carbohydrates proteins lipids nucleic...
TRANSCRIPT
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Organic Macromolecules
• Carbohydrates
• Proteins
• Lipids
• Nucleic Acids
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Organic chemistry
Biological thought:
Vitalism (life force outside physical & chemical laws) Berzelius
Mechanism (all natural phenomena are governed by physical & chemical laws) Miller
Carbontetravalence
Tetrahedron shape determines function
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Hydrocarbons
•Only carbon & hydrogen (petroleum; lipid ‘tails’)
•Covalent bonding; nonpolar•High energy storage• Isomers (same molecular formula, but
different structure & properties)
• structural~differing covalent bonding
arrangement
• geometric~differing spatial
arrangement
• enantiomers~mirror images pharmacological industry (thalidomide)
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Functional Groups, I
• Attachments that replace one or more of the hydrogens bonded to the carbon skeleton of the hydrocarbon
• Each has a unique property from one organic to another
• Hydroxyl Group• H bonded to O; alcohols
• polar (oxygen); solubility in water
• Carbonyl Group
• C double bond to O;
• At end of H�C��: aldehydeOtherwise: ketone
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Functional Groups, II
• Carboxyl Group O double bonded to C to hydroxyl; carboxylic acids;
covalent bond between O and H; polar;
dissociation, H ion
• Amino Group N to 2 H atoms; amines;
acts as a base (+1)
• Sulfhydral Group sulfur bonded to H;thiols
• Phosphate Group phosphate ion; covalently attached by 1 of its O to the C skeleton;
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Polymers
• Covalent monomers
• Condensation reaction (dehydration reaction):
One monomer provides a hydroxyl group while the other provides a hydrogen to form a water molecule
• Hydrolysis:bonds between monomers
are broken by adding water (digestion)
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•Carbon free sugar –really?
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Carbohydrates, I
•MonosaccharidesCH2O formula;– multiple hydroxyl (-OH)
groups and 1 carbonyl (C=O) group:
– aldehyde (aldoses) sugarketone sugar
– cellular respiration;raw material for amino acids
and fatty acids
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Carbohydrates, II
Disaccharides glycosidic linkage (covalent bond) between 2 monosaccharides;covalent bond by dehydration reaction
Sucrose (table sugar) most common disaccharide
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Carbohydrates, III
• Polysaccharides Storage: Starch~ glucose monomers Plants: plastids Animals: glycogen
• Polysaccharides Structural: Cellulose~ most abundant
organic compound; Chitin~ exoskeletons; cell
walls of fungi; surgical thread
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Polysaccharides
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Lipids
• No polymers; glycerol and fatty acid
• Fats, phospholipids, steroids
• Hydrophobic; H bonds in water exclude fats
• Carboxyl group = fatty acid
• Non-polar C-H bonds in fatty acid ‘tails’
• Ester linkage: 3 fatty acids to 1 glycerol (dehydration formation)
• Triacyglycerol (triglyceride)
• Saturated vs. unsaturated fats; single vs. double bonds
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Lipids, II
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Phospholipids
•2 fatty acids instead of 3 (phosphate group)
• ‘Tails’ hydrophobic; ‘heads’ hydrophilic
•Micelle (phospholipid droplet in water)
•Bilayer (double layer);cell membranes
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Steroids
• Lipids with 4 fused carbon rings
•Ex: cholesterol:cell membranes;precursor for other
steroids • (sex hormones)
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Steroidogenesis
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Trans fats
• Partially hydrogenated oils
• Margarine vs butter
• Asap science:
• http://www.youtube.com/watch?v=KG_ybdk1VaE
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Saturated vs Unsaturated Lipids t-chart
• Basic properties of lipids on top
• Structure and function of saturated and unsaturated lipids
•
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Proteins
• Importance: • basic structural component of nearly
everything organisms• 50% dry weight of cells; most
structurally sophisticated molecules known
• Monomer: amino acids • (there are 20) • carboxyl (-COOH) group• amino group (NH2), • H atom, • variable group (R)….
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• Variable group characteristics: polar (hydrophilic), nonpolar (hydrophobic), acid or base
• Three-dimensional shape (conformation)
• Polypeptides (dehydration reaction):
peptide bonds~ covalent bond; carboxyl group to amino group (polar)
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Peptide Bond
•Dehydration
synthesis reaction that
bonds to amino acids
together to form a
dipeptide
•Repeated again and
again it will yield a
polypeptide which is a
protein
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Primary Structure
•Conformation: Linear structure
•Molecular Biology: each type of protein has a unique primary structure of amino acids
•Amino acid substitution:hemoglobin; sickle-cell anemia
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Secondary Structure
•Conformation: coils & folds (hydrogen bonds)
•Alpha Helix: coiling–keratin
•Pleated Sheet:parallel–silk
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Tertiary Structure
• Conformation: irregular contortions from R group bonding• Hydrophobic
• disulfide bridges
• hydrogen bonds
• ionic bonds
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Quaternary Structure
oConformation: 2 or more polypeptide chains aggregated into 1 macromoleculeocollagen (connective
tissue)
ohemoglobin
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• DNA • RNA
• Both
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Nucleic Acids, I
• Deoxyribonucleic acid (DNA)
• Ribonucleic acid (RNA)
• DNA->RNA->protein
• Polymers of nucleotides (polynucleotide):
nitrogenous basepentose sugarphosphate group
• Nitrogenous bases:pyrimidines~cytosine, thymine,
uracil purines~adenine, guanine
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Nucleic Acids, II
•Pentoses:• ribose (RNA)
• deoxyribose (DNA)
• nucleoside (base + sugar)
•Polynucleotide:• phosphodiester
linkages (covalent); phosphate + sugar
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Directionality
•5’ and 3’carbons on the sugar of DNA gives it directionality
•Processes happen in specific directions.
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Nucleic Acids, III
• Inheritance based on DNA replication
• Double helix (Watson & Crick -1953)
• H bonds~ between paired basesvan der Waals~ between stacked
bases
• A to T; C to G pairing
• Complementary