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Chapter 4
- molecules containing carbon = organic
- major elements of life: C, H, O, N, S, and P
- vitalism belief in life force (original belief before evolution took over)
- mechanism view that all life governed by physiochemical laws
- carbon tends to form tetrahedrons
- CO2 sometimes considered inorganic b/c no Hydrogen
- Hydrocarbons organic molecules consisting of only carbon and hydrogen
- Hydrocarbons not prevalent in living organisms
- H-carbs are non-polar so hydrophobic & they release large amounts of energy (found in
fats and petroleum)
- Isomers same molecules and same formula, just different organizations
- Structural Isomers differ in arrangement of covalent bonds and location of double
bonds
- Geometric Isomers differ in arrangement about a double bond (double bond relationship
maintains because it is inflexible) They are distinguished by parallel or diagonal
variations called cis isomer and trans isomer respectively.
- Enantiomers differ in spatial arrangement around an asymmetric carbon (a carbon
attached to 4 different atoms, or clusters of atoms). They are distinguished by left and
right arrangements called L isomer and D isomer respectively.
- Usually 1 enantiomer is biologically active and the other is not. One can even be harmful
while the other is helpful.
- Functional groups components of organic molecules most commonly involved in
reactions
- 6 most important functional groups:
1. Hydroxyl (OH)
2. Carbonyl (CO)
3. Carboxyl (COOH)
4. Amino (NH2)
5. Sulfhydryl (SH)
6. Phosphate groups (OPO32- )
Chapter 5 (5.1)
- Four large biological molecules: carbohydrates, lipids, proteins & nucleic acids
- Carbs, proteins, and N-acids are all polymers (made of monomers)
- Condensation Reaction 2 monomers are connected when they abandon their H & OH
respectively to form water and then covalently bond to each other. This, specifically, is a
dehydration reaction b/c water is lost.
- Reactions must be induced by enzymes
- Hydrolysis breaks polymers apart by adding water and having the OH and H attach
back to the monomers
- All of lifes polymers constructed from only 40-50 available monomers this creates a
vast variety of combinations
5.2
- Carbohydrates include sugars (monosaccharides (simplest), disaccharides,
polysaccharides)
- Monosaccharides are usually multiples of CH2O (ex. Glucose C6H12O6)
- Trademark of sugar = 1 carbonyl group, many hydroxyl groups
- Depending on the location of the carbonyl group, a sugar is either an aldose (aldehyde
sugar) or a ketose (ketone sugar)
- Glucose is aldose; fructose (structural isomer of glucose) is ketose
- Sugars with 6 carbons hectoses; sugars w/ 3 carbons trioses; sugars w/ 5 carbons
pentoses.
- In aqueous solutions, sugars form rings, not chains
- Sugars used for energy, amino & fatty acid construction, or inc. into disacchs. Or
polysacchs.
- 2 monosaccharides formed by glycosidic linkage (covalent bond formed by dehydration
reaction) = disaccharide
- Polysaccharides can serve as storage, to be hydrolyzed when sugar is needed or structures
to protect the cells
- Starch is a storage polysaccharide of plants, consists entirely of glucose monomers
- Plants store starch as granules in structures called plastids (which includes chloroplasts)
- Animals store glycogen for energy in liver and muscle cells
- Polysaccharide cellulose is major component in plant cell walls & the most abundant
organic compound on Earth
- Cellulose, like starch, is a polymer of glucose, except that glycosidic linkages differ
based on the fact that glucose has 2 different ring structures, one in which (OH) attached
to carbon 1 is above () and one below ()
- Starch uses config. but cellulose uses config. So starch is helical but cellulose is
straight
- In plant cell walls, parallel cellulose chains are grouped into microfibrils
- Enzymes that digest starch cannot hydrolyze cellulose (b/c of shapes)
- Some bacteria can break down cellulose to glucose
- Chitin is another polysaccharides used in insect exoskeletons
5.3
- Lipids do not have polymers
- Lipids consist mostly of non-polar hydrocarbons, are hydrophobic
- Examples include fats, phospholipids and steroids.
- Fat is constructer from glycerol and fatty acids
- In making a fat, three fatty acid molecules each join to glycerol by an ester linkage ( a
bond between a hydroxyl group and a carboxyl group)
- Basic unit of fat is then triacylglycerol, (1 glycerol + 3 fatty acids)
- If there are no double bonds b/w carbons of fatty acid, then maximal amount of
hydrogens can bond to the acid hence saturated fat (saturated w/ hydrogen)
- Unsaturated fats have a kink in their geometry wherever cis double bonds occur,
preventing them from compacting close enough to solidify
- Hydrogenated oils are unsaturated fats that have been synthetically saturated with
Hydrogen
- Hydrogenation also produces unsaturated fats w/ trans double bonds called trans fats
- A gram of fat stores twice as much energy as gram of polysaccharide
- Humans and other mammals stock their long-term food reserves in adipose cells, which
swell and shrink as fat is deposited and withdrawn from storage
- Adipose tissue cushions organs and insulates the body
- Phospholipids have only 2 (nonpolar) fatty acids & 1 (polar) phosphate group attached to
glycerol
- Additional charged molecules link to phosphate group to form variety of phospholipids
- Steroids are lipids characterized by a carbon skeleton consisting of four fused rings
- Cholesterol is a steroid in cell membranes & also helps synthesize other steroids
- Many hormones are steroid produced from cholesterol
5.4
- Enzymes are most common proteins - catalyze reactions without being consumed
- Proteins are all constructed from same set of 20 amino acids
- Polypeptides = polymers of amino acids
- 1 or more polypeptides folded into specific geometries constitute proteins
- Amino acids have amino and carboxyl groups joined to an asymmetric carbon carbon
- The carbon has amino & carboxyl group, hydrogen atom, and variable R group (or side
chain)
- Negatively charged side chains are acidic, positive are basic
- 2 amino acids bond when amino group of one reacts with carboxyl group of the other via
enzymatically catalyzed dehydration reaction.
- ^^^^^^creating a peptide bond
- Many peptide bonds form polypeptide with a C-terminus (carboxyl end) and N-
terminus (Amino end)
- The continuous sequence of the same molecular structure after all the peptide bonds have
been formed is called the peptide backbone
- Frederick Sanger studied insulin
- Protein isnt just polypeptide, but polypeptide(s) conformed into a specific shape
- Polypeptides fold spontaneously via bonds between parts of itself
- Proteins structure divided into: primary, secondary, tertiary, and quaternary
- Denaturation factors such as temperature, pH, and salt concentration of environment
alter the shape of a synthesized protein & makes it biologically inactive
1. When protein moved from aqueous envir. to organic solvent & hydrophobic
regions fold out
2. Chemicals disrupt hydrogen, ionic, and disulfide bridges that maintain protein
shape
3. Excessive heat could agitate polypeptide chain enough to break weak bonds
- Chaperonins - protein molecules that assist the proper folding of other proteins
- X-ray crystallography and nuclear magnetic resonance (NMR) spectroscopy aid in
determining protein geometry
5.5
- Each chromosome consists of 1 long DNA molecule that contains hundreds of genes
- One gene on DNA sequence directs the synthesis of mRNA
- Ribosomes are the sites of protein synthesis where the mRNA docks and releases info
- Even prokaryotes (which lack nuclei) use RNA
- Nucleic acids are macromolecules that exist as polymers called polynucleotides
- Each nucleotide is composed of: Nitrogenous base, pentose, and phosphate
- The portion of the group without the phosphate is called nucleoside
- 2 types of nitrogenous bases: Purines & Pyrimidines
- Pyrimidine has 6 membered ring of carbon and nitrogen atoms (which take up H+ from
solution, hence base)
- Cytosine, Thymine, and Uracil are all Pyrimidines
- Purines are larger, with a six-membered ring fused to a five-membered ring (Adenine
and Guanine)
- Thymine is only in DNA & Uracil is only in RNA, rest are in both
- The pentose connected to the nitrogenous base is ribose in the nucleotides of RNA and
deoxyribose in DNA
- We use symbol (prime) to distinguish carbons on the pentose from those on n-base
- Adjacent nucleotides are joined by covalent bonds called phosphodiester linkages
- DNA strand has a built-in directionality along its sugar-phosphate backbone, from 5 to
3
- For DNA, the two sugar-phosphate backbones run in opposite 5 3 directions from
each other, an arrangement referred to as antiparallel
- Both strands held together by hydrogen bonds