Tutorial Chapter 6 & 7

1. Show the structures of the following amino acids in their zwitterionic forms:
a) Trp
b) Ile
c) Cys
d) His

2. Proline has pKa1 = 1.99 and pKa2 = 10.60. Use the Henderson–Hasselbalch equation
to calculate the ratio of protonated and neutral forms at pH 2.50. Calculate the ratio of
neutral and deprotonated forms at pH 9.70.

3. Using both three- and one-letter codes for amino acids, write the structures of all
possible peptides containing the following amino acids:
a) Val, Ser, Leu
b) Ser, Leu2, Pro

4. Write full structures for the following peptides:

a) C-H-E-M
b) P-E-P-T-I-D-E

5. Identify the monomer units from which each of the following polymers is made, and tell
whether each is a chain-growth or a step-growth polymer.

6. Draw the structure of Kodel, a polyester prepared by heating dimethyl 1,4-

benzenedicarboxylate with 1,4-bis(hydroxymethyl)cyclohexane.