Biological Molecules
The Building Blocks of Life
                                               W
                                               O
• Before we begin, get out a piece of paper,
                                               R
  put your name on it, and do the following:   K
 • As review, sketch a diagram of an atom      T
   and label the particles.                    O
                                               G
 • Sketch a water molecule, and state what     E
   kind of bonds form between the oxygen       T
   and hydrogen atoms in water.                H
                                               E
                                               R
Which four elements make up about 96%
            of living matter?
 1. carbon, hydrogen,
                        81%
    nitrogen, oxygen
 2. carbon, sulfur,
    phosphorous,
    hydrogen
 3. carbon, oxygen,
    sulfur, calcium
                                        13%
 4. oxygen, hydrogen,
                              4%   2%
    calcium, sodium
                        1     2     3    4
   An atom of nitrogen attracts electrons more
strongly than an atom of hydrogen. Which of the
    following best describes ammonia (NH3)?
                          25%   25%   25%   25%
  1. The nitrogen is
     slightly negative.
  2. The nitrogen is
     strongly positive.
  3. The hydrogens are
     slightly negative.
  4. The hydrogens are
     strongly positive.
                          1      2     3     4
 Carbon is the backbone of organic molecules.
With an atomic number of 6, carbon can form up
          to ___ different ___ bonds.
                         25%   25%   25%   25%
  1.   6; ionic
  2.   6; covalent
  3.   4; ionic
  4.   4; covalent
                          1     2     3     4
Atoms to Molecules
In our model of scale, remember that the marble
represented a small monomer, such as glucose.
        The FOUR Classes of Large
              Biomolecules
• All living things are made up of four classes of
  large biological molecules:
  •   Carbohydrates
  •   Lipids
  •   Protein
  •   Nucleic Acids
• Macromolecules are large molecules composed
  of thousands of covalently bonded atoms
• Molecular structure and function are inseparable
         The FOUR Classes of Large
               Biomolecules
• A polymer is a long molecule consisting of many
  similar building blocks
• These small building-block molecules are called
  monomers
• Three of the four classes of life’s organic molecules
  are polymers
    • Carbohydrates
    • Proteins
    • Nucleic acids
                   One glucose molecule alone
                         is a monomer.
 Two or more
    glucose
molecules linked
 together can
make a polymer.
         Functional Groups
Functional groups
 determine how a
   molecule will
interact with other
    molecules.
                      Why does sugar dissolve in water?
The methyl group, consisting of carbon bonded
 to hydrogen, is an area of ___ in an organic
                  molecule.
                           50%       50%
 1. Polarity
 2. Non-polarity
                            1          2
If you see oxygen or nitrogen in the structure of
 an organic molecule, expect that area to be:
                             50%        50%
  1. Polar
  2. Non-polar
                              1           2
   The synthesis and breakdown of
             polymers
• A dehydration reaction
  occurs when two
  monomers bond together
  through the loss of a
  water molecule
• Polymers are
  disassembled to
  monomers by
  hydrolysis, a reaction
  that is essentially the
  reverse of the
  dehydration reaction
 Dehydration Synthesis
 Two glucose
  molecules     ...can bond together
(monomers)...      to make maltose
                       (dimer).
Dehydration Synthesis
            Hydrolysis
A dimer such as      ...can be broken
maltose, or any         apart into its
other polymer...         constituent
                        monomers.
Hydrolysis
Making/Breaking Molecules
                               Monomers or
                                Polymers?
   The process                                              The process
occurring between                                        occurring between
    C and A is:                                              A and C is:
    Hydrolysis                                              Dehydration
                                                             Synthesis
            What is taken                What is given
             up here?                     off here?
               H2O                          H2O
                            Monomer or
                             Polymer?
In our model of scale, large chain molecules
   (polymers) are represented by the cat.
Carbohydrates
Carbohydrates Serve as Fuel
 & Building Material
 • Carbohydrates include sugars and the
   polymers of sugars
 • The simplest carbohydrates are
   monosaccharides, or single sugars
 • Carbohydrate macromolecules are
   polysaccharides, polymers composed of many
   sugar building blocks
The Diversity of Polymers
 • Each cell has thousands of different
   macromolecules
 • Macromolecules vary among cells of an
   organism, vary more within a species, and vary
   even more between species
 • An immense variety of polymers can be built
   from a small set of monomers
Sugars: Monosaccharides
• Monosaccharides have molecular
  formulas that are usually multiples of
  CH2O
• Glucose (C6H12O6) is the most
  common monosaccharide
• Monosaccharides are classified by
  – The location of the carbonyl group
  – The number of carbons in the carbon
    skeleton
                Monomers
Simple sugars, such as
   glucose, are the
monomers of complex
   carbohydrates.
Label a hydrogen group
 and hydroxyl group on
  the glucose diagram.
     What are some
   properties of these
         groups?
What is similar about
 these four simple
      sugars?
 What is different?
 glucose    fructose                   sucrose
What process do you see happening here to create this
    glycosidic linkage between the two sugars?
What is the scientific term for a pair of monomers linked
                         together?
  Sugars: Disaccharides
• A disaccharide is formed when a dehydration
  reaction joins two monosaccharides
• This covalent bond is called a glycosidic
  linkage
Synthesizing Maltose & Sucrose
        Polysaccharides
• Polysaccharides,
  the polymers of
  sugars, have
  storage and
  structural roles
• The structure and
  function of a
  polysaccharide are
  determined by its
  sugar monomers
  and the positions of
  glycosidic linkages
Types of Polysaccharides: Storage
  • Starch, a storage
    polysaccharide of
    plants, consists
    entirely of glucose
    monomers
  • Plants store surplus
    starch as granules
    within chloroplasts
    and other plastids
  • The simplest form
    of starch is amylose
                         Glycosidic linkages between many
                          sugar molecules create complex
                           carbohydrates, such as starch.
What is the scientific
  term for many
 monomers linked
    together?
Types of Polysaccharides: Storage
  • Glycogen is a
    storage
    polysaccharide in
    animals
  • Humans and other
    vertebrates store
    glycogen mainly in
    liver and muscle
    cells
Types of Polysaccharides: Structural
 • The polysaccharide cellulose is a major
   component of the tough wall of plant cells
 • Like starch, cellulose is a polymer of glucose,
   but the glycosidic linkages differ
 • The difference is based on two ring forms for
   glucose: alpha () and beta ()
           Cellulose
              Hemp
  Cotton
                       Rayon
                       Dietary
Linen                  “fiber”
Such Elegance!
What do you see in the structure of cellulose that tells
           you that it is a carbohydrate?
          How is cellulose similar to starch?
      Cellulose vs. Starch
 We can digest starch (amylose) but not cellulose.
What difference do you see that might be the reason
                    behind this?
                  Chitin
                      Pectin
In general, how
can we describe
    complex
carbohydrates?
               Polysaccharide
            Random Acts of Biology
• Cellulose in human food passes through the
  digestive tract as insoluble fiber
• Some microbes use enzymes to digest cellulose
• Many herbivores, from cows to termites, have
  symbiotic relationships with these microbes
• Chitin, another structural polysaccharide, is found
  in the exoskeleton of arthropods (crunch!)
• Chitin also provides structural support for the cell
  walls of many fungi
Who knew?
            White death?
Some people claim that sugar is harmful, toxic,
             or addictive. Is it?
http://ed.ted.com/lessons/how-sugar-affects-the-brain-nicole-avena
Fake sugar?
Complex carbohydrates are:
 1. Polymers of simple   50%   50%
    sugars.
 2. Monomers of
    simple sugars.
                         1       2
True or false: Sugars and starch have a lot
               of fat in them.
  1. True                 50%      50%
  2. False
                           1         2
                                              W
                                              O
• Look around you. What are some              R
  specific examples of carbohydrates that     K
  are in this room right now?
                                              T
• List some specific carbohydrates that       O
                                              G
  you ate for breakfast. Not the foods that
                                              E
  they were in – name the carbohydrates       T
  themselves.                                 H
                                              E
                                              R
Lipids
Lipids Are Hydrophobic
Lipids are a diverse group of hydrophobic
molecules
 • Lipids are the one class of large biological
   molecules that do not form polymers
 • The unifying feature of lipids is having little or
   no affinity for water (water fearing)
 • Lipids are hydrophobic because they consist
   mostly of hydrocarbons, which form nonpolar
   covalent bonds
 • The most biologically important lipids are fats,
Fats: Start with a Simple Little
 Glycerol Molecule
 • Fats are constructed from two
   types of smaller molecules:
   glycerol and fatty acids
 • Glycerol is a three-carbon
   alcohol with a hydroxyl group
   attached to each carbon
 • A fatty acid consists of a
   carboxyl group attached to a
   long carbon skeleton
Dehydration Rxn 1: Add a Fatty Acid
 • Next, add a “fatty acid” through a dehydration
   synthesis reaction
 • What makes it an acid? The C double bond O,
   single bond OH!
Dehydration Rxn 2!!
 • Next, add a SECOND “fatty acid” through a
   dehydration synthesis reaction
Dehydration Reaction THREE!!!
 • The joining
   of the C of
   the fatty
   acid to the
   O of the
   hydroxyl
   group of
   the
   glycerol is
   called an
   ester
   linkage.
 Label a methyl group and a hydroxyl group on one
   of the fatty acids. What are some properties of
                     these groups?
  What process
    do you see
happening here
 to create these
  ester bonds
   between the
fatty acid chains
and the glycerol
       in this
   triglyceride?
                          Lipids that are solid
                         at room temperature
                         are composed mostly
                           of saturated fatty
                                 acids.
 Stearic acid (found in wax
 and lard) and butyric acid
    (found in butter) are
examples of saturated fatty
           acids.
Lipids that are liquid at
 room temperature are
  composed mostly of
unsaturated fatty acids.
                            Oleic acid and linoleic acid
                            are unsaturated fatty acids
                                that are common in
                                  vegetable oils.
Saturated vs. Unsaturated
Saturated or Unsaturated?
• Fats made from
  saturated fatty acids
  are called saturated
  fats, and are solid at
  room temperature
• Most animal fats are
  saturated (lard)
• Saturated fatty
  acids have the
  maximum number of
  hydrogen atoms
  possible and no
Saturated or Unsaturated?
• Fats made from
  unsaturated fatty acids
  are called unsaturated
  fats or oils, and are
  liquid at room
  temperature
• Plant fats and fish fats
  are usually
  unsaturated
• Unsaturated fatty
  acids have one or
  more double bonds
Saturated or Unsaturated?
• A diet rich in saturated
   fats may contribute to
  cardiovascular disease
 through plaque deposits
• Hydrogenation is the
  process of converting
    unsaturated fats to
 saturated fats by adding
        hydrogen
   What’s a Trans fat?
 • Hydrogenating vegetable oils also creates
    unsaturated fats with trans double bonds
• These trans fats may contribute more than
   saturated fats to cardiovascular disease
Saturated or Unsaturated?
    • Certain unsaturated fatty acids are not
         synthesized in the human body
      • These must be supplied in the diet
• These essential fatty acids include the omega-3
    fatty acids, required for normal growth, and
        thought to provide protection against
               cardiovascular disease
  Essential Fatty Acids
• OMEGA 3
ALA
EPA
DHA
     Essential Fatty Acids
• OMEGA 6
LA
AA
GLA
DGLA
                  Trans fats?
    Unsaturated fats bend    Trans configuration results in
     because of the cis      an unsaturated fatty acid that
       configuration            is a straight chain like a
                                   saturated fatty acid
Trans fats are rare in nature. Hydrogenation can create both
               saturated and trans fatty acids.
  Fats: Major function is
         storage!
• The major function
  of fats is energy
  storage
• Humans and other
  mammals store
  their fat in adipose
  cells
• Adipose tissue also
  cushions vital
  organs and
  insulates the body
                    A puzzle:
Shortening and margarine
labels often brag that their
products are made with healthy,
unsaturated vegetable oils.
Vegetable oils are liquid at room
temperature. So why are
shortening and margarine solid
at room temperature?
              Phospholipids
                              Saturated or
                              unsaturated?
Label the phosphate group
on this phospholipid. What
are some properties of this
          group?
            Phospholipids
• When phospholipids are
  added to water, they self-
  assemble into a bilayer,
  with the hydrophobic tails
  pointing toward the interior
• The structure of
  phospholipids results in a
  bilayer arrangement found
  in cell membranes
• Phospholipids are the
  major component of all cell
  membranes
                          A Single Phospholipid Molecule
                                   Choline
       Hydrophilic head
                                  Phosphate
                                   Glycerol
Hydrophobic tails
                                  Fatty acids
                                                                                  Hydrophilic
                                                                                    head
                                                                                  Hydrophobic
                                                                                      tails
(a) Structural formula                          (b) Space-filling model   (c) Phospholipid symbol
Steroids
                Steroids
• Steroids are lipids characterized by a carbon
  skeleton consisting of four fused rings
• Cholesterol, an important steroid, is a
  component in animal cell membranes
• Although cholesterol is essential in animals,
  high levels in the blood may contribute to
  cardiovascular disease
Fake fat?
  What do you see in this molecular
structure that suggests why Olestra is
not digested? Why might it cause the
  symptoms described on the label?
                    Olestra
 Olestra- (also known by its
 brand name Olean) is a fat
    substitute that adds no
fat,calories, or cholesterol to
products. It has been used in
the preparation of otherwise
high-fat foods such as potato
  chips, thereby lowering or
 eliminating their fat content.
                                               W
                                               O
                                               R
•   List some examples of lipids or fatty      K
    acids – not the foods that contain them,
                                               T
    but specific lipids.
                                               O
                                               G
•   How are carbohydrates and lipids
                                               E
    different from one another?                T
                                               H
                                               E
                                               R
 A fatty acid consists of:
1. A chain of carbon   85%
   and hydrogen
   atoms.
2. A chain of sugar
   molecules.
3. A chain of any
   carbon-containing
   monomers.                 7%   9%
                       1     2     3
Why can’t you mix oil and water?
1. Oil floats on water.
                                    93%
2. Oil is more dense
   than water.
3. Oil is non-polar,
   while water is
   polar.
4. Oil is an organic
   molecule, while
   water is not.               7%
                          0%              0%
                          1    2     3     4
Which of these is the largest
          object?
1.   A carbon atom.     25%   25%   25%   25%
2.   A fatty acid.
3.   A phospholipid.
4.   A cell membrane.
                        1      2     3     4
Proteins
              Monomers
Amino                                Carboxylic acid
group                                    group
    Amino acids are the monomers of proteins.
 On your diagram, label the amino group and the
carboxylic acid group. What are some properties of
                   these groups?
  R-groups
determine the
properties of
  individual
amino acids.
What process do you see happening here to create this
    peptide bond between the two amino acids?
 What is the scientific term for many monomers linked
                         together?
Protein Structure: 4 Levels
• Primary structure consists of its unique
  sequence of amino acids
• Secondary structure, found in most proteins,
  consists of coils and folds in the polypeptide
  chain
• Tertiary structure is determined by interactions
  among various side chains (R groups)
• Quaternary structure results when a protein
  consists of multiple polypeptide chains
       Primary Structure
• Primary structure,
  the sequence of
  amino acids in a
  protein, is like the
  order of letters in a
  long word
• Primary structure is
  determined by
  inherited genetic
  information
    Secondary Structure
• The coils and folds of
  secondary structure
  result from hydrogen
  bonds between
  repeating constituents of
  the polypeptide
  backbone
• Typical secondary
  structures are a coil
  called an  helix and a
  folded structure called a
   pleated sheet
Secondary Structure
Tertiary Structure
   Quaternary Structure
• Quaternary structure results when two or
  more polypeptide chains form one
  macromolecule
• Collagen is a fibrous protein consisting of
  three polypeptides coiled like a rope
   Quaternary Structure
• Hemoglobin is a globular protein consisting
  of four polypeptides: two alpha and two beta
  chains
Some proteins, like keratin, are structural proteins.
Actin and myosin fibers in muscle cells, spider webs, and
            silk are also structural proteins.
Some proteins, such as insulin, are hormones.
Some proteins are enzymes that build or break down other
                molecules in living cells.
Some proteins are structured to carry or move substances,
such as hemoglobin that carries oxygen, or cell membrane
  proteins that move substances across the membrane.
 Heat, acidity, or both can denature proteins. Denaturing
    changes the shape of a protein, which changes its
appearance and functionality. Denaturing is what happens
 when we fry an egg (egg whites contain albumin protein)
 or use acids to turn milk into cheese (milk solids contain
                      casein proteins).
      The shape of a protein determines its function.
  The shape of an individual protein is determined by the
order of amino acids in the primary chain, which affects how
the amino acid chain twists and folds into the final shape of
                         the protein.
DNA contains the code that instructs the cell machinery to
 put amino acids together in a particular order to make a
particular protein. As long as the DNA contains the correct
   code, the protein will function. Mistakes in the code
   (mutations) change the order of amino acids, which
 changes the structure of the protein, which prevents the
            protein from carrying out its function.
True or False: Meat is an example
           of a protein.
 1. True: Meat is an
                                   85%
    important dietary
    protein.
 2. False: Meat is muscle
    tissue that is made up
    of many different
    proteins, lipids, and
    other molecules.
                             15%
                             1       2
___ bonds are responsible for primary structure
 of proteins, while ___ bonds contribute to the
              secondary structure.
  1.   Ionic; covalent           42%
  2.   Peptide; hydrogen
  3.   Peptide; covalent
                           26%
  4.   Hydrogen; ionic
                                       21%
                                             12%
                           1      2     3     4
When we say “proteins are made of
  amino acids,” it means that:
1. Proteins are larger
                         33%   33%   33%
   than amino acids.
2. Amino acids are
   larger than
   proteins.
3. Both amino acids
   and proteins are
   about the same
   size.
                         1      2      3
                                                W
                                                O
                                                R
•   List some examples of specific proteins     K
    – again, not foods that contain proteins,
                                                T
    but specific proteins.
                                                O
                                                G
•   Why are there so many different kinds
                                                E
    of proteins?                                T
                                                H
                                                E
                                                R
Nucleic Acids
                  Monomers
Label the parts
    on this
  nucleotide.
  Is this a
nucleotide of
DNA or RNA?
How can you
    tell?
Nucleotides link together to form nucleic acids. The
 sugars bind to the phosphate groups to form the
               backbone of the chain.
DNA is two strands of
nucleotides side-by-
        side.
  What is the type of
 bond that forms the
cross-links holding the
two strands together?
                        ATP
     Adenosine
 triphosphate, the
  universal energy
 carrier, is a single
nucleotide (adenine)
   with two extra
 phosphate groups
      attached.
 DNA is found inside of the
       nucleus of a:
1. Cell
                33%   33%   33%
2. Atom
3. Both
                1      2      3
         Try to fill in this table from memory:
 Monomers           Polymers             Examples
                    Complex               Starch,
Simple sugars
                  Carbohydrates        Cellulose, etc.
                                        Hemoglobin,
Amino acids          Proteins
                                        Keratin, etc.
Fatty acids &                          Fats, waxes,
                       Lipids
  glycerol                             oils, steroids.
 Nucleotide        Nucleic Acids         DNA, RNA
                                           W
• Observe the structure of each of these   O
  monomers and identify them.              R
                                           K
1                         2
                                           T
                                           O
                                           G
    Amino Acid                Sugar        E
                                           T
           3                               H
                      Fatty Acid           E
                                           R
• The circled objects in our scale model    W
  represent...                              O
                  Small                     R
                 Molecule         Chain     K
       Atom
                                 Molecule
                                            T
                                            O
                                            G
                                            E
                                            T
                                            H
                                            E
                                            R
                 Recap
• Atoms of carbon, hydrogen, oxygen, and a
  few other elements bond together covalently
  to make the biological molecules.
• Monomers (small molecules, such as
  glucose) bond together to form polymers
  (large chain molecules, such as complex
  carbohydrates).
• The four classes of biological molecules are
  carbohydrates, lipids, proteins, and nucleic
  acids.