Problem

Distinguishing the mechanisms of Class I and Class II aldolasesFructose bisphosphate aldol...

Distinguishing the mechanisms of Class I and Class II aldolases

Fructose bisphosphate aldolase in animal muscle is a class I aldolase, which forms a Schiff base intermediate between substrate (for example, fructose-1,6-bisphosphate or dihydroxyacetone phosphate) and a lysine at the active site (see Figure 18.12). The chemical evidence for this intermediate comes from studies with aldolase and the reducing agent sodium borohydride, NaBH4. Incubation of the enzyme with dihydroxyacetone phosphate and NaBH4 inactivates the enzyme. Interestingly, no inactivation is observed if NaBH4 is added to the enzyme in the absence of substrate. Write a mechanism that explains these observations and provides evidence for the formation of a Schiff base intermediate in the aldolase reaction.

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Solutions For Problems in Chapter 18