LESSON 1: INTRODUCTION TO BIOCHEMISTRY
CELL STRUCTURE AND FUNCTIONS
Frederick Gowland Hopkins
“A cell has history; its stucture is inherited, it grows, divides, and, as in the
embryo of higher animals, the products of division differentiate on complex
lines. Living cells, moreover transmit all that is involved in their complex
heredity.”
Basic Structure of a Cell
1665 – Robert Hooke used a microscope to examine a thin slice cork
(dead plant cells)
o what he saw looked like small boxes
o responsible for naming cells
o cells – looked like small rooms that monks
lived in
1673 – Anton van Leeuwenhoek
o Dutch microscope maker
o First to view organism (living things)
o Used simple, handheld microscope to view pond
water & scrapings from his teeth
Beginning of the Cell Theory
1838 – Matthias Schleiden
o Concluded that all plants were made of cells
o Cofounder of cell theory
1839 – Theodore Schwann
o All animals were made of cells
o Cofounded cell theory
1855 – Rudolph Virchow
o Cells dividing under the microscope
o All cells come from other pre-existing cells by cell division
Cell Theory
All living things are made of cells
Cells are the basic unit of structure and function in an organism
Organism – basic unit of life
Cell division - cells come from the reproduction of existing cells
Discoveries since the Cell Theory
Prokaryotes – The First Cells
Lack a nucleus or membrane-bound
organelles
Bacteria
Simplest type of cell
Single, circular chromosome
Nucleoid region (center) contains DNA
Surrounded by cell membrane & cell wall
(peptidoglycan)
Ribosomes (no membrane) in their cytoplasm to make proteins
Eukaryotes
Have nucleus
Protists, fungi, plants, and animals
Complex type of cells
3 basic cell structures:
Nucleus
Cell membrane
Cytoplasm w/organelles
Two types of Eukaryotic
Cells
Other Eukaryotic Cells – fungal cell, protozoa
The Organelles
Microscopic
Various functions
Found in cytoplasm
May/may not be membrane bound
Cell Membrane or Plasma
Membrane
Double layer of
phospholipids and
proteins
Surrounds outside of
ALL cells
Controls what enters/leaves the cell
Living layer
Phospholipids
Head –
o Glycerol, Phosphate
o Hydrophilic (attract water)
Tails = fatty acids; hydrophobic
Bilayer – tails point INWARD toward each other
Move laterally to allow small molecules to enter (O2, CO2 & H2O)
The Cell Membrane is Fluid
Molecules in cell membranes are constantly
moving and changing.
Physiological temp = cell membranes are
fluid
Cooler temp = gel-like
Membrane is a fluid mosaic in which
transmembrane proteins can move laterally in
the lipid bilayer.
Cell Membrane Proteins
Help move large molecules
Aid in cell recognition
Peripheral proteins – attached on the
surface (inner/outer)
Integral proteins – embedded through the
membrane
Cell Membrane (Plants)
Against the cell wall
Pushes out against the cell wall to:
Maintain cell shape
Outside the cell membrane
Nonliving
Supports & protects cell
Plants, fungi & bacteria
Cell Wall of Plants
Cell
wall of fungal and bacterial cell
Cytoplasm of a Cell
Jelly-like
substance
A medium for chemical reactions to take place
Contains organelle (carry out specific jobs)
Fluid and ogranelles that are outside the nucles (all the contents for prokaryotes)
Removes waste material
Helps in cell respiration
Converts glucose = energy
Cytosol – liquid portion of cytoplasm
Where many chemical reactions occur
The Nucleus
Controls normal activities of the cell
DNA in chromosomes
Bounded by a nuclear envelope (membrane) w/pores
Largest organelle
Chromosomes – fixed; carry genes
genes control cell characteristics.
Nuclear Envelope
Double membrane
surrounding nucleus
Nuclear membrane
Contains nuclear pores (for
materials to enter/leave nucleus)
Inside The Nucleus
DNA – hereditary material of the cell; spread
out
o appears as chromatin in non-dividing
cells
o Condensed & wrapped around proteins
o Form as chromosomes in dividing cells
o Genes that make up the DNA molecule code for different proteins
Nucleolus
Inside nucleus
Disappears when cell divides
Makes ribosomes that make proteins
The Cytoskeleton
Dynamic structure
Microfilaments and microtubules can
depolymerise and repolymerise very easily
The Cytoskeleton
Functions:
Scaffold creating and
supporting cell shape
Molecular roads for
intracellular
transport of
materials
Framework for whole cell movement & cell division
Structure and support
Intracellular support
Contractility and Motility
Spatial organization
Centrioles
Animal cells
Paired structures near nucleus
Made of bundle of microtubules
Appear during cell division forming mitotic
spindle
Pull chromosome pairs apart to opposite ends
of the cell
Mitochondrion (Mitochondria)
Powerhouse of the cell
Generate cellular energy (ATP) adenosine
triphosphate
More active cells, more mitochondria
Plants & animal cells
Site of cellular respiration (burning glucose)
surrounded by double membrane
own DNA
Cristae – folded inner membrane; increases surface
area for more chemical reactions
Matrix – interior
Endoplasmic Reticulum (ER)
Network of hollow membrane tubules
Connects to nuclear envelope & cell
membrane
Synthesis of products & transport
Rough ER
Ribosomes on its surface
Makes membrane proteins; proteins for export out of cell
Ribosomes – make proteins
Protein threaded into the interior of the Rough ER to be modified and transported
Smooth ER
Lacks ribosomes
Lipid metabolism, carbohydrate metabolism, detoxification
Abundant in mammalian liver and gonad cells
Synthesizes phospholipids (secreted by testes, ovaries, skin oil glands)
Ribosomes
Proteins and rRNA
Protein factories
Join amino acids to make proteins through
protein synthesis
Structure of Ribosomes
Not bounded by membrane
Prokaryotic ribosomes are smaller and less dense than Eukaryotic
Two subunits –
o Each consists of ribosomal RNA
mRNA binding site
o 3 tRNA binding sites
A: aminoacyl – tRNA
P: Peptidyl – tRNA
E: exit
Golgi Apparatus/Golgi Bodies
flattened sacs
shipping side (cis face) & a receiving
side (trans face)
Receive proteins made by ER
Transport vesicles with modified
proteins pinch off the ends
Modify, sort, package molecules from ER for storage or transport out of cell
Lysosome
Digestive enzymes
Break down
Destroyer; Apoptosis – cell death
Release enzymes to break down &
recycle cell parts
Lysosome Digestion
Phagocytosis – cells take in food
Lysosomes digest the food, gets rid of the wastes
Endomembrane System
(1) Rough ER - makes/packages proteins
transport vesicles
(2) Golgi apparatus – modifies and repackages materials
secretory vesicles fuse w/membrane → incoming vesicle
(3) Lysosome: digests food particles
transport vesicles
(4) Smooth ER – makes lipids/stores ions
Cilia and Flagella
Flagella – to the right, wave-line
movement; ex: sperm;
Cilia – to the left, wavy (balloon in a newly
opened store)
Moves cells, fluids/small particles
across cell surface
Diff:
Cilia are slender protuberances that project from much larger cell body.
Flagella is a lash-like appendage that protrudes from the cell body.
Vacuoles
Fluid-filled sacks for storage
Small/absent in animal cells
Plant cells have a large central vacuole
In plants
o Stores cell sap
o Storage of sugars, proteins, minerals, lipids, wastes, salts, water and
enzymes
Chloroplasts (Plants only)
double membrane
DNA
Green pigment chlorophyll
Function
Responsible for photosynthesis
Found only in organisms containing chlorophyll (producers)
Use energy from sunlight to make own food (glucose)
o Energy from sun stored in chemical bonds of sugars
Cell type
Eukaryotic, plant
Stroma – appropriate enzymes and a suitable pH for calvin cycle
Thylakoid – ETC & ATP synthase for photophosphorylation
Granum – flat membrane stacks increase SA/Vol ratio and small internal volumes
quickly accumulate ions
Lamella – connects & separates thylakoid stacks (grana)
Double membrane – endosymbiosis (independent origin0
Prokaryotic Cell Parts
Prokaryotes
microscopic single-celled organism
neither a distinct nucleus with a membrane nor other specialized organelles.
Bacteria and Archaea.
started just over 4 billion years ago, feeding off the early carbon dioxide, carbon
monoxide, steam, nitrogen, hydrogen, and ammonia atmosphere.
Bacteria shapes
Spheres (Cocci)
Rods (Bacilli
Spirals
Classification
Old 5 Kingdom system
o Monera, protists, plants, fungi, animals
New 3 Domain system
o Prokaryote: Bacteria
o Prokaryote: Archaebacteria
o Eukaryotes
Protists
Plants
Fungi
Animals
Lesson 2: Properties of Water and the Basic Concepts of Biochemistry of Cells
Cells are composed of water, inorganic ions, and carbon-containing (organic)
molecules.
Water is the most abundant molecule in cells (70% or more of total cell mass)
Hydrogen, oxygen, nitrogen, carbon, phosphorus, and sulfur normally make
up more than 99% of the mass of living cells
o When combined, produces organic molecules
o initially utilized in the synthesis of a small number of building blocks
used in the construction of a vast array of vital macromolecules.
Glycolysis
Phase 1 – Sugar activation
o Glucose to fructose-1,6-bisphosphate
o 2 ATP to 2 ADP (adenotriphosphate; adenosine diphosphate)
Phase 2 – Sugar cleavage
o Exchange between dihydroxyacetone phosphate and glyceraldehyde
phosphate
Phase 3 – Sugar oxidation and formation of ATP
o dihydroxyacetone phosphate (4 ADP – 4 ATP)
o glyceraldehyde phosphate (2 NAD++2 NADH+H+)
produces 2 pyruvic acid
dihydroxyacetone phosphate goes to Krebs cycle (aerobic
pathway)
glyceraldehyde phosphate
o 2 NADH+H+ -- 2 NAD+
2 Lactic acid
Organic molecules – contain both C and H; contain other elements as well
Hydrocarbon – C & H only
simple to extremely
complex
Importance of Organic Compound
build all units of all living matter: carbohydrates, proteins, fats
all foods are organic compounds
Dead organisms - converted to fossil fuels like peat, coal and petroleum
Petroleum - source of fuel and starting material for plastics, fabrics and
industrial chemicals
Photosynthesis - reaction that makes carbon a part of our food.
Water
Inorganic, transparent, tasteless, odorless and near colorless chemical
substance
Earth’s hydrosphere; fluids of all known living things
Vital for all forms of life
60-90% of an organism; universal solvent
No calories or organic nutrients
Importance of water
Assimilation of food and digestive leading processes
Carries nutrients and oxygen
Removes waste products through blood and lymphatic system
Lubrication
Eliminates impurities in the skin
Replace liquid that we lose through
breathing, perspiration and digestion
Perspiration – regulate body temperature
Protective cushion for the brain and spinal
cord
Water
Simple molecular structure; one oxygen
and two hydrogen
Each hydrogen atom is covalently bonded to the oxygen (shared pair of
electrons
Ability of ions and other molecules to dissolve in water due to polarity
Properties of water
Cohesion – hydrogen bonds hold water molecules
High specific heat – hydrogen absorb heat; minimizing temp changes
High heat of vaporization – hydrogen bonds are broken
Lower density of ice – molecules in an ice crystal are spaced relatively because
of hydrogen bonding
Solubility – polar water molecules are attracted to ions/polar compounds
making them soluble
Carbon-based Molecules
Organic chemistry – study of carbon compounds
Carbon is a versatile atom;
Can share electrons w/other
atoms to form four covalent
bonds
Hydrocarbons
Simplest; contain only carbon
and hydrogen atoms
Carbon use it bonds to:
Attach to other carbons
Form an endless diveristy of carbon skeletons
o Skeletons – can be arranged in rings
Vary in length
Unbranched/branched
Double bonds that vary in location
Large Hydrocarbons
Main molecules in the gasoline we burn in our cars
Fat hydrocarbons – provide energy
Shape of Organic Molecules
Has unique three-dimensional shape
o Shape determines its function in an organism
Functional group – specific group of atoms/bonds within a compound responsible for
the characteristic chemical reactions of that compound
Behave similar, undergo similar reactions regardless of the compound
Types of functional groups:
Groups of atoms that give properties to the compounds to which they attach
Examples: (O-H); ketone, alcohol, aldehyde, organic acid
Polymers
Macromolecules
Built from monomers
Examples: carbohydrates, nucleic acids, lipids, proteins
Condensation – linking monomers /
Dehydration synthesis – removing water
molecule
o Joins two sugar monomers to
make double sugar
Breaking down polymers
Hydrolysis – breakdown macromolecules by adding a molecule of water
Macromolecules in Organism
Four categories: Carbohydrates, Lipids, Proteins, Nucleic Acids
Carbohydrates
o Small sugar molecules in softdrinks
o Long starch molecules in pasta/potatoes
Monosaccharides (C6H12O6)
o Simple sugars
o Glucose, fructose & galactose (milk sugar)
Glucose found in sports drinks
Fructose found in fruits
Honey contains both
-ose = sugar
o Same chemical, different structural formulas
o Cellular fuel
Isomers
o Glucose and fructose
Structures are diff but chemical formulas are same
Rings
Aqueous solutions
Monosaccharides form ring structures
Disaccharides (examples are digestible)
Double sugar
Joining two monosaccharides
Condensation – removing water molecule
Glycosidic bond
Ex: sucrose (table sugar), lactose (milk sugar), maltose (grain sugar)
o sucrose (table sugar) – glucose + fructose
o maltose (grain sugar) – 2 glucose molecules
o lactose (milk sugar) – galactose + glucose
Polysaccharides
complex carbohydrates
many sugar monomers linked together
polymers of monosaccharide chain
examples: starch, glycogen, cellulose
o starch – plant stores this for energy;
potatoes and grains
o glycogen – excess sugar in animals;
similar structure to starch because they are both glucose monomers
o cellulose – most abundant organic compound;
cable-like fibrils in tough walls that encloses plants
major component of wood
dietary fiber
Dietary Cellulose
animals cannot derive nutrition from fiber
o have bacteria in digestive tract that breakdown cellulose
Sugars in Water
simple sugars and double sugars are soluble
o -OH groups make them hydrophilic
Lipids
Hydrophobic
Do not mix with water
Fats, waxes, steroids, oils
Function of Lipids
Store energy
Insulate body
Cushion/protect organs
Types of Fatty Acids
Saturated fatty acids – max hydrogens bonded to the carbons (all single bonds
between carbons)
o Single bonds
Unsaturated fatty acids – less than max hydrogens bonded to the carbons
o Unsaturated
Triglyceride
Monomer of lipids
Glycerol & 3 fatty acid chains
o Glycerol forms backbone of the fat
o Ex: organic alcohol (-OL)
Fats in Organisms
Solids (butter, margarine & shortening)
Animal fats have hig proportion of saturated fatty acids
Plant oils – low saturated fatty acids
o Exist as liquids (oil)
Fats
Triglyceride (glycerol and 3 fatty acids chains)
Condensation links fatty acids to glycerol
Lipid and Cell Membranes
Cell membranes = phospholipids
o Phospholipids – head (polar); phosphate
2 tails – hydrophobic
Steroids
Carbon skeleton bent to form 4 fused rings
Cholesterol; body produces steroids
Estrogen and testosterone
Synthetic Anabolic Steroids
Variants of testosterone
Build up muscles quickly
Pose serious health risks
Proteins
Polymers made of
amino acids
(monomers)
20 different amino acids
linked in diff orders
Used to build cells
Act as hormones & enzymes
Do much of work
20 Acid Monomers
Essential amino acids – cannot be made by the body; must come from food
o Histidine
o Isoleucine
o Leucine
o Lysine
o Methionine
o Phenylalanine
o Threonine
o Tryptophan
o Valine
Non-essential amino acids – bodies produce;
o Alanine
o Arginine
o Asparagine
o Aspartic acid
o Cysteine
o Glutamic acid
o Glutamine
o Glycine
o Proline
o Serine
o Tyrosine
Structure of Amino Acids
Central carbon w/4 things bonded to it
Peptide bonds
o Amino group – NH2
o Carboxyl group – COOH
o Hydrogen
o Side group – R
Amino and carboxyl
Proteins as Enzymes
Biological catalysts
Thousands
Enzymes – control rate of
chemical reactions by
weakening bonds, lowering
amount of activation energy
Enzymes
Globular proteins
Folded conformation ---- active site
Specific for only one type of substrate
Reusable
Active site changes shape
Induced fit
Primary
protein
structure
polypeptide
Specific sequence of amino acids in a protein
Secondary protein structure
Protein chains coil/fold
Polypeptides join together
Tertiary protein structure
R groups interact
In the watery environment of a cell, proteins become globular in their
quaternary structure
Denaturating proteins
Changes in temp & pH unfold (denature) a protein = not working
Changing Amino Acid Sequence
Sickle-cell disease – substitution of one amino acid for another in hemoglobin
Other Important
Proteins
Insulin – controls
blood sugar level
o Causes liver to
uptake & store
excess sugar (Glycogen)
Cell membrane contains proteins
Receptor proteins – recognize cells
Nucleic Acid
Store hereditary information
Contain information for making all proteins
DNA & RNA
Polymers of nucleotides
o Nucleic acid monomer
Bases
each nucleotide has
o adenine (A)
o guanine (G)
o thymine (T)
o cytosine (C)
Nucleotide Monomers
joined by sugars &
phosphates on the
sides
long chains called DNA
DNA – deoxyribonucleic acid
Two strands join to form a double helix
RNA – ribonucleic acid
Ribose sugar has an extra -OH (hydroxyl)
Uracil base
ATP – Cellular
Energy
used by cells for
energy
adenosine
triphosphate
nucleotide
with 3 phosphate
groups
energy is
stored in the chemical bonds of ATP
last 2 phosphate bonds – high energy
breaking last phosphate bond releases energy for cellular work;
o produces ADP & free phosphate
ADP can rejoin to the free phosphate to make more ATP
Lesson 3: A review on Organic Chemistry
Carbohydrates – one od the major compound in biochemistry
Biochemical compounds – make up cells / other structures of organisms and
carry out life processes.
Carbon -
basis of
all
biochemical compounds
Polymers – most biochemicals are large molecules
o Repeated units of monomers
Most organic compounds are covalent compounds
Not part of organic chemistry – carbonate ions & bicarbonate ions
Hydrocarbons - simplest organic compounds
o (Alkanes) Saturated hydrocarbons - have only single bonds / appear
as a chain (which can be a straight chain or can have branches)
Meth - means one carbon atom;
o methane is an alkane with one carbon atom
Eth- means two carbon atoms;
o ethane is an alkane with two carbon atoms.
Prop- means three carbon atoms;
o propane is an alkane with three carbon atoms.
Basic Concepts of Organic Chemistry
Organic Chemistry - study of carbon & carbon compounds
o Organic compounds - primary constituents of all living organisms.
o Carbon is able to form 4 covalent bonds (4 valence electrons) with other
carbon or other elements.
II. Characteristics of Organic Compounds
They are nonpolar compounds – they do
not dissolve in polar solvents like Water.
They have low melting points – due to
weak intermolecular forces.
They react slower than ionic compounds – due to strong covalent bonds
between atoms.
Structural Formulas -
Carbon is found in the center
The short line – represents a pair of electrons.
Carbon has 4 bonding sites.
1. Methane: CH4
2. Chloroform: CHCl3
3. Ethane: C2H6
Type of Bonds
Single Bond – single covalent bond in which
they share 1 pair of electrons. (2 e-)
Double Bond – carbon atoms may share 2 pairs of
electrons to form a double bond.
Triple Bond – carbon atoms may share 3 pairs of
electrons to form a triple bond.
Types of Compounds
Saturated Compound – carbon atoms are
bonded by SINGLE bonds.
o Ex: 1. Methane: CH4
Unsaturated Compound – carbon atoms
have double or triple bonds.
o Ex: ethene: C2H4
Homologous Series of Hydrocarbons
As size of molecule increases the
boiling and freezing points increase.
Hydrocarbons - organic
compounds consist of only
Carbon and Hydrogen atoms.
Alkanes – simplest hydrocarbon
- Contain only hydrogen and carbon
- Only have single bonds
o Single, Saturated
hydrocarbons
o Formula: CnH2n+2
Naming Organic Compounds
Organic compounds are named
according to the IUPAC
(international union of pure &
applied chemistry) system of
nomenclature
Alkanes – end in ane Alkenes – end in ene Alkynes – end in yne
Alkenes – unsaturated hydrocarbons; one double
bond (C=C)
Formula: CnH2n
Also called ethylene series (IUPAC name is ethene)
ISOMERS: Molecules have
the same molecular
formula, but have different
structural formulas.
Alkynes – unsaturated hydrocarbons / 1 triple bond
Acetylene series
Formula – CnH2n-2
Alkyl groups – one less hydrogen than corresponding alkane
CH3 is methyl – one less H than methane
(CH4)
C2H5 is ethyl – less H than ethane
C3H7 is propyl -
Benzene – cyclic unsaturated hydrocarbons
Formula – CnH2n-6
C6H6 – simplest
IUPAC Naming Branched Hydrocarbon Chains
Hydrocarbons can not / can be straight
1. Find the longest continuous chain of carbons
a. -Ane - Bonds in the chain of carbons are single bonds
b. Heptane - 7 continuous carbons
2. Number the carbons in the main sequence starting with the end that will give the
attached groups the smallest number
a. Chain is numbered from right to left because there is a subconstituent
closest to the right
3. Add numbers to the names of the groups
to identify positions on the chain
a. These numbers become prefixes to the parent chain
b. Example – 2-methyl, 3-methyl, 4-
ethyl
4. Use prefixes to indicate the appearance of a
group more than once in the structure.
a. Di – twice, tri – three times, tetra – four times
penta – five times
b. 2 methyl (CH3) groups - dimethyl
5. List the alykl groups in order
a. Ex: dimethyl
6. Use punctuation
a. Commas to separate numbers
b. Hyphens to separate numbers
w/words
Name of the compound: 2,3-dimethyl-
4-ethyl heptane
ANOTHER EXAMPLE
STEP 1 – 6 carbons =
hex; all single bonds = -
ane; HEXANE
STEP 2 – numbering
from right to left
STEP 3 – 2,4
DIMETHYL HEXANE
When naming w/a double/triple bond – start w/carbons closest to the bond
Other organic compounds
Functional groups – specific groupings of atoms that give characteristic properties to
organic compounds
Halides – halogens
o F (fluoro-)
o Cl (chloro-)
o Br (bromo-)
o I (Iodo-)
Halides
Formed when any halogen replaces an H
atom in an alkane
Functional group – F, Cl, Br, I
Drop the “ine” and add
“o”
Alcohols
one or more hydrogens
placed with an -OH group
Hydroxyl = -OH
General formula = R-OH
o R – rest of the molecule
Monohydroxyl Alcohols – one -OH
IUPAC naming of alcohols
Replace e with ol
Organic acids – have functional groups
R-COOH
IUPAC naming of Organic Acids
Replace e with -oic
HCOOH – methanoic acid
Aldehydes – functional group -CHO
IUPAC naming of Aldehydes
Replace e with al
First member – methanal
o Aka formaldehyde
Used to preserve biological samples
Ketones – functional group R-CO-R
E with -one
Simplest – propanone
o IUPAC name is propanone but
common name – acetone
Ethers – two primary alcohols are treated
w/dehydrating agent
Water is removed and 2 alcohols are
joined together by an oxygen
bridge
Diethyl ether – general anesthetic
Dimethyl ether – CH3 -O- CH3
Esters – R-CO-O-R
Between an organic acid and alcohol
Have strong fragrant aromas: banana, wintergreen & oranges
IUPAC naming of Esters
Amines - -N-
Ammonia = NH3
IUPAC naming
o Replace final -e with -amine
Amides –
End of carbon chain
Final -e, add “amide”
Lesson 4: Carbohydrates and Its Classes
Carbohydrates - sugars, starches and fibers found in fruits, grains, vegetables
and milk products.
o one of the basic food groups
o important to a healthy diet.
carbohydrate (/kɑːrboʊˈhaɪdreɪt/) - biomolecule consisting of carbon (C),
hydrogen (H) and oxygen (O) atoms,
o hydrogen–oxygen atom ratio of 2:1 (as in water)
o empirical formula - Cm(H2O)n (where m may be different from n).
o polyhydroxy aldehydes or ketones - broken down to form such
compounds.
o Examples of carbohydrates - starch, fiber, sugars, and structural
materials such as cellulose.
o Term carbohydrate - origin in a misinterpretation of the molecular
formulas of many of these substances.
For example, because its formula is C6H12O6, glucose was once
thought to be a “carbon hydrate” with the structure C6·6H2O.
Photosynthesis - Green plants are capable of synthesizing glucose (C6H12O6) from
carbon dioxide (CO2)
and water (H2O) using
solar energy
6CO2 + 6H20 +
(energy) → C6H12O6 +
6O2 Carbon dioxide +
water + energy from light produces glucose and oxygen; (The 686 kcal come from
solar energy.)
Plants
use the glucose for energy or convert it to larger carbohydrates,
o starch or cellulose.
Starch provides energy for later use; nourishment for a plant’s
seeds
Cellulose - structural material of plants.
Carbohydrates - needed for synthesis of nucleic acids and many proteins and
lipids.
Animals cannot synthesize carbohydrates from carbon dioxide and water
dependent on the plant kingdom to provide these vital compounds.
carbohydrates not only for food (about 60%–65% by mass of the average diet)
but also for clothing (cotton, linen, rayon), shelter (wood), fuel (wood), and paper
(wood).
Monosaccharide – simplest carbo
o Cannot be hydrolyzed to produce smaller carbo
Prefixes are used to indicate the number of such units in the chains.
Disaccharide - two monosaccharide units
Trisaccharide - three units
Polysaccharides - chains with many monosaccharide units
o higher saccharides that can be hydrolyzed back to their constituent
monosaccharides.
Compounds that cannot
be hydrolyzed
will not react with water to form two or more smaller compounds.
Writing Structural Formulas and Naming Carbohydrates
Carbohydrates - group of naturally occurring carbonyl compounds (aldehydes or
ketones) that also contain several hydroxyl groups.
derivatives which produce such compounds on hydrolysis.
most abundant organic molecules
“saccharides”
“sugars” - soluble in water and sweet in taste
Structure of Carbohydrates
Carbohydrates consist of carbon, hydrogen, and oxygen.
general empirical structure - (CH2O)n.
organic compounds organized in the form of aldehydes or ketones with
multiple hydroxyl groups coming off the carbon chain.
Monosaccharides (simple sugars) - building blocks of all carbohydrates
o polyhydroxy aldehyde (aldose) or a polyhydroxy ketone (ketose).
The carbohydrates can be structurally represented in any of the three forms:
Open chain structure.
Hemi-acetal structure.
Haworth structure.
Open chain structure – long straight-chain form of carbohydrates
Hemi-acetal structure –1st carbon of the glucose condenses with the -OH
group of the 5th carbon to form a ring structure.
Haworth structure –the presence of the pyranose ring structure.
Properties of Carbohydrates
Physical Properties of Carbohydrates
Stereoisomerism –shaving the same structural formula but they differ in
spatial configuration.
o Example: Glucose has two isomers with respect to the penultimate carbon
atom. They are D-glucose and L-glucose.
Optical Activity –rotation of plane-polarized light forming (+) glucose and (-)
glucose.
Diastereo isomers – configurational changes with regard to C2, C3, or C4 in
glucose.
o Example: Mannose, galactose.
Annomerism – spatial configuration with respect to the first carbon atom in
aldoses and second carbon atom in ketoses.
Chemical Properties of Carbohydrates
Osazone formation
Osazone - carbohydrate derivatives when sugars are reacted with an
excess of phenylhydrazine.
o eg. Glucosazone
Benedict’s test - Reducing sugars when heated in the presence of an alkali
o Enediols - powerful reducing species
o When Benedict’s reagent solution and reducing sugars are heated
together, the solution changes its color to orange-red/ brick red.
Oxidation - Monosaccharides are reducing sugars if their carbonyl groups
oxidize to give carboxylic acids.
o In Benedict’s test, D-glucose is oxidized to D-gluconic acid thus, glucose is
considered a reducing sugar.
Reduction to alcohols - The C=O groups in open-chain forms of
carbohydrates can be reduced to alcohols by sodium borohydride, NaBH4, or
catalytic hydrogenation (H2, Ni, EtOH/H2O). The products are known as
o “alditols” – product of reduced sodium borohydride or catalytic
hydrogenation
Properties of Monosaccharides
sweet taste (fructose is sweetest; 73% sweeter than sucrose).
solids at room temperature.
extremely soluble in water
o Despite high molecular weights, the presence of large numbers of OH
groups make the monosaccharides much more water-soluble than most
molecules of similar MW.
Glucose can dissolve in minute amounts of water to make a syrup (1 g / 1 ml
H2O).
Classification of Carbohydrates (Types of Carbohydrates)
The simple carbohydrates include single sugars (monosaccharides) and
polymers, oligosaccharides, and polysaccharides.
Monosaccharides
o Simplest group of carbohydrates
o simple sugars since they cannot be further hydrolyzed.
o Colorless, crystalline solid
o soluble in water and insoluble in a non-polar solvent.
o possesses a free aldehyde or ketone group.
o general formula - Cn(H2O) or CnH2nOn.
o classified according to the number of carbon atoms
basis of the functional group present.
The monosaccharides thus with 3,4,5,6,7… carbons are called trioses, tetroses,
pentoses, hexoses, heptoses, etc., and also as aldoses or ketoses depending
upon whether they contain aldehyde or ketone group.
Examples: Glucose, Fructose, Erythrulose, Ribulose.
Oligosaccharides
o compound sugars that yield 2 to 10 molecules of the same or different
monosaccharides on hydrolysis.
o glycosidic linkage – join monosaccharide units
o further classified as disaccharide, trisaccharide, tetrasaccharide etc.
o Disaccharide - Oligosaccharides yielding 2 molecules of
monosaccharides on hydrolysis
o Trisaccharides/tetrasaccharides – 3 or 4 monosaccharides
o general formula (disaccharides) - Cn(H2O)n-
o trisaccharides - Cn(H2O)n-2
Examples: Disaccharides - sucrose, lactose, maltose, etc.
Trisaccharides - Raffinose, Rabinose.
Polysaccharides
o “glycans”.
o more than 10 monosaccharide units and can be hundreds of sugar units
in length.
o more than 10 molecules of monosaccharides on hydrolysis.
o differ from each other in the identity of their recurring monosaccharide
units, in the length of their chains, in the types of bond linking units
and in the degree of branching.
o primarily concerned with two important functions ie.
Structural functions and the storage of energy.
Homopolysaccharidese - monosaccharides of the same type
starch, glycogen, cellulose, pectin.
heteropolysaccharides - monosaccharides of different types.
Hyaluronic acid, Chondroitin.
Functions
Carbohydrates - widely distributed molecules in plant and animal tissues.
In plants and arthropods, carbohydrates form the skeletal structures,
o food reserves in plants and animals.
o important energy source required for various metabolic activities,
o the energy is derived by oxidation.
Major Functions
carbohydrates as accessible energy to fuel cellular reactions.
most abundant dietary source of energy (4kcal/gram) for all living beings.
Glycolysis/kreb’s cycle – breakdown of glucose to yield ATP
energy stores, fuels, and metabolic intermediates.
stored as glycogen in animals and starch in plants.
Stored carbohydrates act as an energy source
form structural and protective components, like in the cell wall of plants and
microorganisms.
Structural elements in the cell walls of bacteria (peptidoglycan or murein),
plants (cellulose) and animals (chitin).
intermediates in the biosynthesis of fats and proteins.
aid in the regulation of nerve tissue
energy source for the brain.
associated with lipids and proteins to form surface antigens, receptor
molecules, vitamins, and antibiotics.
structural framework of RNA and DNA (ribonucleic acid and deoxyribonucleic
acid).
linked carbohydrates are important in cell-cell communication and in
interactions between cells and other elements in the cellular environment.
In animals - constituent of connective tissues.
Carbohydrates that are rich in fiber content help to prevent constipation.
the modulation of the immune system.
Aldohexoses
subclass of the hexoses
in the linear form, have carbonyl at carbon 1, forming an aldehyde derivative
with structure [H–C(=O)–(CHOH)5–H.]
glucose
In linear form, aldohexose has four chiral centres,
16 possible aldohexose stereoisomers
8 pairs of enantiomers.
The linear forms of the eight d-aldohexoses, in the Fischer projection, are:
Of these d-isomers, all except d-altrose occur in living organisms, three are
common
o d-glucose, d-galactose, and d-mannose.
l-isomers - generally absent in living organisms;
o l-altrose - isolated from strains of the bacterium Butyrivibrio
fibrisolvens.
chemist Emil Fischer - devised the following mnemonic device for remembering the
order given above, which corresponds to the configurations about the chiral centers
when ordered as a 3-bit binary string:
All altruists gladly make gum in gallon tanks
allose, altrose, glucose, mannose, gulose, idose, galactose, talose.
Fischer projections of the d-aldohexoses can be identified with the 3-digit binary
numbers from 0 to 7,
o 000, 001, 010, 011, 100, 101, 110, 111.
o The three bits, from left to right, indicate the position of the hydroxyls
on carbons 4, 3, and 2, respectively:
to the right if the bit value is 0, and to the left if the value is 1.
The Fischer diagrams of the eight l-aldohexoses are the mirror images of the
corresponding d-isomers;
with all hydoxyls reversed, including the one on carbon 5.