Chemistry 27 Midterm: CHEM27 Harvard Exam3 2005answers

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15 Feb 2019
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Directions: do not write in red ink. You may use the back of this amino acid page for scratch work but nothing written on this page will be graded: you have 11 total pages. We have provided plenty of space for each answer: all intermediates must be drawn as a distinct step. You need not draw out proton transfers as a distinct step unless explicitly told to do so: molecular model kits and calculators are permitted, a significant fraction of your exams are photocopied before they are returned. Name:_________________________________: [15pts] many anticancer and antiviral drugs are nucleoside analogs that get incorporated into dna or rna. One such drug is 5-iodo-2"-deoxyuridine (idu), which is used in the treatment of herpes simplex virus. The iodine causes a shift in equilibrium to favor more of the enol tautomer of idu: draw the watson-crick base pairing of both the keto and enol tautomers with their complementary bases, indicating all hydrogen bonding.

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