2. BIOCHEMISTRY
• “CHEMISTRY OF THE LIVING CELL”
• The study of life at the molecular level
• Lead us to fundamental understanding of life
3.
4. BIOMACROMOLECULES
• Biomacromolecules are large biological polymers, such as nucleic
acids, proteins and carbohydrates, that are made up of monomers
linked together.
• Self-assemble into cellular structures and complexes
• Recognize and interact with one another in specific ways to perform
essential cellular functions
• Interactions are weal and reversible
5. 4 MAJOR CLASSES OF
BIOMOLECULES
• CARBOHYDRATES
- mainly used as sources of cellular energy
• LIPIDS
- also known as fats; components of cell membranes
• AMINO ACIDS
- used as building blocks for proteins
• NUCLEOTIDES
- used as building blocks for DNA and RNA precursors
7. CARBOHYDRATES
GENERAL FORMULA: Cn(H2O)n
• FUNCTIONS OF CARBOHYDRATES:
- Energy source
- Energy storage
- Carbon source
- Structure/Protection
- Recognition/Signaling
- Can be attached to other macromolecules
9. MONOSACCHARIDES
• Common monosaccharides contain 3 to 6 carbon atoms
• Monosaccharides are either aldehydes or ketones
• For Aldoses and Ketoses – the name is based on the location of the
carbonyl (C = O)
• Combining these terms describes the essential structure of sugars
- glyceraldehyde is an aldotriose
- glucose is an aldohexose
- fructose is a ketohexose
10. MONOSACCHARIDES
Simplest KETOSE is
DIHYDROXYACETONE
• Contains a KETONE
• Only monosaccharide that does
not have a chiral center
Simplest ALDOSE is
GLYCERALDEHYDE
• Contains an aldehyde
• Contains a chiral center
Isomers – same
chemical formula,
different structure
Epimers – isomers that
differ at only 1 Carbon
Enantiomers – isomers
that are mirror images
(D and L)
Anomers – isomers
that differ only at
11. FISCHER PROJECTIONS
RULES:
• Carbons are numbered from the top
• Most oxidized C (one with the most number
of bonds to O) goes at top
• Last carbon will always be part of a CH2OH
group (Not chiral)
• If –OH is to the RIGHT -> D-isomer
• If –OH is to the LEFT -> L-isomer
12. CYCLIZATION OF
MONOSACCHARIDES
• TWO CASES OF CYCLIZATION:
- HEMIACETALS: Carbonyl
reacting with hydroxyl group ->
addition product called
hemiacetal. Carbon center
bonded to one R-group, a H
atom, an –OH and an –OR.
- HEMIKETALS: Hemiketal
functional group includes a
carbon center with 2 R-groups,
an –OH and an –OR group.
Formed when C5 hydroxyl
interacts with C2 carbonyl of a
ketose.
15. POLYSACCHARIDES
• Two main functions:
- Energy storage
- Structure
• STORAGE POLYSACCHARIDES:
• - STARCH – found in
chloroplasts of plant cells
- Mixture of 2 types of GLUCOSE
POLYMERS: Amylose and
Amylopectin.
16. POLYSACCHARIDES
• STORAGE POLYSACCHARIDES:
- GLYCOGEN – animal
carbohydrate storage
Functions:
- Used to generate ATP
during anerobic muscle contraction
- The source of glucose for
maintaining blood glucose
- Stored in liver and muscle
as granules or particles
- Branched glucose
polysaccharide
18. POLYSACCHARIDES
FUNCTIONS OF OLIGOSACCHARIDES ON
PROTEINS:
• Influence structure, folding and stability
of protein
• May determine the lifetime of a protein
• Serve as markers to identify a cell type
19. LIPIDS
• Very important biomolecules
• Insoluble in water
• Soluble in organic solvents and other lipids
• FUNCTIONS OF LIPIDS:
- Storage molecules for energy
- Structural components of cellular membranes
- Protective molecules
- Hormones and vitamins
- Intracellular messengers
- Pigments
- Insulation
20. LIPIDS
• FOUR MAIN CLASSES OF LIPIDS:
1. Triacylgylcerols (TAGs) – also
known as triglycerides; storage lipids
(non-polar)
2. Phosphoacylglycerols –
membrane structural lipids (polar)
3. Sphingolipids – membrane
structural lipids (polar)
4. Non-saponifiable Lipids –
steroids, hormones, cholesterol
21. LIPIDS
FATTY ACIDS
• Long chain carboxylic acids
• TWO TYPES:
- Saturated: - hydrocarbon has no
double bonds
- pack close together
- less fluid
- higher melting
temperature because it takes more
energy to break interactions
- likely to be solids at
room temperature
- Unsaturated: - Hydrocarbon chain
has one or more double bonds
Do not pack as closely
More fluid than saturated
Lower melting temperature than saturated
Likely to be liquid at room temperature
22. LIPIDS
TRIACYLGLYCEROLS
• Are made up from 3 fatty acids ester linked to glycerol
• Each –OH on glycerol can react with a fatty acid
• Start with C1 -> C2 -> C3
• Release H2O upon formation of ester linkage
23. LIPIDS
FAT SUBSTITUTES
• Olestra – chemically synthesized fat (TAG) substitute
• Mixture of sugars and fatty acids
•Nor absorbed and metabolized
•Depletes the body of fat soluble vitamins and may lead o
gastrointestinal distress
25. LIPIDS
2. PHOSPHOACYLGLYCEROLS
- very similar in structure to triacylglycerols except one of the
alcohols of glycerol is esterified by phosphoric acid instead of fatty
acid = phosphatidic acid
- the phosphoric acid group is then esterified by a second
alcohol to form the phosphoacylglycerol
26. LIPIDS
3. SPHINGOLIPIDS
- membrane lipids based on the core structure of SPHINGOSINE,
a long chain amino alcohol
- Glycerol is replaced by sphingosine
28. LIPIDS
BIOLOGICAL MEMBRANES
• Membranes surround all cells and organelles
• Membranes are based on LIPID BILAYERS (phospholipids,
glycosphingolipids, sphingolipids and cholesterol)
• Non-polar components minimize exposure to water by forming a
bilayer
• Polar head groups face outward and H-bond with water
• Lipid fatty acid chains face inward and interact via hydrophobic
interactions
29. LIPIDS
EFFECT OF CHOLESTEROL ON MEMBRANES
• Bulky rigid molecule
• Moderates fluidity of membranes
- Cholesterol in membranes decreases fluidity because it is
rigid
- Prevents crystallization (making solid) of fatty acyl side chains
by fitting between them. Disrupts close packing of fatty acyl chains.
Thus, increased fluidity.
30. LIPIDS
INTEGRAL MEMBRANE PROTEINS
• Located within the lipid bilayer
• Hydrophobic amino acids interact with fatty acid chains in the hydrophobic
core of the membrane
•Usually span the bilayer one or more times – called transmembrane proteins
• FUNCTIONS: Transporters & Receptors
• Beta-Barrel Integral Membrane Proteins – barrel shaped protein that is made
up of antiparallel beta strands with hydrophilic head and hydrophobic tails
• Alpha-Helical Membrane Proteins – can cross the membrane once or many
times and have multiple transmembrane segments. Major category of
transmembrane proteins.
31. LIPIDS
PERPHERAL MEMBRANE PROTEINS
• Interact weakly with the membrane with lipid head groups or integral
membrane proteins
• Interactions are mainly hydrogen bonds or electrostatic interactions
• Functions: enzymes, signal transduction proteins, cytoskeletal
proteins
• Lipid anchors protein in the membrane: Farnesyl, Myristoyl, Palmitoyl
33. LIPIDS
MEMBRANE FUNCTION
- Separate cytoplasm from environment
- Provide system for uptake and export of compounds
- Mediate interactions with environment
- Provide environment for catalysis
34. MEMBRANE TRANSPORT
CLASSES OF ACTIVE AND PASSIVE TRANSPORTERS
• Symporters – moves a small molecule inside a cell during transport
of target molecule inside a cell
• Antiporters – moves a small molecule outside the cell during
transport of a target molecule inside a cell
• Uniporters – binds and transports target molecule only
35. MEMBRANE TRANSPORT
PASSIVE TRANSPORT
- move from HIGHER concentration to LOWER concentration
region
- no need for energy input for this transport
- Two types:
Simple Diffusion – molecule passes through membrane
pore opening without interacting with other molecules
Facilitated Diffusion – transport assisted by specific
membrane protein
36. MEMBRANE TRANSPORT
ACTIVE TRANSPORT
- move from LOW concentration
area to HIGH concentration area
- cells must use energy to
transport. ATP is used.
- Examples: Glucose Transport into
Intestinal Cells
Na+-K+ Ion Pump