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    B I O 1 6 L E C T U R E 4

    CARBON COMPOUNDS IN

    CELLS

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    IMPORTANCE OF CARBON

    Carbon permeates the world of lifefrom theenergy-requiring activities and structural

    organization of cells, to physical and chemicalconditions that span the globe and influenceecosystems everywhere.

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    HUMANS AND GLOBAL WARMING

    Fossil fuels are rich in carbon

    Use of fossil fuels releases CO2 into atmosphere

    Increased CO2 may contribute to global warming

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    ORGANIC COMPOUNDS

    Hydrogen and other elementscovalently bonded to carbon

    CarbohydratesLipids

    Proteins

    Nucleic Acids

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    CARBONS BONDING BEHAVIOR

    Outer shell of carbonhas 4 electrons; canhold 8

    Each carbon atomcan form covalentbonds with up to 4atoms

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    METHANE: SIMPLEST ORGANIC

    COMPOUND

    Structural formula

    Ball-and-stick

    model

    Space-filling

    model

    HH

    H

    H

    C

    Figure 3.2Page 36

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    BONDING ARRANGEMENTS

    Carbon atoms can formchains or rings

    Other atoms projectfrom the carbonbackbone

    Glucose

    (ball-and-stick model)

    In-text figurePage 36

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    HEMOGLOBIN MOLECULAR MODELS

    Ball-and-stick model Space-filling model

    Ribbon modelFigure 3.3Page 37

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    FUNCTIONAL GROUPS

    Atoms or clusters of atoms that are covalentlybonded to carbon backbone

    Give organic compounds their different properties

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    EXAMPLES OF FUNCTIONAL GROUPS

    Methyl group - CH3

    Hydroxyl group - OHAmino group - NH3

    +

    Carboxyl group - COOH

    Phosphate group - PO3-

    Sulfhydryl group - SH

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    TYPES OF REACTIONS

    Functional group transfer

    Electron transfer

    Rearrangement

    Condensation

    Cleavage

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    CONDENSATION REACTIONS

    Form polymers from subunits

    Enzymes remove -OH from one molecule, H from

    another, form bond between two molecules

    Discarded atoms can join to form water

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    Figure 3.7aPage 39

    enzyme action at functional groups

    CONDENSATION

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    HYDROLYSIS

    A type of cleavage reaction

    Breaks polymers into smaller units

    Enzymes split molecules into two or more parts

    An -OH group and an H atom derived from water

    are attached at exposed sites

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    enzyme action at functional groups

    Figure 3.7bPage 39

    Hydrolysis

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    CARBOHYDRATES

    Monosaccharides(simple sugars)

    Oligosaccharides(short-chain carbohydrates)

    Polysaccharides(complex carbohydrates)

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    MONOSACCHARIDES

    Simplest carbohydrates

    Most are sweet tasting,

    water soluble

    Most have 5- or 6-carbon backbone

    Structure of glucose

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    DISACCHARIDES

    Type of oligosaccharide

    Two monosaccharidescovalently bonded

    Formed by condensationreaction

    + H2O

    glucose fructose

    sucrose

    Figure 3.8bPage 40

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    POLYSACCHARIDES

    Straight or branched

    chains of many sugar

    monomers

    Most common are

    composed entirely of

    glucose

    Starch chain

    Figure 3.9Page 40

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    CELLULOSE & STARCH

    Differences in bonding patterns betweenmonomers yield different properties

    amylose (a starch)cellulose

    Figure 3.10Page 41

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    GLYCOGEN

    Sugar storage form in animals

    Large stores in muscle and liver cells

    Figure 3.10Page 41

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    CHITIN

    Polysaccharide

    Nitrogen-containing groups attached to glucosemonomers

    Structural material for hard parts of invertebrates,cell walls of many fungi

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    LIPIDS

    Most include fatty acids

    Fats

    Phospholipids

    Waxes Sterols and their derivatives have no fatty acids

    Tend to be insoluble in water

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    FATTY ACIDS

    Carboxyl group at one

    end

    Carbon backbone

    Saturated or unsaturated

    linolenic

    acidstearic acid oleic acidFigure 3.12Page 42

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    FATS

    Fatty acid(s) attached to

    glycerol

    Triglycerides are most

    common

    Figure 3.13Page 42

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    PHOSPHOLIPIDS

    Main component of

    cell membranes

    Hydrophobic head

    Hydrophilic tails

    Fig. 3.14a,b

    Page 43

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    STEROLS AND DERIVATIVES

    No fatty acids

    Rigid backbone of four

    fused-together carbon

    rings

    Cholesterol - most

    common type in

    animals

    Figure 3.15aIn-text p43

    Cholesterol

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    WAXES

    Long-chain fatty acids linked to long-

    chain alcohols or carbon rings

    Firm consistency, repel water

    Important in water-proofing

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    AMINO ACID STRUCTURE

    Aminogroup

    Carboxylgroup

    R group

    Figure 3.16

    Page 44

    Figure 3.17Page 44

    tryptophan(trp)

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    PROTEIN SYNTHESIS

    Peptide bond

    Condensation reaction links amino group of one amino

    acid with carboxyl group of next

    Water forms as a by-product

    Fig. 3.18aPage 45

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    PRIMARY STRUCTURE

    Sequence of amino acids

    Unique for each protein

    Two linked amino acids = dipeptide

    Three or more = polypeptide

    Backbone of polypeptide has N atoms:

    -N-C-C-N-C-C-N-C-C-N-

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    SECOND AND THIRD

    LEVELS

    Hydrogen bonding

    produces helix or

    sheet

    Domain formation

    Secondarystructure

    Tertiary structure

    Figure 3.19aPage 46

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    FOURTH LEVEL STRUCTURE

    Some proteins are

    made up of more

    than onepolypeptide chain

    HLA-A2 quaternary structureFigure 3.20Page 47

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    HEMOGLOBIN

    alpha chain

    beta chain alpha chain

    beta chain

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    ONE WRONG AMINO ACID

    Single amino acid change in beta chain can causesickle-cell anemia

    HbS

    valine histidine leucine proline threonine glutamatevaline

    Fig. 3.21c,dPage 48

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    SICKLE CELL ANEMIA

    Caused by two mutated copies (HbS) of Hb gene

    Low oxygen causes red blood cells to clump

    Clumping prevents normal blood flow

    Over time, may damage tissues and organsthroughout the body

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    NUCLEOTIDE STRUCTURE

    Sugar

    At least one

    phosphate group

    Nitrogen-containing

    base

    ATP

    Figure 3.23a

    Page 50

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    NUCLEOTIDE FUNCTIONS

    Energy carriers

    Coenzymes

    Chemical messengers

    Building blocks for nucleic

    acids

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    DNA

    Double-stranded

    Sugar-phosphatebackbone

    Covalent bonds inbackbone

    H bonds betweenbases

    Figure 3.25

    Page 51

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    RNA

    Usually single strands

    Four types of nucleotides

    Unlike DNA, contains the base uracil in place ofthymine

    Three types are key players in protein synthesis