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Organic Chemistry - Coursework 4 Polymer Chemistry Biological Chemistry

1. Convert each Haworth projection to an open-chain form and then to a Fisher projection.

2. Identify each of the following structures as either D- or L-glyceraldehyde:

3. Determine whether each of the following compounds is a reducing sugar:

4. Using the provided data, calculate the pI of the following amino acids:

(a) Aspartic acid (b) Leucine (c) Lysine (d) Proline

5. Draw all stereoisomers of isoleucine. In each stereoisomer, assign the configuration (R or S) of all chiral centers.

6. Identify the monomers required to make each of the following condensation polymers:

7. Which monomers are formed when the following polymer undergoes acid-catalyzed hydrolysis?

8. Draw the cyclic hemiacetal that is formed when each of the following bifunctional compounds is treated with aqueous acid.

9. For each of the following pairs of compounds, determine whether they are enantiomers, epimers, diastereomers that are not epimers, or identical compounds:

10. Which of the following terms properly describes this peptide?

11. Draw the form of aspartate that predominates at the following pH values:

a. pH = 1.0; b. pH = 2.6; c. pH = 6.0; d. pH = 11.0.

12. Draw a mechanism for the following reaction:

13. Describe the primary, secondary and tertiary structures of protein. Which type of bonding is responsible for the structure of proteins?

A new drug is developed which selectively cleaves covalent bonds between two sulfur atoms of non-adjacent amino acids in a polypeptide chain. Which level of protein structure in affected molecules would be most directly affected by the drug?