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3
The Molecules of Life
Figure 3.0-2
Organic Compounds
A cell is mostly water.
The rest of the cell consists mainly of carbon-based
molecules.
Figure 3.1
Double bond
Carbon skeletons vary in length
Figure 3.2
Structural formula
Ball-and-stick model
Space-filling model
Figure 3.3
Octane
Dietary fat
Functional
Groups
Isomers
Isomers
Organic molecules can have the same number and
composition of atoms, but can have different
arrangements.
Hexose Isomers
Carbon Chemistry
Carbon is a versatile molecule.
Carbon can share electrons with other atoms in four
covalent bonds.
Carbon Chemistry
The carbon atoms of organic compounds can also
bond with other elements, most commonly
hydrogen,
oxygen, and
nitrogen.
Carbon Chemistry
One of the simplest organic compounds is
methane, CH4, with a single carbon atom bonded
to four hydrogen atoms.
Methane is abundant in natural gas and is
produced
by prokaryotes that live in swamps (i.e., swamp gas)
and
in the digestive tracts of grazing animals, such as
cows.
Carbon Chemistry
Larger organic compounds
are the main molecules in the gasoline we burn in
cars and other machines and
Carbon Chemistry
The unique properties of an organic compound
depend on
its carbon skeleton and
Carbon Chemistry
In an organic compound, the groups of atoms
directly involved in chemical reactions are called
functional groups.
Each functional group plays a particular role during
chemical reactions.
Many biological molecules have two or more
functional groups.
A dehydration reaction
links two monomers together and
removes a molecule of water.
OH
Short polymer
Monomer
Dehydration
reaction
H2O
Longer polymer
(a) Building a polymer chain
Figure 3.4-1
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H2O
Hydrolysis
OH
2. lipids,
3. proteins, and
4. nucleic acids.
Carbohydrates
Organic molecules composed of carbon, hydrogen
and oxygen
All have the general formula CH2O
Names end in ose
Serve as the primary energy source for most living
things
Also serve as structural support
Plant cell walls
Polymers
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Carbohydrates
Carbohydrates include sugars and polymers of
sugar. Examples are
small sugar molecules in soft drinks and
Carbohydrates
In animals, carbohydrates are
a primary source of dietary energy and
raw material for manufacturing other kinds of
organic compounds.
Monosaccharides
Monosaccharides
are the monomers of carbohydrates and
cannot be broken down into smaller sugars.
Figure 3.5-1
Monosaccharides
Glucose
C6H12O6
Fructose
C6H12O6
Isomers
(same formula, different arrangements)
Monosaccharides
Glucose and fructose are isomers, molecules that
have the same molecular formula but different
structures.
Monosaccharides
Monosaccharides, particularly glucose, are the
main fuels for cellular work.
In water, many monosaccharides form rings.
Figure 3.6
Disaccharides
A disaccharide is a double sugar constructed from
two monosaccharides by a dehydration reaction.
Figure 3.7-1
OH
Glucose
Galactose
H2O
Lactose
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Disaccharides
Disaccharides include
lactose in milk, made from the monosaccharides
glucose and galactose,
Disaccharides
Sucrose is the main carbohydrate in plant sap.
High-fructose corn syrup (HFCS) is made by a
commercial process that converts natural glucose
in corn syrup to much sweeter fructose.
HFCS is often one of the first ingredients listed in
soft drinks.
Polysaccharides
Polysaccharides
are complex carbohydrates and
are made of long chains of sugarspolymers of
monosaccharides.
Polysaccharides
Starch
is a familiar example of a polysaccharide,
consists of long strings of glucose monomers, and
Polysaccharides
Glycogen
is used by animal cells to store energy and
is broken down to release glucose when you need
energy.
Polysaccharides
Cellulose
is the most abundant organic compound on Earth,
forms cable-like fibrils in the walls that enclose plant
cells, and
cannot be broken by any enzyme produced by
animals.
Figure 3.9
Starch granules
in potato tuber cells
Glycogen granules
in muscle
tissue
(a) Starch
Glucose
monomer
(b) Glycogen
Cellulose microfibrils
in a plant cell wall
Cellulose
molecules
(c) Cellulose
Hydrogen bonds
Lipids
Almost all carbohydrates are hydrophilic (waterloving) molecules that dissolve readily in water.
Lipids are hydrophobic, unable to mix with water.
Lipids
Lipids also differ from carbohydrates, proteins, and
nucleic acids in that they are neither huge
macromolecules nor are they necessarily polymers
built from repeating monomers.
Lipids are a diverse group of molecules made from
different molecular building blocks.
Fats
A typical fat, or triglyceride, consists of a glycerol
molecule joined with three fatty acid molecules via
a dehydration reaction.
Figure 3.11-1
HO
Fatty acid
H2O
Glycerol
(a) A dehydration reaction linking a fatty acid to glycerol
Figure 3.11-2
Fats
Fats perform essential functions in the human body
including
energy storage,
cushioning, and
insulation.
Fats
If the carbon skeleton of a fatty acid has fewer than
the maximum number of hydrogens at the double
bond, it is unsaturated.
If it has the maximum number of hydrogens,
it is saturated.
A saturated fat has all three of its fatty acids
saturated.
Fats
Most animal fats
have a relatively high proportion of saturated fatty
acids,
Figure 3.12
TYPES OF FATS
Saturated Fats
Unsaturated Fats
Margarine
Plant oils
Trans fats
Omega-3 fats
Fats
Most plant and fish fats tend to be
high in unsaturated fatty acids and
liquid at room temperature.
Fats
Hydrogenation
adds hydrogen,
converts unsaturated fats to saturated fats,
Phospholipids
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Steroids
Steroids are very different from fats in structure
and function.
The carbon skeleton has four fused rings.
Steroids
Cholesterol is
a key component of cell membranes and
the base steroid from which your body produces
other steroids, such as estrogen and testosterone.
Figure 3.13
Cholesterol
Testosterone
can be converted
by the body to
A type of estrogen
Steroids
Synthetic anabolic steroids
are variants of testosterone,
mimic some of its effects,
Steroids
Most athletic organizations ban the use of anabolic
steroids because of their many potential health
hazards coupled with the unfairness of an artificial
advantage.
Proteins
Proteins
are polymers of amino acid monomers,
account for more than 50% of the dry weight of most
cells, and
are instrumental in almost everything cells do.
Figure 3.15
Storage Proteins
(provide amino
acids for growth)
Contractile
Proteins
(help movement)
Transport Proteins
(help transport
substances)
Enzymes
(help chemical
reactions)
Figure 3.16-1
Amino
group
Carboxyl
group
Side
chain
(a) The general structure of an amino acid
Figure 3.16-2
Hydrophobic
side chain
Hydrophilic
side chain
Leucine
Serine
Figure 3.17-s1
Carboxyl
group
OH
Amino
group
Side
chain
Side
chain
Amino acid
Amino acid
Figure 3.17-s2
Carboxyl
group
Amino
group
OH
Side
chain
Side
chain
Amino acid
Amino acid
Dehydration reaction
H2O
Side
chain
Side
chain
Peptide bond
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Figure 3.4-3
Primary Structure
The sequence of amino acids in a polypeptide
constitutes the primary structure of the protein.
This sequence is dictated by information in genes
(DNA).
All levels of protein structure depend on the primary
sequence.
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Secondary Structure
Polypeptides twist and fold
into their secondary structure.
Some sequences of
amino acids twist into a
helix.
This is called an alpha
helix.
Some sequences of
amino acids remain
straight and fold back on
themselves.
This is called a betapleated sheet.
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Tertiary Structure
The various alpha
helices and beta
pleated sheets interact
to form a globular
structure.
This globular structure
is unique for each
polypeptide.
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Quaternary Structure
Some proteins contain
more than one
polypeptide chain.
Each of these
polypeptides has its
own unique tertiary
structure.
These polypeptides
interact to form a
more complex
globular structure.
Quaternary structure
can be stabilized by
3-80 disulfide bonds.
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Figure 3.18
129
The amino acid sequence of lysozyme
This model allows you to see the details
of the proteins structure.
SEM
Figure 3.19
Normal peptide
Normal red
blood cell
Sickle-cell
polypeptide
Sickled red
blood cell
SEM
Figure 3.20
Normal
protein
Prion
Clusters
of prions
Skull
Brain
Prion
converts
normal
proteins
Bovine spongiform
encephalopathy
(BSE)
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Kuru
Prion
proteins
clump
together
Nucleic Acids
Nucleic acids are macromolecules that
store information and
provide the instructions for building proteins.
Nucleic Acids
The genetic material that humans and all other
organisms inherit from their parents consists of
giant molecules of DNA.
The DNA resides in the cell as one or more very
long fibers called chromosomes.
Nucleic Acids
A gene is a unit of inheritance encoded in a
specific stretch of DNA that programs the amino
acid sequence of a polypeptide.
Those programmed instructions are written in a
chemical code that must be translated
from nucleic acid language
to protein language.
Figure 3.21
Gene
DNA
Nucleic
acids
RNA
Amino acid
Protein
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Nucleic Acids
Nucleic acids are polymers made from monomers
called nucleotides.
Each nucleotide has three parts:
1. a five-carbon sugar,
2. a phosphate group, and
3. a nitrogen-containing base.
Figure 3.22
Nitrogenous base
(can be A, G, C, or T)
Connection
to the next
nucleotide
in the chain
Thymine (T)
Phosphate
group
Phosphate
Base
Connection to the
next nucleotide in
the chain
(a) Atomic structure
Sugar
(deoxyribose)
Sugar
(b) Symbol used in this book
Nucleic Acids
Each DNA nucleotide has one of four possible
nitrogenous bases:
1. adenine (A),
2. guanine (G),
3. thymine (T), or
4. cytosine (C).
Figure 3.23
Adenine (A)
Guanine (G)
Thymine (T)
Adenine (A)
Thymine (T)
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Guanine (G)
Cytosine (C)
Cytosine (C)
Figure 3.23-1
Adenine (A)
Thymine (T)
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Guanine (G)
Cytosine (C)
Nucleic Acids
Dehydration reactions
link nucleotide monomers into long chains called
polynucleotides,
Figure 3.24
Sugar-phosphate
backbone
Nucleotide
Base
pair
Hydrogen
bond
Bases
Nucleic Acids
A molecule of cellular DNA is double-stranded, with
two polynucleotide strands coiled around each other
to form a double helix.
Bases along one DNA strand hydrogen-bond to
bases along the other strand.
The functional groups hanging off the base
determine which bases pair up:
A only pairs with T and
G can only pair with C.
Figure 3.24
Base
pair
Hydrogen
bond
Nucleic Acids
There are many similarities between DNA and
RNA.
Both are polymers of nucleotides and
Nucleic Acids
There are three important differences between
DNA and RNA.
1. As its name ribonucleic acid denotes, the RNA
sugar is ribose rather than deoxyribose in DNA.
2. Instead of the base thymine, RNA has a similar
but distinct base called uracil (U).
3. RNA is usually found in single-stranded form,
whereas DNA usually exists as a double helix.
Figure 3.25
Nitrogenous base
(can be A, G, C, or U)
Connection to the next
nucleotide in the chain
Uracil (U)
Phosphate
group
Sugar (ribose)
Connection to the next
nucleotide in the chain
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Figure 3.UN02a
Carbohydrates
Functions
Components
Dietary energy;
storage; plant
structure
Monosaccharide
Examples
Monosaccharides:
glucose, fructose;
disaccharides:
lactose, sucrose;
polysaccharides:
starch, cellulose
Figure 3.UN02b
Lipids
Functions
Long-term
energy storage
(fats);
hormones
(steroids)
Components
Fatty acid
Glycerol
Components of
a triglyceride
Examples
Fats (triglycerides);
steroids
(testosterone,
estrogen)
Figure 3.UN02c
Proteins
Functions
Components
Amino
group
Enzymes, structure,
storage, contraction,
transport, etc.
Carboxyl
group
Side
chain
Amino acid
Examples
Lactase
(an enzyme);
hemoglobin
(a transport protein)
Figure 3.UN02d
Nucleic acids
Functions
Components
Examples
Phosphate
Information
storage
Base
DNA, RNA
Sugar
Nucleotide
Figure 3.UN02
Large Biological
Molecules
Carbohydrates
Functions
Components
Dietary energy;
storage; plant
structure
Monosaccharide
Lipids
Long-term
energy storage
(fats);
hormones
(steroids)
Fatty acid
Glycerol
Components of
a triglyceride
Proteins
Monosaccharides:
glucose, fructose;
disaccharides:
lactose, sucrose;
polysaccharides:
starch, cellulose
Fats (triglycerides);
steroids
(testosterone,
estrogen)
Carboxyl
group
Amino
group
Enzymes, structure,
storage, contraction,
transport, etc.
Examples
Side
chain
Lactase
(an enzyme);
hemoglobin
(a transport protein)
Amino acid
Phosphate
Nucleic acids
Information
storage
Base
DNA, RNA
Sugar
Nucleotide
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