practice_exam_1 - _ Name CHM 3218 / 5305 Summer 2011...

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__________________________________ Name Page 1 CHM 3218 / 5305 Summer 2011 Practice Examination #1 University of Florida Honor Code Statement: "On my honor, I have neither given nor received unauthorized aid in doing this assignment." __________________________________ Student signature Instructions : You would have 2 hours to complete this exam. All books, notes, cell phones and other aids would be prohibited, with the exception of molecular models and calculators. No sharing of models or calculators. Be sure to budget your time and answer questions briefly but completely. To receive partial credit for incorrect answers, be sure to show your work, particularly in problems involving calculations. Write your name on each page. 1. A portion of the Escherichia coli cell wall is shown below. ( Total 15 points ). a. Assign correct ( R ) or ( S ) designations to each of the three stereocenters marked with arrows. ( 2 points each ). b. Hydrolysis of the cell wall peptide yields several amino acids, including the one shown below. Draw the correct Fischer representation and correctly label the chiral center using the D/L system ( 4 points ).
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__________________________________ Name Page 2 c. The cell wall peptide shown above is exposed to water. Is it stable with respect to hydrolysis? Briefly explain your answer. ( 5 points ).
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__________________________________ Name Page 3 2. This problem explores the effect of structure on p K a values and buffer behavior. ( Total 24 points ). a. Draw the complete structure of the amino acid whose one letter code is D in its fully protonated form and label the functional groups with the corresponding p K a values. You can ignore stereochemistry in your drawing and a complete table of amino acid p K a values can be found on the last page of the exam. ( 4 points ). b.
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practice_exam_1 - _ Name CHM 3218 / 5305 Summer 2011...

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