Chapter 3 students - -(L)-Amino Acids The Building Blocks...

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Unformatted text preview: -(L)-Amino Acids The Building Blocks of Proteinsprimary amino group-carbon1MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsGeneral structure of an -(L)-amino acidL-configurationcarboxyl group2MCDB310 Chapter 3: Amino Acids, Peptides & Proteins-Amino Acids Stereoisomerism3MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsD/L Nomenclature of Chiral MoleculesNon-Polar Amino Acids with AliphaticSide-ChainsLeucine (L) Methionine (M) Isoleucine (I)Proline (P)4MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsGlycine (G) Alanine (A) Valine (V)Non-Polar Amino Acids with AromaticSide-ChainsPhenylalanine (F) Tyrosine (Y) Tryptophane (W)5MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsNon-Charged, Polar Amino Acids6MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsSerine (S) Threonine (T) Cysteine (C)Asparagine (N) Glutamine (Q)Two Cys Residues Can Form a Covalent Disulfide Bond7MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsLysine (K) Arginine (R) Histidine (H)pKa= 10.5 pKa= 12.5 pKa= 6.0 Positively Charged, Polar Amino Acids8MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsAspartate (D) Glutamate (E)pKa= 3.65 pKa= 4.259MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsNegatively Charged, Polar Amino Acids10MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsAmido vs. Carboxyl GroupsAsparagine (N)Aspartate (D)Glutamate (E)Glutamine (Q)The 21st Amino Acid non-standard amino acid, required for activity of certain enzymes(e.g. thioredoxin reductases)selenocysteine codon: Normal stop-codon, but in case ofselenoproteins, mRNA makes specific hairpin structure, which then allows for discrimination 11MCDB310 Chapter 3: Amino Acids, Peptides & Proteins(collagen)(cell wall of plants, collagen)(myosin)4 lysines(elastin)More than 250 non-standard amino acids - mostly derivatives ofstandard amino acids12MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsOther, Non-Standard Amino Acids (blood clotting proteins)What amino acids are usually found in the interiorof proteins (i.e., shielded from water)?What amino acids are preferentially found on the surfaceof proteins?13MCDB310 Chapter 3: Amino Acids, Peptides & ProteinsAmino Acids in Proteins Hydrophobicamino acids:Gly, Ala, Val, Leu, Ile, Pro, Met, Phe, (Tyr/Trp)Polar,charged and non-charged amino acids:Ser, Thr, Cys, Asp, Asn, Glu, Gln, Lys, His, Arg, (Tyr/Trp)What amino acids can form salt bridges?...
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This note was uploaded on 04/05/2009 for the course MCDB 310 taught by Professor Walter during the Spring '09 term at University of Michigan.

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Chapter 3 students - -(L)-Amino Acids The Building Blocks...

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