In an effort to explore the activity of steroid-cyclizing enzymes, Compound X below was used as a substrate for oxidosqualene cyclase. Interestingly, the enzyme accepted this unnatural substrate and yielded Compound Y as the product. OMe oxidosqualene cyclase OMe Compound X I HO Compound Y a) Provide a complete curved-arrow mechanism for this transformation. While you do not have to show carbocation intermediates in the cyclization cascade, you must show the most stable resonance structure for any intermediate carbocations that result from this cascade prior to quenching. You do not have to account for the observed stereochemistry.

In an effort to explore the activity of steroid-cyclizing enzymes, Compound X below was used as a substrate for oxidosqualene cyclase. Interestingly, the enzyme accepted this unnatural substrate and yielded Compound Y as the product. OMe oxidosqualene cyclase OMe Compound X I HO Compound Y a) Provide a complete curved-arrow mechanism for this transformation. While you do not have to show carbocation intermediates in the cyclization cascade, you must show the most stable resonance structure for any intermediate carbocations that result from this cascade prior to quenching. You do not have to account for the observed stereochemistry.

Chemistry for Today: General, Organic, and Biochemistry

9th Edition

ISBN:9781305960060

Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen

Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen

Chapter20: Enzymes

Section: Chapter Questions

Problem 20.11E: Match the following general enzyme names and reactions catalyzed: Enzyme Reaction catalyzed a....

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