Amino Acids - Structural Classification

Notes

Amino Acids - Structural Classification

Let's start with their structural classification, which we explore in detail elsewhere.

  • Show that amino acids have a general structure of a central carbon (the alpha carbon) with four different atoms or groups bound to it.
  • Hydrogen
  • Carboxylic acid (COOH) group
  • Amino (NH2) group
  • Variable, R, group

#Let's look at each of these categories in some detail.

#First, the hydrophobic amino acids, which are so-named because they have nonpolar side chains. As a reminder, nonpolar means that the electrons in the bond are shared equally – these typically involve carbon-carbon or carbon-hydrogen bonds.

  • Point out the following clinically-relevant nonpolar, branched chain amino acids: valine, isoleucine, and leucine.
  • To solidify what we mean by this, draw a central carbon, an amino group, carboxylic acid, (leave out the hydrogen in this stick-figure format) and show a prototypical branched chain.
  • Now, indicate the aromatic amino acids, show that their R group incorporates an aromatic ring.
  • Next, include the polar group, so-named because they are hydrophilic – meaning electrons are unequally share along the polar bond.
  • Now, the charged group.
  • Specify that ACIDIC amino acids have a negative charge at physiologic pH.
    • Indicate that they are aspartate (thus called aspartic acid) and glutamate (thus called glutamic acid).
  • Specify that the BASIC amino acids have a positive charge at physiologic pH.
    • Indicate that they are Lysine and Arginine (and sometimes Histidine – thus, you'll see it listed as charged or uncharged in differing resources).
  • Finally, the special cases:
    • Glycine (which essentially has NO side chain – just a hydrogen, thus it is achiral)
    • Proline (which forms has a particularly unfavorable chain: an imino ring – the side chain is connected to the protein backbone).