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Amino acids Proof. Dr. Abdulhussien Aljebory College of pharmacy 2016 -2017
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Same general structure Called alpha amino acids L- isomer is physiologically active Side chain or R group determines other properties Acid-base properties Amino Acids:properties
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building blocks of proteins form bonds with each other, resulting in a polypeptide chain More than 300 different amino acids Only 20 are found in mammalian proteins Only 10 are essential amino acids
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general Structure Alpha Carbon Carboxylic acid group (COOH) Amide group (NH2) R-group The R group (Residue group) is responsible for the unique properties of each amino acid
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At physiologic pH (pH 7.4) 1. the carboxyl group is dissociated, forming a negatively charged carboxylate ion -COOH -COO - + H +
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2. The amide group is protonated -NH2 + H+ -NH3 +
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1 -Non-polar amino acids Aliphatic Aromatic 2. Polar-Uncharged amino acids 3. Acidic amino acids 4. Basic amino acids
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Similar to uncharged aliphatic groups Have an aromatic ring (Benzyl ring) Hydrophobic Cluster in the interior of the protein
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Proton donors Negatively charged at neutral pH
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Positively charged at neutral pH Proton acceptors
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(Gly) Glycine – G Alanine – A (Ala) Valine – V (Val) Leucine – L (Leu) Methionine – M (Met) Isoleucine – I (Ile)
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Phenylalanine – F (Phe) Tyrosine – Y (Tyr) Tryptophan – W (Trp)
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Serine – S(Ser) Threonine – T(Thr) Cysteine – C (Cys) Proline – P (Pro) Asparagine – N (Asn) Glutamine – Q (Gln)
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Aspartate – D (Asp) Glutamate – E (Glu)
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Lysine – K (Lys) Arginine – R (Arg) Histidine – H (His)
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24 Cysteine can form disulfide bridges
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25 Disulfide bridges can crosslink proteins. Disulfide bonds are broken by mercaptoethanol.
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All Amino acids are optically active, EXCEPT glycin The alpha carbon is chiral Can exist in the D form or L form Mirror images Almost all amino acids are L-type
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“PVT TIM HALL” (Pro,Val,Thr, Try, Iul,Met, His, Arg, Leu, Lys) Proline, Valine, Threonine, Tryptophan, Isoleucine, Methionine Histidine, Arginine, Leucine, Lysine
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Amino acids in aqueous solution contain weakly acidic carbon groups and weakly basic amino groups Both free a.a and some combined amino acids can potentially act as buffers
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A pH is defined as the negative logarithm of the hydrogen ion concentration. It is mathematically represented by the formula: pH= - log [H + ]
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Buffers stabilize a solution at a certain pH. Henderson-Hasselbach equation pH= pKa + log __[A - ]____ [HA] Correlation HCO3/ H2CO3 buffer system
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