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Chapter 3
The Organic Molecules of Life
From: http://www.linearwater.com/membranes.htm
The cholesterol molecule is extremely important for the
stability and function of nerve and muscle membrane
because it stabilizes phospholipid chains in their energetic,
alpha forms. At the same time, it provides so much energy
to the internal hydrocarbon zone of membranes, by spinning
around on its own axis, that ions, molecules and charges
cannot pass through. It produces membranes that are
extremely good insulators - they prevent positive proton
pulses from passing through the walls of cells.
 But cholesterol also fulfills another vital function. By
removing the tail section, a large number of hormone
molecules are produced in the glands of our bodies that
correspond in length to six linear water molecules. With
oxygen atoms in several different configurations on the ends,
these hormone molecules bind to different organs to control
a large variety of functions.

Organic Molecules

Inorganic chemistry = nonliving world
◦ Water
◦ Salts

Organic chemistry = living world
◦ Chemicals that contain carbon and hydrogen
(hydrocarbons)
◦ Carbohydrates, lipids, proteins, nucleic acids
The Carbon Atom
Prokaryotes have about 5,000 different
organic molecules!
 Eukaryotes about 10,000!


How can you make so many different
molecules all based on carbon?

Carbon has 4 valence electrons

Can form 4 covalent bonds with other
elements.

Mostly CHNOPS!

Most often, carbon bonds with itself
C-C
 C=C
 C=C

This bond is very stable and can lead to
very long chains.
 C-C-C-C-C-C-C-C-C-C-C-C-C…….


C chains can also branch and form rings
Carbon can also form isomers
 Same chemical formula, different
arrangement/geometry
 Leads to different chemical properties

The Carbon Skeleton and
Functional Groups

Carbon chain of an organic molecule = its
backbone/skelton
◦ Gives the molecule its shape

Functional groups hang off of the carbon
skeleton in various places
◦ Largely determines the molecule’s reactivity
Functional groups = a specific
combination of bonded atoms with
specific chemical properties
 See pg 33
 The letter “R” stands for the rest of the
molecule the functional group is attached
to.

◦ Saves space when you are only interested in
the chemistry of the functional group

Examples
◦ -OH groups make a carbon chain polar and
therefore hydrophilic (soluble in water)
 Carbon chains by themselves are very nonpolar and
therefore hydrophobic (insoluble)
◦ -COOH groups are polar AND weakly acidic
One carbon chain
can have many
functional groups
(repeats or unique)
 They all interact to
form a unique
chemistry/reactivity
for that particular
molecule.

The Biological Molecules of Cells

4 Main Categories:
◦
◦
◦
◦

Carbohydrates
Lipids
Proteins
Nucleic acids
All can be broken down into subunits and
reassembled into the molecules your cells
need.
Those subunits are called monomers
monomer+monomer+monomer=polymer
 Polymers can get very long, like boxcars
on a train


Dehydration reaction
◦ water removed (OH + H)
◦ Used to hook monomers togetherpolymer

Hydrolysis reaction
◦ water added
◦ Used to break down polymermonomers
Carbohydrates
Monomer = simple sugar (saccharides)
 Polymer = disaccharides or
polysaccharides

Used widely in living things for immediate
energy
 Also used in structural roles


Monosaccharides
◦ C backbone of 3-7 carbons
◦ Have many polar –OH groups
◦ Soluble in water
◦ Glucose-most widely known C6H12O6
◦ 2 isomers = fructose & galactose
◦ Other monosaccharides: ribose &
deoxyribose

Dissacharides
◦ 2 monosaccharides bonded together
◦ Maltose (glucose-glucose) used in brewing
beer
◦ Sucrose (glucose-fructose) from sugar beets
and sugarcane = table sugar
◦ High fructose corn syrup (HFCS) =
commercially modified sucrose to a higher
fructose content. Fructose tastes sweeter to
humans.
 “empty” calories???

Polysaccharides - Energy storage
◦
◦
◦
◦
◦
Short term energy storage
Relatively insoluble
Stored in cell
Plants store as starch
Animals store as glycogen (easier to break
down quickly for energy)
 Storage/release controlled by hormones

Polysaccharides – Structural
◦ Long, organized polymers can provide
structure and support
◦ Cellulose = most common, make up plant cell
walls
 Wood
 Cotton fibers
◦ Polymers held to each other by hydrogen
bonds
◦ Fibers crisscross each other in the cell wall
for more strength
◦ Animal digestive systems can’t break down
cellulose, but some microbes can
 Cows, termites
◦ For humans  dietary fiber
 Helps with digestive system health
◦ Chitin = like cellulose, but with different
functional group




Exoskeletons of shellfish, insects
Cell walls of fungi
Coats some seeds (protective)
Used in wound dressings, cosmetics and some
foods
Lipids
Widely varied, but ALL don’t mix well
with water
 Long nonpolar hydrocarbon chains
 Lack of polar functional groups


“Oil and water don’t mix”
Fats and Oils

Fats:
◦ Used by animals
 long-term energy storage
 Insulation

Oils
◦ Plants
 Long-term energy storage
◦ Animals
 Secreted by glands
 Waterproofing skin, hair, feathers
Fat and oil monomers = glycerol & fatty
acids
 Glycerol

◦ Has 3 –OH functional groups (polar)

Fatty acid
◦ Long chain of just C and H
◦ Carboxyl on one end

Each –OH reacts with the carboxyl
groups to form a triglyceride

Fatty acids
◦ Most contain 16-18 carbons
◦ Can be saturated or unsaturated

Saturated:
◦
◦
◦
◦

All single bonds
Maximum number of hydrogens possible
Tend to be solids at room temp
Linked to atherosclerosis  cardiovascular
disease
Trans fats
◦ Partially hydrogenated (a few double bonds)
◦ Found mainly in processed foods
◦ Heart disease

Unsaturated:
◦
◦
◦
◦
Has double or triple bonds
Fewer hydrogens than saturated
Tend to be liquids at room temp
Protective against atherosclerosis
 Monounsaturated and polyunsaturated
◦ Olive oil, canola oil, certain fish
Phospolipids
Found in cellular membranes
 Like a triglyceride, except a phosphate
(polar) in the place of the 3rd fatty acid
 Polar head and non-polar tail
 Arrange themselves in a bilayer

◦ Important to life
Steroids
Carbon skeleton = 4 fused rings
 No fatty acid groups
 Very diverse

◦ Depends on functional groups attached to
rings
All derived from cholesterol
 Ex: testosterone & estrogen

Proteins

Many functions
◦
◦
◦
◦
◦
◦

Support
Metabolism
Transport
Defense
Regulation
Motion
Shape and job of a cell depends on what
proteins it contains
Protein monomers = amino acids
 2 functional groups

◦ NH2 (amino)
◦ Carboxyl (acid)

R group
◦ Defines amino acid type
◦ 20 different kinds

Interaction between amino acids
protein folding protein shape protein
job

Peptide bonds
◦ Attach amino acids to each other
◦ Are polar
◦ Allows H bonds
Polypeptide = chain of amino acids
 Protein = 100+ amino acids in a
polypeptide

◦ 100 is small, some proteins have over 33,000!

Levels of structure in proteins
◦
◦
◦
◦
Primary-order of amino acids
Secondary-alpha helix or pleated sheet
Tertiary-overall shape of amino acid chain
Quaternary-some proteins, not all
 Due to multiple proteins working together
 Tertiary structure then called subunits of main
protein

Denatured: when a protein loses its shape
and ability to function
◦ Heat
◦ Change in pH

Most proteins can be described as:
◦ Fibrous
 Rod-like
 Keratin, collagen
◦ Globular
 Rounded and irregular
 Most enzymes
Nucleic Acids
DNA and RNA
 Monomer = nucleotide

◦ A, T (U), C, G
◦ Each made of phosphate, sugar and nitrogen
base

DNA
◦
◦
◦
◦
◦
Double stranded
Complementary base pairs
Deoxyribose
ATCG
Linked to protein structures
 Codes for amino acids in a triplet code
◦ Humans: arranged into
 20,500 genes
 46 chromosomes

RNA
◦ Single stranded
◦ Can loop back on itself
◦ 3 types
 rRNA
 tRNA
 mRNA
◦ Ribose

U instead of T