shown in fig 1a. A blow up of a product in the active site of this barrel with a constellation of residues that might be involved in catalysis is shown in. A ribbon diagram of the aldolase (a) and a close up of the active site (b) including the bound substrate. Questions: what does the structure tell you about the type of aldolase involved in the reaction in. The structure is a type i aldolase which uses catalytic lysine to activate the substrate to form an imine which then enhances the acidity of the proton at c to facilitate formation of an enamine.

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