021113 Chapter3 Revised RNA

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    Chapter 3 Learning Objectives

    To understand why carbon is so important in

    biological molecules To understand how organic molecules are

    synthesized

    To understand what carbohydrates, lipids,

    proteins, nucleotides and nucleic acids are

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    Why Is Carbon So Important in Biological Molecules?

    What does organic mean?

    Organicrefers to molecules containing a carbon

    skeleton bonded to hydrogen atoms

    Inorganicrefers to carbon dioxide and all molecules

    without carbon

    The carbon atom is versatile because it has 4 electrons

    in an outermost shell

    Organic molecules can assume complex shapes

    http://www.google.com/url?sa=i&rct=j&q=carbon+atom&source=images&cd=&cad=rja&docid=sBiWULRxircZjM&tbnid=IJKqr9MhTH0UYM:&ved=0CAUQjRw&url=http%3A%2F%2Fen.wikipedia.org%2Fwiki%2FCarbon&ei=DYQJUYPLFo662gXp-4HgBA&bvm=bv.41642243,d.aWM&psig=AFQjCNF3clR5dkhfSd4SQ-8HdoYOFagxFw&ust=1359664489583896
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    Functional groupsin organic molecules determine the characteristics

    and chemical reactivity of the molecules

    Functional groups are less stable than the carbon backbone and aremore likely to participate in chemical reactions

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    How Are Organic Molecules Synthesized?

    Small organic molecules (called monomers) are joinedto form longer molecules (called polymers)

    Biomolecules are joined or broken through dehydrationsynthesis or hydrolysis

    Monomers are joined together through dehydrationsynthesis, at the site where an H and an OH are

    removed, resulting in the loss of a water molecule(H2O)

    The openings in the outer electron shells of the twosubunits are filled when the two subunits share

    electrons, creating a covalent bond

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    How Are Organic Molecules Synthesized?

    Polymers are broken apart through hydrolysis

    (water cutting) Water is broken into H and OH and is used to

    break the bond between monomers

    Hydrolysis

    hydrolysis

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    How Are Organic Molecules Synthesized?

    All biological molecules fall into 1 of 4 categories

    Carbohydrates Lipids

    Proteins

    Nucleotides/nucleic acids

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    Table 3-2 (1 of 2)

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    Table 3-2 (2 of 2)

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    What Are Carbohydrates?

    Carbohydratemolecules are composed of C,

    H, and O in the ratio of 1:2:1 If a carbohydrate consists of just 1 sugar

    molecule, it is a monosaccharide

    2 linked monosaccharides form a disaccharide

    A polymer of many monosaccharides is a

    polysaccharide

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    What Are Carbohydrates?

    Carbohydrates are important energy sources for

    most organisms Most small carbohydrates are water-soluble due

    to the polar OH functional group

    Glucose (C6H

    12O

    6) is the most common

    monosaccharide in living organisms

    Sugar dissolving in water

    hydrogen

    bond

    hydroxyl

    group

    water

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    Glucose (C6H12O6)

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    What Are Carbohydrates?

    There are several monosaccharides with slightly

    different structures

    The basic monosaccharide structure is:

    A backbone of 37 carbon atoms

    Most of the carbon atoms have both a hydrogen (-H)

    and an hydroxyl group (-OH) attached to them

    Most carbohydrates have the approximate chemical

    formula (CH2O)nwhere n is the number of carbons in

    the backbone

    When dissolved in the cytoplasmic fluid of a cell, the

    carbon backbone usually forms a ring

    Example of monosaccharides

    Glucose (C6H12O6): the most common

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    What Are Carbohydrates?

    Additional monosaccharides are:

    Fructose (fruit sugar found in fruits, corn syrup,and honey)

    Galactose (milk sugar found in lactose)

    Ribose and deoxyribose (found in RNA and

    DNA, respectively)

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    Monosaccharides

    Fig. 3-5

    galactosefructose

    6

    5

    4

    32

    12

    34

    5

    1

    6

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    Ribose Sugars

    Fig. 3-6

    ribose deoxyribose

    Note missing

    oxygen atom

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    What Are Carbohydrates?

    The fate of monosaccharides inside a cell is:

    Some are broken down to free their chemicalenergy

    cellular respiration

    Some are linked together by dehydration

    synthesis

    energy storage

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    What Are Carbohydrates?

    Disaccharides consist of 2 monosaccharides

    linked by dehydration synthesis They are used for short-term energy storage

    When energy is required, they are broken apart

    by hydrolysis into their monosaccharide subunits

    glucose fructose sucrose

    dehydrationsynthesis

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    What Are Carbohydrates?

    Examples of disaccharides include:

    Sucrose(table sugar) = glucose + fructose Lactose(milk sugar) = glucose + galactose

    Maltose(malt sugar) = glucose + glucose

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    What Are Carbohydrates?

    Polysaccharides are chains of simple sugars

    Storage polysaccharides include:

    Starch, an energy-storage molecule in plants, formedin roots and seeds

    Glycogen,an energy-storage molecule in animals,found in the liver and muscles

    Both starch and glycogen are polymers of glucosemolecules

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    Starch is an Energy-Storing Plant Polysaccharide

    (b) A starch molecule

    (a) Potato cells

    (c) Detail of a starch molecule

    starch grains

    Fig. 3-8

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    What Are Carbohydrates?

    Polysaccharides are chains of simple sugars

    Many organisms use polysaccharides as a structural

    material Cellulose(a polymer of glucose) is one of the most

    important structural polysaccharides

    found in the cell walls of plants

    indigestible for most animals due to the orientation ofthe bonds between glucose molecules

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    Cellulose Structure and Function

    Fig. 3-9

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    What Are Carbohydrates?

    Polysaccharides are chains of simple sugars

    Chitin(a polymer of modified glucose units) isfound in:

    The outer coverings of insects, crabs, and

    spiders

    The cell walls of many fungi

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    What Are Lipids?

    Lipidsare a diverse group of molecules that

    contain regions composed almost entirely of

    hydrogen and carbon

    All lipids contain large chains of nonpolar

    hydrocarbons

    Most lipids are therefore hydrophobic and waterinsoluble

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    What Are Lipids?

    Lipids are diverse in structure and serve a

    variety of functions

    They are used for energy storage

    They form waterproof coverings on plant and

    animal bodies

    They serve as the primary component of cellular

    membranes

    Some are hormones

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    What Are Lipids?

    Lipids are classified into 3 major groups

    1. Oils, fats, and waxes2. Phospholipids

    3. Steroids containing rings of carbon, hydrogen,

    and oxygen

    A i i ?

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    What Are Lipids?

    1. Oils, fats, and waxes

    Oils, fats, and waxes are made of 1 or morefatty acidsubunits

    Fatsand oils

    Are used primarily as energy-storage

    molecules, containing 2X as many caloriesper gram as carbohydrates and proteins

    Are formed by dehydration synthesis 3 fatty acids + glyceroltriglyceride

    S h i f T i l id

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    glycerol fatty acids

    triglyceride

    Synthesis of a Triglyceride

    Fig. 3-12

    Wh t A Li id ?

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    What Are Lipids?

    Oils, fats, and waxes

    Fats that are solid at room temperature aresaturated(the carbon chain has as many

    hydrogen atoms as possible, and mostly or all C-

    C bonds); for example, beef fat

    Wh t A Li id ?

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    What Are Lipids?

    Oils, fats, and waxes

    Fats that are liquid at room temperature areunsaturated(with fewer hydrogen atoms, and

    many C=C bonds); for example, corn oil

    Unsaturated trans fats have been linked to

    heart disease

    Wh t A Li id ?

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    What Are Lipids?

    Oils, fats, and waxes

    Waxes are highly saturated and solid at room temperature

    Waxes form waterproof coatings such as on:

    Leaves and stems in plants

    Fur in mammals

    Insect exoskeletons Waxes are also used to build honeycomb structures

    Wh t A Li id ?

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    What Are Lipids?

    Phospholipids

    Phospholipids consist of 2 fatty acids + glycerol +a short polar functional group

    These form plasma membranes around all cells

    They have hydrophobic and hydrophilic portions

    The polar functional groups form the head

    and are water-soluble

    The nonpolar fatty acids form the tails and

    are water insoluble

    Ph h li id

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    Phospholipids

    Fig. 3-14

    polar head glycerolbackbone

    phosphategroup

    variablefunctional

    group

    (hydrophilic) (hydrophobic)

    fatty acid tails

    Wh t A Li id ?

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    What Are Lipids?

    Steroids

    Steroids are composed of 4 carbon rings fusedtogether with various functional groups

    protruding from them

    Examples of steroids include:

    Cholesterol

    Found in the membranes of animal cells

    Male and female sex hormones

    Steroids

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    Steroids

    Fig. 3-15

    What Are Proteins?

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    What Are Proteins?

    Functions of proteins

    Proteinshave a variety of functionsEnzymes are proteins that promote chemical

    reactions

    Structural proteins (e.g., elastin) provide

    support

    What Are Proteins?

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    What Are Proteins?

    Proteins are formed from chains of amino acids joined

    by peptide bonds

    All amino acids have a similar structure

    All contain amino and carboxyl groups

    All have a variable R group

    Some R groups are hydrophobic

    Some are hydrophilic

    Cysteine R groups can form disulfide bridges

    amino

    group

    hydrogen

    variable

    group

    carboxylic

    acid group

    Amino Acid Diversity

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    glutamic acid (glu) aspartic acid (asp)(a) Hydrophilic functional groups (b) Hydrophobic functional groups

    (c) Sulfur-containing

    functional group

    leucine (leu)phenylalanine (phe)

    cysteine (cys)

    Amino Acid Diversity

    Fig. 3-18

    What Are Proteins?

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    What Are Proteins?

    Amino acids are joined to form chains by dehydration

    synthesis

    An amino group reacts with a carboxyl group, and wateris lost

    The covalent bond resulting after the water is lost is a

    peptide bond,and the resulting chain of 2 amino acids is

    called a peptide Long chains of amino acids are known as polypeptides,

    or just proteins

    The sequence of amino acids in a protein dictates its

    function

    What Are Proteins?

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    What Are Proteins?

    Proteins exhibit up to 4 levels of structure Primary structureis the sequence of amino

    acids linked together in a protein Secondary structurecan be a helix,or a

    pleated sheet

    Tertiary structurerefers to complex foldings of

    the protein chain held together by disulfidebridges, hydrophobic/hydrophilic interactions,and other bonds

    Quaternary structureoccurs where multipleprotein chains are linked together

    The Four Levels of Protein Structure

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    The Four Levels of Protein Structure

    (a) Primary structure:The sequence of amino acidslinked by peptide bonds

    (c) Tertiary structure:Folding of the helix resultsfrom hydrogen bonds withsurrounding water moleculesand disulfide bridges betweencysteine amino acids

    (d) Quaternary structure:Individual polypeptides arelinked to one another byhydrogen bonds or disulfidebridges

    (b) Secondary structure:Usually maintained byhydrogen bonds, whichshape this helix

    helix

    hydrogenbond

    heme group

    leu

    val

    lys

    lys

    gly

    his

    ala

    lys

    val

    lys

    pro

    The Pleated Sheet: An Example of Secondary Structure

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    The Pleated Sheet: An Example of Secondary Structure

    Fig. 3-21pleated sheet

    hydrogen

    bond

    What Are Proteins?

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    What Are Proteins?

    The functions of proteins are linked to their

    3-dimensional structures

    Precise positioning of amino acid R groups

    leads to bonds that determine secondary

    and tertiary structure

    Disruption of secondary and tertiary bondsleads to denaturedproteins and loss of

    function

    Hair is Composed of the Protein Keratin

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    single hair

    enlargement

    of single hair

    microfibril

    protofibril

    helix of

    single keratin

    molecule

    disulfide bonds in

    straight hair

    hydrogen bonds

    Hair is Composed of the Protein Keratin

    Hair is Composed of the Protein Keratin

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    Hair is Composed of the Protein Keratin

    Hair is composed of helical keratin proteins

    intertwined and held together by disulfide bonds.

    Hair straightens out when wet because the H-

    bonds that create the helical structure are broken

    and replaced by H-bonds between the amino acidsand the H2O molecules between them. The protein

    becomes denatured and the helices collapse.

    Hair is Composed of the Protein Keratin

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    Hair is Composed of the Protein Keratin

    Curly hair is curly due to the specific sequence of amino

    acids. The disulfide bonds within and between the individual

    keratin molecules are located such that the helices arekinked, forming curls.

    When curly hair is stretched out, the H-bonds that hold the

    helical structure together are broken, thus straightening the

    hair. The covalent S-S bonds are distorted but not broken.

    What Are Nucleic Acids?

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    What Are Nucleic Acids?

    Nucleotidesact as energy carriers and

    intracellular messengers

    Nucleotides are the monomers of nucleic acid

    chains

    All nucleotides are made of 3 parts:

    Phosphate group

    5-carbon sugar

    Nitrogen-containing base

    Adenosine triphosphate (ATP)is a ribosenucleotide with 3 phosphate functional groups

    Deoxyribose Nucleotide

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    sugar

    phosphate

    base

    Deoxyribose Nucleotide

    Fig. 3-22

    The Energy-Carrier Molecule Adenosine Triphosphate

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    The Energy Carrier Molecule Adenosine Triphosphate

    (ATP)

    Fig. 3-23

    What Are Nucleic Acids?

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    What Are Nucleic Acids?

    DNA and RNA, the molecules of heredity, are

    nucleic acids

    There are 2 types of polymers of nucleic acids

    DNA(deoxyribonucleic acid)is found in

    chromosomes and carries genetic information

    needed for protein constructionRNA (ribonucleic acid)makes copies of DNA

    and is used directly in the synthesis of

    proteins

    What Are Nucleic Acids?

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    What Are Nucleic Acids?

    Each DNA molecule

    consists of 2 chains of

    nucleotides that forma double helix linked

    by hydrogen bonds