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Macromolecules
Building Complex Molecules That
Comprise Living Things
Comparison of Terms
Molecule
Two or more atoms joined by
chemical bonds
Macromolecule Large polymer made of
repeating monomer units
Four types of organic macromolecules
are important in living systems.
Macromolecules: Polymers Made of
Repeating Monomers
Macromolecule Monomer Unit
Carbohydrates
Sugars
Lipids
Proteins
Fatty acids
Nucleic Acids
Nucleotides
Amino acids
Organic Macromolecules
Contain Carbon
Question: How many
electrons does carbon need
to fill its outer energy level?
Answer: Four
Each carbon atom can make four
covalent bonds with other types of
atoms or additional carbons.
Synthesis and Breakdown of
Macromolecules
Dehydration
Synthesis
Hydrolysis
Removal of water to add
monomer units
Addition of OH and H
groups of water to break
a bond between
monomers
Dehydration Synthesis / Hydrolysis
Dehydration Synthesis
Hydrolysis
Carbohydrates: Structure
• Simple
– Monosaccharides= one sugar unit
Glucose = blood sugar
All cells use glucose for energy
Carbohydrates: Structure
• Simple
– Disaccharides = two sugar units
CH2OH
HOCH2 O H
O
H
H
+
H
H HO
OH H
CH2OH
HO
OH HO
HO
H
H HO
Glucose + Fructose
CH2OH
H
HOCH2
O
O
H
H
H HO
H
OH H
O
HO
CH2OH
H
H HO HOH HO
Sucrose & Water
Carbohydrates: Structure
• Simple
– Disaccharides = two sugar units
• Sucrose = glucose + fructose
table sugar
• Lactose = glucose + galactose
milk sugar
• Maltose = glucose + glucose
seed sugar
Carbohydrates: Structure
• Complex
– Polysaccharides= many sugar units
•
•
•
•
Starch -- storage in plants
Glycogen -- storage in animals
Cellulose -- plant cell walls, indigestible
Chitin -- exoskeletons of insects,
fungal cell walls
Chitin
Carbohydrates: Functions
•
•
•
•
Energy source
Structural component
Cell-cell communication
C:H:O ratio 1:2:1
Carbohydrates: Dietary
Recommendations
• 58% of calories from carbohydrates
• No more than 10% of calories from simple,
refined sugars
• Emphasize
– Complex Carbohydrates
• Starch
• Fiber (cellulose)
– Naturally-occurring simple carbohydrates
• Fructose from fruit
• Lactose from milk
Macronutrients As
Energy Sources
Applying Your Knowledge
1. Monosaccharide
2. Polysaccharide
3. Disacharide
A. Which molecule consists of two sugar
units?
B. Which choice best describes glycogen?
C. Which type of molecule provides the basic
energy for your cells?
D. Which type of molecule is found in milk?
Macromolecules: Polymers Made of
Repeating Monomers
Macromolecule
Monomer Unit
Lipids
(fats, oils, waxes)
Fatty acids
Lipids: Structure
• Triglyceride—predominant form in diet
– One molecule of glycerol
– Three fatty acids
– C:H:O ratio- 1:2:very few
Lipids: Structure
• Types of Fatty Acids
– Saturated – 2H per internal carbon
– Unsaturated -- <2H per internal carbon
one or more double bonds
• Monounsaturated – one double bond
• Polyunsaturated – more than one double bond
Triglyceride
Formation Triglyceride
H
Glycerol
Remove
These
Waters
Add 3
Fatty
Acids
HC
OH
OH
C O
HCH
HCH
HCH
H
H
H
C
CH
OH
OH
OH
OH
C O C O
HCH HCH
HCH HCH
HCH HCH
H
H
H
H
H
HC
O
C O
HCH
C O
HCH
HCH
HCH
HCH
H
HCH
H
HOH
C
O
C O
HCH
C O
HCH
HCH
HCH
HCH
H
HCH
H
HOH
CH
O
C O
HCH
C O
HCH
HCH
HCH
HCH
H
HCH
H
HOH
3 Waters
Which Is a Source of Unsaturated Fatty Acids?
Linseed Oil
Beef Fat
Lipids: Structure
•Phospholipid—component of cell membranes
Polar
Head
Glycerol
Hydrophilic
Fatty Acid Tails
Hydrophobic
Lipids: Structure
• Steroids
– Linked carbon rings
– Natural body components
• Hormones
• Cholesterol
Steroids
Cholesterol
Estradiol
Testosterone
Lipids: Functions
• Concentrated energy source
• Structural components of cell membranes
– Phospholipids
– Cholesterol
• Communication
– Steroid Hormones
• Protection from water
– Waxes
Cholesterol
Phospholipids
Lipids: Dietary Recommendations
•
•
•
•
< 30% of calories from lipids
< 10% of calories from saturated fats
Limit cholesterol to 300 mg/day
Avoid “trans” fatty acids in partially
hydrogenated products
• Emphasize
– Unsaturated fatty acids from vegetables, fish,
legumes, and nuts
– Oils: mono- or polyunsaturated
Macronutrients As
Energy Sources
Applying Your Knowledge
1.
2.
3.
4.
Polyunsaturated fatty acid
Cholesterol
Monounsaturated fatty acid
Saturated fatty acid
A. Which molecule is made of a series of
carbon rings?
B. Which molecule has more than one double
bond?
C. Which molecule has 2H for each internal
carbon?
D. Which molecule has one double bond?
Macromolecules: Polymers Made of
Repeating Monomers
Macromolecule Monomer Unit
Protein
Amino acids
Proteins: Structure
• Primary structure = chain of amino acids
– Amino acids have common features
Carboxylic Acid
Group
Amino
Group
R
“Alpha”
Carbon
The “R” Group
Differs for Each Amino Acid
Amino Acids: Phenylalanine Structure
Amino
Group
Carboxylic Acid
Group
“Alpha”
Carbon
Phenylalanine
“R” Group
Amino Acids: Leucine Structure
Amino
Group
Carboxylic Acid
Group
Leucine “R”
Group
Proteins: Structure
Forming the Protein Chain
Phenylalanine
Leucine
Dehydration Synthesis
between COOH & NH2
Proteins: Structure
Forming the Protein Chain
The Peptide Bond
Water
Phenylalanine-Leucine Dipeptide
Four Levels of Protein Structure
Primary
(Sequence)
Tertiary
(Folding by
R-group
interactions)
Quaternary
(Two or more chains
associating)
Secondary
(Coiling by
Hydrogen Bonding)
Four Levels of Protein Structure
Primary Structure = sequence of amino acids in chain
Four Levels of Protein Structure
• Secondary Structure
Folded structure due to hydrogen bonds between
the amino and acid groups of amino acids
N
C
H
O
O
C
N
C
H
O
H
O
H
N
C
N
or
Found in most proteins
Found in silk
Four Levels of Protein Structure
• Tertiary Structure:
Three dimensional folded structure due to
attractions and repulsions between R groups
Can involve
covalent bonding
hydrogen bonding
ionic interactions
hydrophilic and hydrophobic interactions
Hair Curling
S
|
S
|
|
|
S
|
S
|
S
|
|
S
Straight
Hair
|
S
|
S
S
|
S
|
|
|
|
Naturally
Curly
Hair
Four Levels of Protein Structure
• Quaternary Structure:
Association of two or more protein chains
eg. Hemoglobin is composed
of 4 protein chains
2 are called alpha
hemoglobin
2 are called beta
hemoglobin
Proteins: Functions
•
•
•
•
Structural Component of Cells
Control of Metabolic Reactions: enzymes
Growth and Repair
Communication
– Protein Hormones
– Cell Receptors
• Energy source
• C:H:O ratio –no reliable ratio
• For proteins
Protein
Protein
Proteins: Dietary Recommendations
• 12% of calories from proteins
• 8 essential amino acids obtained from
–Lean sources of animal protein
–Complementary plant proteins
• Beans + Grains
• Beans + Seeds
Applying Your Knowledge
1.
2.
3.
4.
Primary
Secondary
Tertiary
Quaternary
A. Which structure results from hydrogen bonding?
B. Which structure involves an association of two or
more protein chains?
C. Which structure describes the linear sequence of
amino acids?
D. Which structure depends upon interactions
between the R groups of the amino acids?
Nucleic Acids
• Nucleic acids store, transmit, and help
express hereditary information
• The amino acid sequence of a polypeptide is
programmed by a unit of inheritance called a
gene
• Genes are made of DNA, a nucleic acid
made of monomers called nucleotides
47
Two Types of Nucleic Acids
• There are two types of nucleic
acids
– Deoxyribonucleic acid
(DNA)
– Ribonucleic acid (RNA)
• DNA provides directions for its
own replication
• DNA directs synthesis of
messenger RNA (mRNA) and,
through mRNA, controls protein
synthesis
• Protein synthesis occurs on
ribosomes
48
Figure 5.25-1
DNA
1 Synthesis of
mRNA
mRNA
NUCLEUS
CYTOPLASM
Figure 5.25-2
DNA
1 Synthesis of
mRNA
mRNA
NUCLEUS
CYTOPLASM
mRNA
2 Movement of
mRNA into
cytoplasm
The Components of Nucleic Acids
• Each nucleic acid is made of monomers called
nucleotides
• Each nucleotide consists of a nitrogenous base,
a pentose sugar, and one or more phosphate
groups
• C:H:O ratio: No reliable ratio for nucleic acids
51
Figure 5.26ab
Sugar-phosphate backbone
5 end
5C
3C
Nucleoside
Nitrogenous
base
5C
1C
5C
3C
3 end
(a) Polynucleotide, or nucleic acid
Phosphate
group
(b) Nucleotide
3C
Sugar
(pentose)
Figure 5.26c
Nitrogenous bases
Pyrimidines
Cytosine
(C)
Thymine
(T, in DNA)
Uracil
(U, in RNA)
Sugars
Purines
Adenine (A)
Guanine (G)
(c) Nucleoside components
Deoxyribose
(in DNA)
Ribose
(in RNA)
The Devil is in the Details
• There are two families of nitrogenous bases
– Pyrimidines (cytosine, thymine, and uracil)
have a single six-membered ring
– Purines (adenine and guanine) have a sixmembered ring fused to a five-membered ring
• In DNA, the sugar is deoxyribose; in RNA, the
sugar is ribose
55
The Devil is in the Details
• Adjacent nucleotides are joined by
covalent bonds that form between
the —OH group on the 3 carbon of
one nucleotide and the phosphate on
the 5 carbon on the next
• These links create a backbone of
sugar-phosphate units with
nitrogenous bases as appendages
• The sequence of bases along a DNA
or mRNA polymer is unique for each
gene
56
The Devil is in the Details
• RNA molecules usually exist as single
polypeptide chains
• DNA molecules have two polynucleotides
spiraling around an imaginary axis, forming a
double helix
• In the DNA double helix, the two backbones run
in opposite 5→ 3 directions from each other, an
arrangement referred to as antiparallel
• One DNA molecule includes many genes
57
The Devil is in the Details
• The nitrogenous bases in DNA pair up and form
hydrogen bonds: adenine (A) always with
thymine (T), and guanine (G) always with
cytosine (C)
• Called complementary base pairing
• Complementary pairing can also occur between
two RNA molecules or between parts of the
same molecule
• In RNA, thymine is replaced by uracil (U) so A
and U pair
58
5
3
Sugar-phosphate
backbones
Hydrogen bonds
Base pair joined
by hydrogen
bonding
3
5
(a) DNA
Base pair joined
by hydrogen bonding
(b) Transfer RNA
Link to Evolution
• The linear sequences of nucleotides in DNA
molecules are passed from parents to offspring
• Two closely related species are more similar in
DNA than are more distantly related species
• Molecular biology can be used to assess
evolutionary kinship
60
Could Prove Useful
61
Functional Groups
• Functional Groups can modify the properties of
organic molecules.
• List of Functional Groups:
• -OH
• -CH2
• -COOH
• -NH2
• -SH
• -PO4
-OH Group Characteristics
•
•
•
•
Polar
Hydrophilic
Found in some R groups
Found in fatty acids
-CH2 Group Characteristics
•
•
•
•
Nonpolar
Hydrophobic
Found in protein side groups
Found in many lipids
-COOH Group Characteristics
• Polar
• Hydrophilic
• Found in all proteins
-NH2 Group Characteristics
• Polar
• Hydrophilic
• Found in all proteins
-SH Group Characteristics
• Polar
• Hydrophilic
• Found in cysteine
-PO4 Group Characteristics
• Polar
• Hydrophilic
• Found in phospholipids
Polar Bond
• In a polar covalent bond, the electrons shared
by the atoms spend a greater amount of time,
on the average, closer to the Oxygen nucleus
than the Hydrogen nucleus.
Non Polar Bonds
• Nonpolar covalent bonds are a type of
chemical bond where two atoms share a pair
of electrons with each other