310-44 - CH 310 N LECTURE 44 Textbook Assignment: Chapter...

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CH 310 N LECTURE 44 Textbook Assignment: Chapter 26 (selections) Homework (for credit): POW 13 posted Today’s Topics: Proteins-Structure & Denaturation Notice & Announcements: Med Seminar Today: Medical Student’s Perspective Organic Lecture Series 2 Amino Acids Amino Acids and and Proteins Proteins
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Organic Lecture Series 3 6.11 5.41 5.65 6.06 6.04 6.04 5.74 5.91 6.30 5.68 5.60 5.88 6.00 p K a of p K a p K a pI ---- ---- ---- ---- ---- ---- ---- ---- ---- ---- ---- ---- ---- valine 2.29 9.72 tryptophan 2.38 9.39 9.10 2.09 threonine serine 2.21 9.15 10.60 2.00 proline phenylalanine 2.58 9.24 9.21 2.28 methionine 9.74 2.33 leucine isoleucine 2.32 9.76 glycine 2.35 9.78 9.13 2.17 glutamine 8.80 2.02 asparagine 9.87 2.35 alanine Side Chain Nonpolar & polar side chains α− NH 3 + COOH Isoelectric Isoelectric Point Point Organic Lecture Series 4 Electrophoresis: Electrophoresis: the process of separating compounds on the basis of their electric charge – electrophoresis of amino acids can be carried out using paper, starch, polyacrylamide and agarose gels, and cellulose acetate as solid supports Electrophoresis Electrophoresis
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Organic Lecture Series 5 1. a sample of amino acids is applied as a spot on the paper strip 2. an electric potential is applied to the electrode vessels and amino acids migrate toward the electrode with charge opposite their own 3. molecules with a high charge density move faster than those with low charge density Electrophoresis Electrophoresis Organic Lecture Series 6 ¾ molecules at their isoelectric point remain at the origin ¾ after separation is complete, the strip is dried and developed to make the separated amino acids visible ¾ 19 of the 20 amino acids give the same purple-colored anion; proline gives an orange-colored compound Electrophoresis Electrophoresis
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Organic Lecture Series 7 a reagent commonly used to detect amino acid is ninhydrin ninhydrin RCHCO - O OH O O NH 3 + O O - N O O O RCH CO 2 H 3 O + + An α -amino acid Purple-colored anion + + 2 + Ninhydrin Electrophoresis Electrophoresis Not Exam Material Organic Lecture Series 8 Polypeptides & Proteins Polypeptides & Proteins • In 1902, Emil Fischer proposed that proteins are long chains of amino acids joined by amide bonds to which he gave the name peptide bonds Peptide bond: Peptide bond: the special name given to the amide bond between the α -carboxyl group of one amino acid and the α -amino group of another
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Organic Lecture Series 9 Serylalanine (Ser Serylalanine (Ser -Ala) Ala) H 2 N H O O H HOCH 2 H 2 N O O H HCH 3 Serine (Ser, S) Alanine (Ala, A) + H 2 N N O H 2 H H CH 3 O HO
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310-44 - CH 310 N LECTURE 44 Textbook Assignment: Chapter...

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