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+Biochemical Compounds
You are what you eat!!
Organic Chemistry
● Frederick Wohler founded organic chemistry in 1828.
● Organic chemistry is one of the fastest growing areas of chemistry.
● Organic chemistry gave the foundation of the petrochemical and pharmaceutical industry.
Our Focus
● Our focus will be on the major classes of organic compounds:
o Carbohydrates
o Lipids
o Proteins
o Nucleic acids
1. What are the 4 main types of biological macromolecules and what is their function within cells?
2. How does the structure of each macromolecule contribute to their function within cells?
3. What are the 4 major types of biochemical reactions and why are they important to normal cellular function?
Essential Questions:
Carbon: The Central Atom
What’s so special about ?
The diversity of life relies on carbon!!! Virtually all chemicals of life are carbon based (exceptions – e.g., H2O, CO2) – called organic compounds. It can form four covalent bonds (H, O, N, P, S, C) C-C bonds enable carbon to form a variety of geometrical structures (e.g., straight chains, branched chains, rings)Methane
CH4
EthaneC2H6
BenzeneC6H6
+ CH2 + C4
Review - Functional Groups● Functional groups are the reactive portion of an organic
molecule and typically make the molecule polar.
● Common functional groups found in biomolecules:
o Hydroxyl (–OH)o Carboxyl (–COOH)o Amino (–NH2)o Sulfhydryl (–SH)o Phosphate (–PO4)o Carbonyl
Aldehydes (–COH) Ketones (–CO–)
Let’s See What you Remember…
Circle and name the functional groups in the following organic molecule.
Molecular Isomers: The same, yet different
What’s so special about ?
Isomer – an organic compound with the same molecular formula, but different
structure
Fructose (fruit sugar)
Galactose(milk sugar)
C6H12O6
Glucose(simple sugar)
Example:
C
C C
C
C C
C
C
C
Metabolized by cells differently due to structure
Structural isomers
Molecular Isomers: The same, yet different
What’s so special about ?
Isomer – an organic compound with the same molecular formula, but different
structure Structural isomers
Same atoms, bonded differently
Stereoisomers
Same atoms, Same bonds,
Differently arranged in space
Geometrical Optical
Molecular Isomers: The same, yet different
What’s so special about ?
Isomer – an organic compound with the same molecular formula, but different
structureStereoisomers
Same atoms, Same bonds,
Differently arranged in space
Geometrical Optical
Carvone
Macromolecules
What is the relationship between atoms, bonding and macromolecules?
Atoms
Bonds
Molecules
Macromolecules
join together
that form
that form large structures called
Macromolecules and their subunits
Monomer Monomer Monomer+ + = Polymer = Macromolecule
smaller subunits long chain of monomers
glucose
glycogen
CarbonCompounds
include
Which are made of
which contain
Which are made of Which are made of Which are made of
which contain which contain which contain
Carbohydrates LipidsNucleic acids(e.g., DNA/RNA) Proteins
Simple sugars(e.g., glucose)
Glycerol &3 Fatty Acids
Nucleotides Amino Acids
Carbon,hydrogen,
oxygen
Carbon,hydrogen,
oxygen
Carbon, hydrogenoxygen, nitrogen,
phosphorus
Carbon,hydrogen, oxygen, nitrogen,
Macromolecules and their subunits
1 2 3 4
ENERGYSTORAGE
short-term
main function main function main function main function
ENERGYSTORAGE
long-term
CATALYSIS&
STRUCTURE/SUPPORT
ENCODINGHEREDITARY
INFORMATION
CarbonCompounds
include
Which are made of
which contain
Which are made of Which are made of Which are made of
which contain which contain which contain
Carbohydrates Lipids Nucleic acids Proteins
Simple sugars(e.g., glucose)
Glycerol &3 Fatty Acids
Nucleotides Amino Acids
Carbon,hydrogen,
oxygen
Carbon,hydrogen,
oxygen
Carbon, hydrogenoxygen, nitrogen,
phosphorus
Carbon,hydrogen, oxygen, nitrogen,
Carbohydrates
1 2 3 4
Main Function: quick and short-term energy storage
Groupings: C, H, and O atoms (1 : 2 : 1 ratio)
Two types: 1. Simple Carbohydrates 2. Complex Carbohydrates
ENERGYSTORAGE
short-term
main function
(4 cal/g)
Carbohydrate molecule with 3-7 carbon atoms is called a monosaccharide. (mono = one, saccharide = sugar)
Broken down quickly in the body to release energy.
e.g., GLUCOSE – hexose (six-carbon) sugar with 7 energy-storing C-H bonds
Carbohydrates – Simple (glucose)
C6H12O6 (ring structure – when dissolved in water)
1
23
4
5
6
Primary source of energy used by all cells
MONOSACCHARIDESQUIZ: Select the formula that represents a monosaccharide
C4H8O4 C5H10O10 C6H6O12 C6H6O6
Making & Breaking Carbohydrates
Condensation (dehydration) synthesis
Hydrolysis
Two important biochemical reactions
monosaccharide monosaccharide+
disaccharide (di = two)
Carbohydrates – Complex (Polysaccharides)
Starch Granules (purple) in Potato Cells
Starch = energy storage in plants
Main Function: quick and short-term energy storage
Contain many units of glucose in long chains
Examples: Starch, glycogen, cellulose
Glycogen = energy storage in animals
Glycogen (red) in Hepatocytes (liver cells)
Glucose (monomer)
Glycogen (polymer)
Carbohydrates – Complex (Polysaccharides)
livermuscle
Carbohydrates – Complex (Polysaccharides)
Cellulose = polysaccharide found in plant cell walls
Cellulose fibers
Macrofibril
Microfibril
Chains of cellulose
Carbohydrates – Complex (Polysaccharides)
What is the difference between starch and cellulose?
Starch
Cellulose
Starch Cellulose
Glucose repeat units are facing
the same direction
Each successive glucose unit is upside-down in relation to each of the glucose molecules that it is connected to
Both polymers
Same repeat base
Same monomer(glucose)
Stronger (good for building)Weaker
Enzymes to digest Cannot digest (no enzymes)
Insoluble (fiber / roughage)Soluble
Things to Think About● Photosynthesis produces glucose in the plant cell
● Concentration of glucose increases, osmotic pressure increases, cell risks explosion
● Cell converts unused glucose to amylose (α helix) and amylopectin (branched α helix) collectively called starch (stored for later use)
● Starch is insoluble and reduces osmotic pressure
● Animals store glucose as glycogen (stored for later use)
● Plants use β glucose to produce cellulose (insoluble building material for the plant)