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Pset6-optional 2008

Pset6-optional 2008 - Professor Chris Chang GSIs Julian...

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Professor: Chris Chang Optional! GSIs: Julian Bigi, Sheel Dodani Chemistry 103 Problem Set #6 This problem set is optional and will not be graded. 1) The discoloration of bruises from black and blue, to green, to yellow, is caused by breakdown of the hemoglobin released into the damaged tissue by the ruptured blood vessels. The hemoglobin is oxidized by heme oxygenase to give biliverdin (green), which is subsequently reduced by biliverdin reductase to give bilirubin (yellow), which is excreted after conjugation to glucuronic acid. The first step in the heme oxygenase reaction produces α -meso-hydroxyheme, as shown below. Propose a reasonable mechanism for this reaction. Name each intermediate with metal oxidation state and ligand (e.g. iron(IV)-oxo) (Hint: the reaction does not proceed through an iron-oxo intermediate)
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2) Because ammonia is too toxic to be produced in large quantities in vivo , many organisms convert it to urea, a much less basic waste product. One key intermediate in the synthesis of urea is the amino acid (L)-arginine, which in the last step is hydrolyzed by arginase to give urea. At
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