Organic Notes for Chapter 4 and 5
Download
Report
Transcript Organic Notes for Chapter 4 and 5
Organic Chemistry
Chapters 4 and 5
Chemical Compounds in
Living Things
In varying combinations, the elements
C, H, O, and N make up practically
all the chemical compounds in living
things
C easily forms covalent bonds that are
strong and stable. How many bonds
can it make? 4
Organics
Anything that has C and at least one H
is considered organic
Oxygen is also usually included
Exception: Methane CH4
Hydrocarbons
A molecule that just has a basic C
skeleton with H filling all of the
covalent binding sites is a
hydrocarbon
They store E
Ex: gasoline
Nonpolar
Organic Variations
Organics can vary by their shape
Molecules made of the same number
and type of atoms, but arranged in
different ways, are called isomers
(same-part)
Three basic types
Structural
Geometric
Enantiomers (Optical)
Structural Isomers
Differ in covalent arrangement of
their atoms
Butane and ISObutane
Geometric Isomers
Have identical covalent bonds,
but differ in the order in which the
atoms are arranged in space;
usually around a double bond
Enantiomers
Mirror images of each other
Because of their three-dimensional
structure, they cannot be superimposed
no matter how they are rotated
Organic Variations
Organics can vary by the “danglies” off
of the C skeleton
A change in placement or type of
functional group can change the effect
of the overall molecule
Estradiol vs. Testosterone in vertebrates
Functional groups
Hydroxyl
Carbonyl
Carboxyl
Amino
Sulfhydryl
Phosphate
Hydroxyl Groups
–OH
Polar because electronegative oxygen
attracts covalent e-s
Makes the O-molecule water soluble
Found in alcohols and sugars
Can give the molecule an –ol ending
Ethanol, Propanol
Just because it has an –OH doesn’t mean
that it’s an alcohol
–OH covalent bonds usually to C
OH ionic bonds usually to a metal
Carbonyl Groups
C double bonded to O
Water soluble due to
electronegative O
An aldehyde if at end of a C chain
A ketone if attached to an “interior”
C
Carboxyl Groups
COOH
C double bonded to O; single bonded
to OH
Highly polar; therefore water soluble
Acts as a weak acid (releases H+)
Found in amino acids and fatty acids
Amino Groups
N bonded to two H
Weakly basic (accepts H+)
Water soluble (polar molecule)
Found in amino acids
Sulfhydryl Groups
–SH
Also called thiols
Similar to hydroxyls (water soluble);
notice where S is on the periodic table
Help form 2O and 3O protein structure
(stabilizes internal protein structure at
“disulfide bridges”)
Found in amino acid cysteine
Perms create disulfide bridges – makes
hair curly and stinky
Phosphate Groups
–PO42 Weakly acidic; one or two H+ ions can
be released
Water soluble
Found in ATP, other nucleotides, DNA,
RNA, many proteins, and
phospholipids
Fig. 4.10
Page 64-65
Polymerization
Large compounds are formed from
strings of smaller compounds
The small compounds are called
MONOMERS
When joined together, they are call
POLYMERS
We only have 26 letters in the
alphabet, but we join those letters in
long and short ways to make an infinite
number of words
Condensation (Dehydration
Synthesis)
Monomer
OH
H
Polymer
H
20
OH
Monomer
Removal
of Water
Hydrolysis (Hydration)
Monomer
OH
H
Polymer
Addition of
Water
H
20
OH
Monomer
Carbohydrates
Functions
E storage (starch, glycogen)
Structure/support (chitin, cellulose)
Membrane receptors
(glycoproteins)
Monomers = monosaccharides
Adding monomers creates di- and
polysaccharides
Lipids
Functions
E storage (fats, oils)
Membranes (phospholipids)
Triglycerides: glycerol and 3 fatty
acids
Saturated: all single bonds
Unsaturated: some double bonds
Glycerol +
3 Fatty acids
Triglyceride
+
3 Water
Lipids
Sterols
4 interconnecting C rings
Vitamin D, cortisone, testosterone,
estrogen, and cholesterol
Cholesterol produced by liver
during breakdown of saturated fats
Excess cholesterol can accumulate
in inner lining of blood vessels
Avoid too much saturated fat
Lipids
Waxes
Fatty acids combined with either
alcohols or other hydrocarbons
Usually hard
Water-repellent, which helps to
waterproof fur, feathers, and
leaves
Proteins
Functions
Transport (hemoglobin)
Muscle action (myosin, actin)
Blood clotting (thrombin, fibrin)
Support (collagen, elastin)
Immunity (antibodies)
Rxn catalysis (enzymes)
Monomers = amino acids
Proteins
Conformation: 3-D structure
O
1 : sequence of amino acids
O
2 : H-bonds between nonadjacent
carboxyl and amino groups
• Alpha helix
• Beta-pleated sheets
O
3 : disulfide and ionic bonds
between R groups
O
4 :H- and ionic bonds between
separate polypeptides
Nucleic Acids
Functions
Transfer of genetic information
Monomers = nucleotides
Nucleotides:
Nitrogenous base
5-C sugar
Phosphate group