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    AP Biology 2007-2008

    Chemistry of Carbon

    Building Blocks of Life

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    AP Biology

    Why study Carbon?All of life is built on carbon

    Cells~72% H

    2O

    ~25% carbon compoundscarbohydrateslipidsproteinsnucleic acids

    ~3% saltsNa, Cl, K

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    AP Biology

    Chemistry of LifeOrganic chemistry is the study of carbon compoundsC atoms are versatile building blocks

    bonding properties4 stable covalent bonds

    HH C

    H

    H

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    AP Biology

    Complex molecules assembled like TinkerToys

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    AP Biology

    HydrocarbonsCombinations of C & H

    non-polar not soluble in H 2Ohydrophobic

    stablevery little attractionbetween molecules

    methane(simplest HC)

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    AP Biology

    Hydrocarbon Shapes

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    AP Biology

    IsomersMolecules with same molecular formulabut different structures (shapes)

    different chemical properties

    different biological functions

    6 carbons

    6 carbons

    6 carbons

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    AP Biology

    Form affects functionStructural differences create importantfunctional significance

    amino acid alanine

    L-alanine used in proteinsbut not D-alanine

    Medicines L-DopaL-version activebut not D-version

    sometimes withtragic results

    stereoisomersstereoisomers

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    AP Biology

    Form affects functionThalidomide

    prescribed to pregnant women in 50s & 60sreduced morning sickness, but

    stereoisomer caused severe birth defects

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    AP Biology

    Trans fats are a type of isomer Fatty acid tails are hydrocarbons.Unsaturated fats have double bondsbetween carbons.

    Form follows function!

    Trans fats are straight and solidify atroom temperature.

    Cis (olive oil)

    Trans (partially hydrogenatedvegetable oil)

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    AP Biology

    Diversity of moleculesSubstitute other atoms or groupsaround the carbon

    ethane vs. ethanolH replaced by an hydroxyl group (OH)nonpolar vs. polar

    gas vs. liquid

    biological effects!

    ethane (C 2H6) ethanol (C 2H5OH)

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    AP Biology

    Functional groupsParts of organic molecules that areinvolved in chemical reactions

    give organic molecules distinctive

    propertieshydroxyl aminocarbonyl sulfhydrylcarboxyl phosphate

    Affect reactivitymakes hydrocarbons hydrophilicincrease solubility in water

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    AP Biology

    Viva la difference!Basic structure of male & femalehormones is identical

    identical carbon skeleton

    attachment of different functional groupsinteract with different targets in the bodydifferent effects

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    AP Biology

    Hydroxyl OH

    organic compounds with OH = alcoholsnames typically end in ol

    ethanolIncreases polarity of a molecule

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    AP Biology

    CarbonylC=O

    O double bonded to Cif C=O at end molecule = aldehyde

    if C=O in middle of molecule = ketone

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    AP Biology

    Carboxyl COOH

    C double bonded to O & single bondedto OH group

    compounds with COOH = acidsfatty acidsamino acids

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    AP Biology

    Amino-NH 2

    N attached to 2 Hcompounds with NH 2 = amines

    amino acidsNH2 acts as base

    ammonia picks up H + from solution

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    AP Biology

    Sulfhydryl SH

    S bonded to Hcompounds with SH = thiols

    SH groups stabilize the structure of proteins

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    AP Biology

    Phosphate PO 4

    P bound to 4 Oconnects to C through an O

    lots of O = lots of negative chargehighly reactive

    transfers energy between organic molecules

    ATP, GTP, etc.

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    AP Biology 2007-2008

    Macromolecules

    Building Blocksof Life

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    AP Biology

    MacromoleculesSmaller organic molecules join together to form larger molecules

    macromolecules

    4 major classes of macromolecules:

    carbohydrates

    lipidsproteinsnucleic acids

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    AP Biology

    H2O

    HO

    HO H

    H HHO

    PolymersLong molecules built by linking repeatingbuilding blocks in a chain

    monomers

    building blocksrepeated small units

    covalent bonds

    Dehydration synthesisDehydration synthesis

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    AP Biology

    H2O

    HO

    HO H

    H HHO

    How to build a polymer Synthesis

    joins monomers by taking H 2O outone monomer donates OH

    other monomer donates H +together these form H 2O

    requires energy & enzymes

    enzymeDehydration synthesisDehydration synthesis

    Condensation reactionCondensation reaction

    You gottabe open tobonding!

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    AP Biology

    H2O

    HO H

    HO H HO H

    How to break down a polymer

    Digestionuse H2O to breakdown polymers

    reverse of dehydration synthesis

    cleave off one monomer at a time

    H2O is split into H + and OH

    H+ & OH attach to ends

    requires enzymesreleases energy

    Br eaking upis ha r d to do!

    HydrolysisHydrolysis

    DigestionDigestion

    enzyme

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    AP Biology 2007-2008

    Any Questions??