Practice+problems+for+Final+Part+II - Professor Chris Chang...

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Professor: Chris Chang GSIs: Stephanie Jones, David Zee Fall 2012 Chemistry 103 Practice Problems for the Final Exam, Part II 4. Hydrolysis. Zn metallohydrolases are widespread in biology and are misregulated in cancer, diabetes, and heart disease. More recent data show connections to neurodegeneration. A very simple case are the epoxide hydrolases that perform the reaction with this active site: Zn N His O O Zn N N His His N His Asp N His O O Asp 2+ a) Limonene-1,2-epoxide can be converted to limonene-1,2-diol using this protein O Zn enzyme OH OH Draw a detailed, arrow pushing mechanism for Zn-catalyzed conversion of the epoxide to the diol, giving the oxidation state and d electron count for each Zn center along way. b) Predict the product(s) of the reaction if cyanide is added in high amounts. c) What color is the enzyme? Please provide brief reasoning. d) Would substitution of Fe(II) lead to higher rates of reaction? Please provide a brief reasoning. Would substitution of Fe(III) lead to higher rates of reaction? Please provide a brief reasoning
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