chap 4 - marcomolecules

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    CHAPTER 4

    CELLULAR CHEMICAL COMPOUNDS

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    Cellular chemical compounds

    Four main classes of large biological molecules:

    carbohydrates, lipids, proteins and nucleic acids

    also called macromolecules

    They are chain-like molecules called polymers : a

    long molecules consisting of many similar or identical

    building blocks linked by covalent bonds.

    The repeating units that serve as the building blocks

    of a polymer are small molecules called monomers.

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    Carbohydrates

    The most important source of energy in a cell

    General formula : CnH2n On

    Consists of carbon, hydrogen and oxygen 1:2:1

    Include both sugars and polymers of sugars

    Simplest carbohydrates : monosaccharides

    Double sugars : disaccharides consisting of two

    monosaccharides joined by a condensation reaction

    Macromolecules : oligosaccharides consisting two to tenunits of monosaccharides

    polysaccharides - consisting more than ten

    units of monosaccharides

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    Monosaccharides

    Few groups: trioses (C3H6O3), pentose (C5H10 O5) and

    hexoses (C6H12 O6)

    Example : Hexose - Glucose (C6H12 O6)

    Act as reducing agents in Benedict and Fehling Tests.

    2 groups : aldose and ketose depending on the location

    of the carbonyl group

    Example : Glucose is an aldose and fructose is a structural

    isomer of glucose is a ketose

    Characteristics : sweet, water-soluble and can crystallize

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    Oligosaccharides

    Consists of two or more units of monosaccharides

    Disaccharide (important oligosaccharides)

    Consists of two monosaccharides joined by a glycosidic linkage a

    covalent bond formed between two molecules by a condensation

    reaction

    Example:

    Glucose + glucose Maltose(Malt sugar in brewing beer)

    Glucose + fructose Sucrose(Table sugar)

    Glucose + galactose Lactose(sugar in milk)

    Characteristics : sweet, water-soluble and can crystallize

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    Condensation reaction to form disaccharide - sucrose

    + H2O

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    Polysaccharides

    Macromolecules, polymers with a few hundred to

    a few thousand monosaccharides joined by

    glycosidic linkages through condensation

    reaction

    General formula : (C6H12 O6)n

    Serve as storage material, hydrolyzed to provide

    sugar for cells and building material

    Characteristics : not sweet, insoluble in water

    and cannot crystallize

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    Starch

    Storage in plants. Consists entirely of glucose

    monomers. Plants store starch as granules within

    cellular structures called plastids which include

    chloroplasts.

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    Glycogen

    Similar to amylopectin but more extensively

    branched. Storage polysaccharide in human andother vertebrates mainly in liver and muscle cells.

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    Protein

    Consists of C, H, O and N and occasionally S made up of thousands of polypeptides chains

    Basic unit for polypeptide is amino acid connected bypeptide bonds

    Amino acid monomers side chain

    R carbon

    H O

    N C C

    H OH

    amino H carboxylgroup group

    the physical and chemical properties of the side chain

    determine the unique characteristics of a particular amino

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    Functions of protein:

    a. Building new tissues and replacing dead, injuredor damaged tissues

    b. Producing enzymes, antibodies, hemoglobin,

    carotene and hormones

    c. Produce energy by breaking down protein to

    carbohydrates

    d. Forming muscles

    Sources of protein:

    Meat, eggs, milk, fish and beans

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    Formation of Amino

    acid polymers

    Condensation

    H

    H

    OH

    OH

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    Level of Protein Structure

    The Primary Structure of Protein

    Example : Transthyretin a

    globular protein found in the

    blood that transport vitamin A

    and a particular thyroid hormonethroughout the body

    Four identical polypeptide chains

    make it composed of 127 amino

    acids

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    The Secondary Structure of

    Protein

    Composed of coils andfolds of polypeptide protein

    Hydrogen bonds linked the

    repeating constituents of

    the polypeptide backbone. Two types:

    helix human hair pleated sheet spider

    silk

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    The Tertiary Structure of

    Protein

    Holds by a few type ofbonds:

    Hydrophobic

    interaction

    Van der Waals

    interaction

    Ionic bond

    Disulfide bridge

    Example:Cytokines, Interleukins,

    Human growth

    hormones

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    The Quaternary Structure of Proteins

    Include overall protein structure that results from the

    aggregation of these polypeptide subunits Example :

    Hemoglobin : consists of four polypeptide subunits, two of

    one kind ( chains) and two of another kind ( chains)

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    Review: the four levels of protein structure

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    Lipid

    Consists of C, H and O and sometimes P

    Types of lipid : fats, phospholipids and steroids

    Characteristics : insoluble in water but soluble in organic

    solvent; at room temperature, lipid exists in two forms: liquid

    (oil) and solid (fat)

    Fats

    Form from smaller molecules by dehydration reactions

    Constructed from glycerol and fatty acids

    Fat molecule = three fatty acids join to a glycerol (ester

    linkage)

    Fat is also called triacylglycerol : three fatty acids + one

    glycerol

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    Fatty acids vary in length and in the number and locations of

    double bonds

    2 types : saturated and unsaturated fats

    Saturated fatty acid : No double bonds between carbon atoms

    composing the chain, it is saturated with hydrogen

    Unsaturated fatty acid : has one or more double bonds, form

    by the removal of hydrogen atoms from the carbon skeleton

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    Saturated fat

    Mostly animal fats

    Solid at room temperature Example : butter

    Unsaturated fat

    Mostly from plants and fishes

    Liquid at room temperature

    Example : Olive oil, cod liver oil

    The kinks where the cis double bond are located

    prevent the molecule from packing closely enough

    to solidify at room temperature

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    Function of fats:

    a. Release twice the energy for each gram ofburned fat, compared to carbohydrates.

    b. Act as heat insulators, for example adipose

    tissue under the skin

    c. Provide protection against injuries or

    concussion to internal organs for example fats

    around kidneyd. Act as the soluble site for fat-soluble vitamins

    like vitamins A, D, E and K.

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    Power from animal fat, soybeans, or other forms of biodiesel fuel

    Designed by Craig Loomes Design Group Ltd

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    Phospholipids

    Similar to fat but only has two fatty acids attached to glycerol

    The third hydroxyl group of glycerol is joined to a phosphate

    group which has a negative electrical charge

    Additional small molecules usually charged or polar can be

    linked to the phosphate group to form a variety of phospholipids

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    Nucleic Acid

    Two types of nucleic acids : deoxyribonucleic acid (DNA) and

    ribonucleic acid (RNA)

    These molecules enable living organisms to reproduce their

    complex components from one generation to the next

    DNA provides directions for its own replication, directs RNAsynthesis and control protein synthesis

    DNA is the genetic material that organisms inherit from their

    parents

    Each chromosome contains one long DNA molecule

    DNA encoded the information that program all the cells

    activities

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    The human genome has

    approximately 3 billion

    base pairs of DNA

    arranged into 46chromosomes (23 pairs of

    chromosomes including a

    pair of sex chromosome)

    DNA was first isolated by

    the Swiss physician

    Friedrich Miescher in 1869

    In 1953, James Watson

    and Francis Crick

    suggestedthe first

    accurate model of DNA

    structure

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    The Structure of Nucleic Acids

    Nucleic acids are macromolecules that exists as

    polymers called polynucleotides

    Each polynucleotides consists of monomers called

    nucleotides

    Nucleotides composed of three parts :a nitrogenous base a

    pentose (five-carbon sugar)

    a phosphate group

    Nucleotides are joined by covalent bonds called

    phosphodiester linkage

    Nucleotide monomers

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    Nucleotide monomers

    Phosphodiester linkage

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    Nucleotide Polymers

    Nucleotides are joined by covalent bonds called phosphodiester

    linkage between the OH group on the 3 carbon of one nucleotideand the phosphate on the 5 carbon of the next

    The two free ends of the polymers : phosphate attached to a 5

    carbon (5 end) and a hydroxyl group on a 3 carbon (3 end)

    5C

    3C

    5C

    3C

    Phosphodiester

    linkage

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    Base pairing:

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    Base pairing:

    In DNA

    Adenine(A) Thymine(T)

    Guanine(G) Cytosine(C

    In RNA

    Adenine(A) Uracil (U)

    Guanine(G) Cytosine(C

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    Differences between DNA and RNA

    Characteristics DNA RNA

    1. Pentose group(sugar)

    Deoxyribonucleicacid Ribonucleic acid

    2. Nitrogenousbase

    Adenine, Thymine,Guanine and

    Cytosine

    Adenine, Urasil,Guanine and

    Cytosine3. Structure Longer chain,

    double strandedShorter chain, canbe either double(only virus) or singlestrand

    Urasil replace Thymine in RNA; but the other nitrogen bases

    no changeUrasil = un-meth lated form of Th mine

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    Functions of DNA/RNA

    DNA:

    Containing genetic information = genes

    Synthesis of RNA as well

    Genes have coding that help in protein synthesis by RNA

    Can be inherited from parents to offsprings; genetic relationship

    RNA:

    Responsible for protein synthesis

    RNA

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    RNA

    3

    Transfer RNA

    (tRNA)

    3

    Messenger RNA

    (mRNA)

    Ribosomal RNA

    (rRNA)

    Messenger RNA

    Carries

    informationspecifying amino

    acid sequences of

    proteins from DNA

    to ribosomes

    Transfer RNA

    The RNA that moves

    amino acids to theribosome to be

    placed in the order

    prescribed by the

    messenger RNA

    Ribosomal RNA

    RNA that

    constructed theribosomal subunit;

    Helping in protein

    synthesis