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Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
Amino Acids And Peptides
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Amino Acids And Peptides

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  • 1. Amino acids and peptides The “Lego” of proteins www.freelivedoctor.com
  • 2. Amino Acids
    • Same general structure
    • Called alpha amino acids
    • L- isomer is physiologically active
    • Side chain or R group determines other properties
    • Acid-base properties
    www.freelivedoctor.com
  • 3. Amino Acids, General
    • pK of carboxyl group around 2.3
      • Deprotonated at physiological pH
        • R – COO -
    • pK of amino group around 9.5
      • Protonated at physiological pH
        • H 3 N + -R
    • Some R-groups are acidic or basic
    www.freelivedoctor.com
  • 4. Nonpolar amino acids www.freelivedoctor.com
  • 5. Aromatic Amino Acids www.freelivedoctor.com
  • 6. Polar Amino Acids, alcohols www.freelivedoctor.com
  • 7. Polar Amino Acids (sulfur containing) www.freelivedoctor.com
  • 8. Polar amino acids (amides) www.freelivedoctor.com
  • 9. Charged Amino Acids (Acidic) www.freelivedoctor.com
  • 10. Charged Amino Acids (Basic) www.freelivedoctor.com
  • 11. Titration of Amino acids
    • Titration of glycine
    www.freelivedoctor.com
  • 12. Titration of Glutamate www.freelivedoctor.com
  • 13. Purification of amino acids
    • Chromatography
      • Various types
      • Ion exchange
        • Uses net charge or can change with pH
          • Separate K, D and A
      • HPLC
    www.freelivedoctor.com
  • 14. Electrophoresis
    • Using electricity to move particles through a gelatinous matrix
    • Isoelectric point
    • IEF
    www.freelivedoctor.com
  • 15. Peptides
    • Peptide bond is amide linkage between amino acids
    • No free rotation about C-N bond due to partial double bond character of bond
      • resonance
    www.freelivedoctor.com
  • 16. Tetrapeptide
    • Note planes of peptide bonds
    www.freelivedoctor.com
  • 17. Peptides
    • Peptides are vectorial
      • Have N and C termini
    • Sequences read H 3 N + ---COO -
      • P-I-G
    www.freelivedoctor.com
  • 18. Draw a tetrapeptide of L-A-R-D at physiological pH
    • Answer
    www.freelivedoctor.com
  • 19. Biologically Interesting Peptides
    • Aspartame
      • L-aspartyl-Lphenylalanine methyl ester
    www.freelivedoctor.com
  • 20. Other small interesting peptides
    • Enkephalins
    • Y-G-G-F-L
      • Y-G-G-F-M
    • Oxytocin
      • C-Y-I-Q-N-C-P-L-G-NH 2
        • Has C—C disulfide
    • Vasopressin
      • C-Y-F-Q-N-C-P-R-G-NH 2
        • Also disulfide
    www.freelivedoctor.com
  • 21. Chemical Synthesis of Peptides
    • Why?
    • Done solid phase
      • Problem with in solution
        • Hard to make pure desired sequence
      • Purify by filtration
    • Side chains blocked
    • Made backwards ( C---N)
    www.freelivedoctor.com
  • 22. Scheme for peptide synthesis www.freelivedoctor.com
  • 23. Tetrapeptide answer www.freelivedoctor.com

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