Chapter 4 Learning Outcomes

Learning Outcomes are summarized lists of the main ideas/skills that students should take away from a chapter. “Learning Outcomes” lists are not exhaustive; there may be other ideas/skills covered in the chapter that are also useful but not necessarily the main focus.

For Chapter 4 the Learning Outcomes are:

1. Understand the fundamentals of amino acids.
2. Understand the fundamentals of the D/L notation system. Be able to assign D/L notation for amino acids.
3. Understand and draw Fischer projections of amino acids.
4. Understand the fundamental properties and ways of categorizing the twenty common amino acids.
5. Determine the isoelectric point of an amino acid.
6. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for syntheses of amino acids using alkylation of amidomalonate.
7. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for syntheses of amino acids using reductive amination.
8. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for syntheses of amino acids using hydrogenation of enamides. Understand the fundamentals of how enantioselectivity can be achieved in these reactions.
9. Understand the fundamentals of peptide polymers
10. Understand the fundamentals of amides.
11. Understand and interpret representations of peptide polymers (ball-and-stick, space-filling, ribbon, backbone).
12. Determine the isoelectric point of a peptide polymer.
13. Understand the fundamentals of peptide polymer folding (α-helixes, β-sheets, loops, turns).
14. Understand the fundamentals of complex structures from peptide polymer folding (primary, secondary, tertiary, and quaternary structures).
15. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for syntheses of short peptides using ester electrophiles.
16. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for syntheses of short peptides using acid halide / anhydride electrophiles.
17. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for syntheses of short peptides using coupling reagents (DCC and variations).
18. Understand the fundamentals of protecting groups.
19. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for syntheses of short peptides using solution-phase methods with protecting groups.
20. Understand the fundamentals of solid-phase syntheses of peptide polymers.
21. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for syntheses of peptide polymers using solid-phase methods.