MODULE 102 • BIOCHEMISTRY

Amino Acids: Structure & Classification

Mastering the building blocks of life (and passing the exam).

1. General Structure

Every Amino Acid (AA) has the same skeleton (except Proline). If you can't draw this, drop out.

Amino Acid General Structure
  • α-Carbon: The center.
  • Carboxyl Group (COOH): Acidic.
  • Amino Group (NH2): Basic.
  • Side Chain (R): The variable that makes them unique.
  • H atom.

High Yield Alert

  • Number of AA: 20 standard AA enter protein structure.
  • The 21st AA: Selenocysteine. (Examiners love asking this. It’s encoded by a stop codon).
  • Proline: The only Imino Acid (NH group instead of NH2). It breaks the α-helix structure.

🧪 Part 2: Classification (The Meat)

The examiners will ask: "Enumerate Essential Amino Acids" or "Classify AA chemically." Memorize these tables.

A. Nutritional Classification

Based on: Can your body make it?

Type Definition The List (Memorize This)
Essential Body cannot synthesize. Must eat it. TV TILL PM
Threonine, Valine, Tryptophan, Isoleucine, Lysine, Leucine, Phenylalanine, Methionine.
Semi-Essential Synthesized, but not enough for growing children. Arginine (the only one).
Non-Essential Body synthesizes it easily. The rest (e.g., Glycine, Alanine, Serine).

B. Chemical Classification

Based on: What does the R-group look like?

1. Aliphatic (Straight Chain)

  • Simple: Glycine (Smallest), Alanine.
  • Branched (BCAA): Valine, Leucine, Isoleucine.
    *Metabolized in muscle, not liver.
  • Hydroxy (OH): Serine, Threonine. *Site of Phosphorylation.
  • Sulfur Containing: Cysteine (SH), Methionine.
  • With COOH: Aspartic Acid, Glutamic Acid.
  • With NH2: Lysine, Arginine, Hydroxylysine, Histidine

2. Aromatic (Rings)

  • Phenylalanine: Benzene ring.
  • Tyrosine: Phenol ring.
  • Tryptophan: Indole ring.

3. Heterocyclic (Ring with N)

  • Histidine: Imidazole ring. (Crucial for buffering).
  • Proline: Pyrrolidine ring.
  • Tryptophan: Indole ring.

C. Polarity Classification

Based on: Does it love water or hate it?

  • Non-Polar (Hydrophobic): "The greasy ones." Mostly found in the interior of proteins. (Leucine, Valine, Proline, Phenylalanine).
  • Polar Uncharged: Soluble. (Serine, Threonine, Cysteine, Glutamine).
  • Polar Charged (Ionic):
    • Acidic (-ve charge): Aspartic Acid, Glutamic Acid.
    • Basic (+ve charge): Lysine, Arginine, Histidine.

⚡ Part 3: Properties of Amino Acids

Written Exam Material. They ask "Explain the Amphoteric property."

1. Amphoteric Property

Amino acids act as ACIDS (proton donors) and BASES (proton acceptors) depending on the pH.

  • Low pH (Acidic): AA acts as a Base → accepts H+ → becomes Cation (+ve).
  • High pH (Alkaline): AA acts as an Acid → donates H+ → becomes Anion (-ve).

2. Zwitterion (Dipolar Ion)

The state at a specific pH where the AA carries both positive and negative charges, but the Net Charge is ZERO.

  • It does not migrate in an electric field.
  • Most AA exist as Zwitterions at physiological pH (7.4).

3. Isoelectric Point (IEP)

The specific pH value at which the AA exists as a Zwitterion (Net charge = 0).

Clinical Link: Proteins are least soluble at their IEP (they precipitate).

4. Peptide Bond Formation

Peptide Bond Formation
  • Type: Covalent Amide bond.
  • Reaction: Condensation (Removal of H2O).
  • Between: α-COOH of one AA and α-NH2 of the next.
  • Characteristics: Rigid, Planar, and partial double-bond character (no rotation).

🚨 Part 4: The "Exam Traps"

Directly from the Department Book & Dr. Hesham’s MCQs.

Q1: Enumerate Amino Acids containing a hydroxyl (OH) group.
Answer: Serine, Threonine, Tyrosine.
Why it matters: These are the sites where enzymes add phosphate (Phosphorylation).

Q2: Enumerate Sulfur-containing Amino Acids.
Answer: Cysteine, Methionine, Homocysteine.
Trap: Cystine is TWO Cysteines joined by a disulfide bond.

Q3: Which AA forms Disulfide bonds?
Answer: Cysteine. (Stabilizes tertiary protein structure).

Q4: Name the "Modified" Amino Acids.
  • Hydroxyproline & Hydroxylysine: Found in Collagen. Requires Vitamin C.
  • Gamma-Carboxyglutamate: Found in Prothrombin (Clotting). Requires Vitamin K.

Q5: Match the Ring to the Amino Acid.
  • Indole Ring → Tryptophan
  • Imidazole Ring → Histidine
  • Guanido Group → Arginine
  • Phenol Ring → Tyrosine

🎓 Adel's Reality Check

"Don't memorize the chemical formula for Tryptophan unless you hate yourself. Just recognize the double ring (Indole). For the written exam, focus on the Classifications (Part 2) and the Amphoteric Definition (Part 3). Those are the guaranteed marks."

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