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• Biochemistry is the study of the chemical substances found in living organisms and the chemical interactions of
these substances with each other.
• science concerned with the chemical constituents of living cells and with the reactions and processes they undergo
Scientists used to believe that compounds occurring in living matter were different from other substances and that they
contained some sort of intangible VITAL FORCE
• FRIEDRICH WOHLER
• German chemist who disproved this theory by synthesizing urea from a non-organic source (ammonium
cyanate)
• This experiment gradually discredited the vital-force theory and opened the way for modern synthetic organic
chemistry
The Composition of Living Organisms and Humans are complex and diverse
As a result, all living things can be studied using the methods of chemistry and physics
• allows it to use results from many sources to answer questions about the “molecular nature of life processes”
• Biomolecules are molecules found in living matter and are part of the subject matter of organic chemistry
• they are derived from monomers (smaller molecules) (Greek: mono + meros, single + part)
--monosaccharides polysaccharides
--lipids
Important applications
Made in:
• Understanding of health and disease at the molecular level leads to more effective treatment of illness of many
kinds
Biochemistry seeks to describe the structure, organization, and functions of living matter in molecular terms
Relevance of Biochemistry
– Bioinorganic substances : water (two-thirds the mass of human body) and inorganic salts (4%-5%).
Substances that contain carbon- carbohydrates, lipids, proteins, and nucleic acids
Biomolecules
Organic chemistry: the study of the compounds of carbon and hydrogen with their derivatives
Functional group: an atom or group of atoms that shows characteristic physical and chemical properties
FUNCTIONAL GROUP (ALKANES)
ALKENE
• It is a derivative of ammonia in which one or all three hydrogen atoms are replaced by hydrocarbon groups
AMIDE
• Molecules that contain nitrogen atoms connected to the carbon atom of a carbonyl group.
• Regarded as derivatives of carboxylic acids in which the hydroxyl group has been replaced by an amine or ammonia
• Importance of Macromolecules:
• living cells include very large molecules (proteins, nucleic acids, polysaccharides, lipids)
Informational Macromolecules
Origin of Life
– the average temperature of the universe has been decreasing ever since
– in the earliest stages of the universe, the only elements present were H, He, and Li
• explosions of stars
• the action of cosmic rays outside the stars
• Gases present in the atmosphere of the early earth included NH3, H2S, CO, CO2, CH4, N2, H2, and H2O but not O2
– the catalytic effectiveness of a given enzyme depends on its amino acid sequence
• Genetic code: the relationship between the nucleotide sequence in nucleic acids and the amino acid sequence in
proteins
– theories of the origin of life consider how such a coding system might have arisen
Prokaryotes vs Eukaryotes
– single-celled organisms
• eukaryotic cell
• prokaryotic cell
prokaryotic cell
a. The cell usually divides by binary fission. There is no mitosis.
b. Prokaryotic cells are haploid Meiosis is not needed.
centrosome - (also called the "microtubule organizing center") a small body located near the nucleus The centrosomes is
where microtubules are made.
cytoplasm - the jellylike material outside the cell nucleus in which the organelles are located.
Golgi body - (also called the Golgi apparatus or golgi complex) a flattened,layered, sac-like organelle that looks like a
stack of pancakes and is located near the nucleus. The Golgi body packages proteins and carbohydrates into membrane-
bound vesicles for "export" from the cell.
lysosome - (also called cell vesicles) round organelles surrounded by a membrane and containing digestive enzymes. This
is where the digestion of cell nutrients takes place.
nucleus - The nucleus controls many of the functions Of the cell (by controlling protein synthesis) and contains DNA (in
chromosomes).
ribosome - small organelles composed of RNA-rich cytoplasmic granules that are sites of protein synthesis.
rough endoplasmic reticulum - (rough ER) a vast system of Interconnected, membranous, infolded and convoluted
sacks. Rough ER transports materials through the cell and produces proteins in sacks called cisternae
(which are sent to the Golgi body, or inserted into the cell membrane).
smooth endoplasmic reticulum - (smooth ER) a vast system of interconnected, membranous, infolded and convoluted
tubes. Smooth ER transports materials through the cell. It contains enzymes and produces and digests
lipids (fats) and membrane proteins.
PLANT CELL
Cell Wall
( Plant Cells Only )
-mitochondria
-vacoules
Chloroplasts
Plant cells only )
-ribosomes
-E.R
-Golgi Body
-Lysosome
Nucleus
Mitochondrion
Chloroplast
• Photosynthetic organelle
• Double-membrane
Endoplasmic reticulum
Golgi apparatus
Lysosomes
Peroxisomes
Vacuole
• Solids – 10-30%
• Inorganic substances – 1% (Na, K, Ca, Mg, NH4, Cl-, SO4, PO4-3, CO3-2, etc.
• Traces of Fe, I2, Cu, Mn, Co, Zn are also present in combination with organic radicals
• This is the major component of the cell and is often referred to as an inert space filter in a living organism.
• It is highly reactive with unusual properties different physically and chemically from other common liquids.
• Water and its ionization products H+ and OH- are important factors in determining the structure and biological
properties of proteins, nucleic acids, lipids, and other cell components.
IMPORTANCE OF WATER
• Every activity of every cell in the body takes place in a water environment.
PROPERTIES OF WATER
• It is a universal solvent
• It is an ideal biologic agent or medium for the ionization of substances and therefore hastens chemical reactions
• It has a high specific heat, that is, it takes up more heat to raise its temperature through 1oC, thus allowing the body
to store heat effectively without greatly raising its temperature.
• Water is a dipole, a molecule with chemical charge distributed asymmetrically about its structure.
• Hydrogen bonding enables water to dissolve many organic biomolecules that contain functional groups which can
participate in hydrogen bonding.
• Hydrogen bonds account for the surface tension, viscosity, liquid state at room temperature, and solvent power of
water.
IMPORTANCE OF WATER
• Essential in the processes of digestion, circulation, elimination and the regulation of body temperature.
PROPERTIES OF WATER
Blue color of oceans, and lakes is due to reflection of the sky and presence of finely divided solid materials .
• Water volume at room temperature contracts as it cools but further cooling (4oC ) causes volume expansion (ice),
decreasing its density. (lighter).
• Heat is necessary for water to evaporate. The amount of heat necessary so that evaporation to take place is
called heat of vaporization = 540 cal/g. (perspiration)
• Calorie is the amount of heat required to change the temperature of 1g of water by 1oC
• Electrons are unequally shared,more negative charge found closer to one atom.
• Polar nature of water molecule is responsible for its property of dissolving many materials
• The unsymmetrical distribution of electrons i.e., the bond or molecule contains (+) and (-) poles resulting into a
dipole.
-Ionic compounds (KCl) and low molecular-weight polar covalent compounds (e.g.C2H5OH and CH3COCH3) dissolve
in water
• Each water molecule can be involved in 4 hydrogen bonds: 2 as donor, and 2 as acceptor
Hydrogen Bond
• Hydrogen bonding: important in stabilization of 3-D structures of biological molecules (DNA, RNA, proteins)
• Even though hydrogen bonds are weaker than covalent bonds, they have a significant effect on the physical
properties of hydrogen-bonded compounds
CARBOHYDRATES
Monosaccharides
• The prefixes tri-, tetra-, penta-, and so forth indicate the number of carbon atoms in the chain.
• Often aldo- and keto- are omitted and these compounds are referred to simply as trioses.
• Although “triose” does not tell the nature of the carbonyl group, it at least tells the number of carbons.
Fischer projection: A two-dimensional representation for showing the configuration of tetrahedral stereocenters.
In 1891, Emil Fischer made the arbitrary assignments of D- and L- to the enantiomers of glyceraldehyde.
• D-monosaccharide: the -OH on its penultimate carbon is on the right in a Fischer projection.
• L-monosaccharide: the -OH on its penultimate carbon is on the left in a Fischer projection.
• The most common D-tetroses and D-pentoses are:
Amino Sugars
• Only three amino sugars are common in nature: D-glucosamine, D-mannosamine, and D-galactosamine.
N-acetyl-D-glucosamine is an acetylated derivative of D-glucosamine.
• Slightly soluble with ethanol and other nonpolar solvents (diethyl ether, dichloromethane, benzene)
Cyclic Structure
• Aldehydes and ketones react with alcohols to form hemiacetals (Chapter 17).
• Cyclic hemiacetals form readily when hydroxyl and carbonyl groups are part of the same molecule and
their interaction can form a five- or six-membered ring.
• Most monosaccharides exist in two forms: a “left handed” and “right handed” form - same as two hands
- Superimposible on their mirror images: -- images that coincide at all points when the images are laid upon each other --
a dinner plate with no design features -- Achiral
Chirality
• Best way to visualize - look at all C atoms and see if there are at least two H atoms then that can’t be a
chiral center
• C atoms with less than one H atoms are worth looking at for their chirality.
• Be careful as a C atom may apparently look similar but may not have four DIFFERENT groups.
Chiral Objects
• Chiral compounds have the same number of atoms arranged differently in space.
Mirror Images
• Your hands are chiral. Try to superimpose your thumbs, palms, back of hands, and little fingers. Is it possible?
Why or why not?
Haworth Projections
• A five- or six-membered cyclic hemiacetal is represented as a planar ring, lying roughly perpendicular to
the plane of the paper.
• Groups bonded to the carbons of the ring then lie either above or below the plane of the ring.
• The new carbon stereocenter created in forming the cyclic structure is called the anomeric carbon.
• Stereoisomers that differ in configuration only at the anomeric carbon are called anomers.
• The anomeric carbon of an aldose is C-1; that of the most common ketose is C-2.
• b means that the -OH on the anomeric carbon is on the same side of the ring as the terminal -CH2OH.
• a means that the -OH on the anomeric carbon is on the side of the ring opposite from the terminal -
CH2OH.
• A six-membered hemiacetal ring is called a pyranose, and a five-membered hemiacetal ring is called a
furanose because these ring sizes correspond to the heterocyclic compounds furan and pyran.
• Aldopentoses also form cyclic hemiacetals.
• The most prevalent forms of D-ribose and other pentoses in the biological world are furanoses.
Chair Conformations
• For pyranoses, the six-membered ring is more accurately represented as a strain-free chair conformation.
• In both Haworth projections and chair conformations, the orientations of groups on carbons 1- 5 of b-D-
glucopyranose are up, down, up, down, and up and all are equatorial.
Mutarotation
• Mutarotation: The change in specific rotation that accompanies the equilibration of a- and b-anomers in aqueous
solution.
• Example: When either a-D-glucose or b-D-glucose is dissolved in water, the specific rotation of the
solution gradually changes to an equilibrium value of +52.7°, which corresponds to 64% beta and 36%
alpha forms.
Formation of Glycosides
• Treatment of a monosaccharide, all of which exist almost exclusively in cyclic hemiacetal forms, with an alcohol
gives an acetal.
Formation of Glycosides
• The bond from the anomeric carbon to the -OR group is called a glycosidic bond.
• Mutarotation is not possible for a glycoside because an acetal, unlike a hemiacetal, is not in equilibrium
with the open-chain carbonyl-containing compound.
• Glycosides are stable in water and aqueous base, but like other acetals, are hydrolyzed in aqueous acid to
an alcohol and a monosaccharide.
• Glycosides are named by listing the alkyl or aryl group bonded to oxygen followed by the name of the
carbohydrate in which the ending -e is replaced by -ide.
Reduction to Alditols
• The carbonyl group of a monosaccharide can be reduced to an hydroxyl group by a variety of reducing agents,
including NaBH4 and H2 in the presence of a transition metal catalyst (H2/Pt).
• The reduction product is called an alditol.
ALDITOS
• Sorbitol is found in the plant world in many berries and in cherries, plums, pears, apples, seaweed, and
algae.
• It is about 60 percent as sweet as sucrose (table sugar) and is used in the manufacture of candies and as a
sugar substitute for diabetics.
• These three alditols are also common in the biological world. Note that only one of these is chiral.
• The aldehyde group of an aldose is oxidized under basic conditions to a carboxylate anion.
• A carbohydrate that reacts with an oxidizing agent to form an aldonic acid is classified as a reducing sugar
(it reduces the oxidizing agent).
Aldonic Acids
• The body uses glucuronic acid to detoxify foreign alcohols and phenols.
• These compounds are converted in the liver to glycosides of glucuronic acid and then excreted in the
urine.
• The intravenous anesthetic Propofol is converted to the following water-soluble glucuronide and
excreted.
Sucrose
• Table sugar, obtained from the juice of sugar cane and sugar beet.
Lactose
Maltose
• From malt, the juice of sprouted barley and other cereal grains.
Polysaccharides
Polysaccharide: A carbohydrate consisting of large numbers of monosaccharide units joined by glycosidic bonds.
• Amylopectin contains chains up to 10,000 D-glucose units also joined by a-1,4-glycosidic bonds. At branch
points, new chains of 24 to 30 units are started by a-1,6-glycosidic bonds.
• Glycogen is the energy-reserve carbohydrate for animals.
• Glycogen is a branched polysaccharide of approximately 106 glucose units joined by a-1,4- and a-1,6-
glycosidic bonds.
• The total amount of glycogen in the body of a well-nourished adult human is about 350 g, divided almost
equally between liver and muscle.
• It has an average molecular weight of 400,000 g/mol, corresponding to approximately 2200 glucose units
per molecule.
• Cellulose molecules act like stiff rods and align themselves side by side into well-organized water-
insoluble fibers in which their -OH groups form numerous intermolecular hydrogen bonds.
• This arrangement of parallel chains in bundles gives cellulose fibers their high mechanical strength.
• Humans and other animals can not digest cellulose because their digestive systems do not contain
b-glycosidases, enzymes that catalyze the hydrolysis of b-glycosidic bonds.
• Termites have such bacteria in their intestines and can use wood as their principal food.
• Ruminants (cud-chewing animals) and horses can also digest grasses and hay.
• Humans have only a-glucosidases; hence, the polysaccharides we use as sources of glucose are starch and
glycogen.
Acidic polysaccharides: a group of polysaccharides that contain carboxyl groups and/or sulfuric ester groups, and
play important roles in the structure and function of connective tissues.
• Rather, there are a large number of highly specialized forms, such as cartilage, bone, synovial fluid, skin,
tendons, blood vessels, intervertebral disks, and cornea.
• Most connective tissues are made up of collagen, a structural protein, in combination with a variety of
acidic polysaccharides.
• Heparin is synthesized and stored in mast cells of various tissues, particularly the liver, lungs, and gut.
• The best known and understood of its biological functions is its anticoagulant activity.
• It binds strongly to antithrombin III, a plasma protein involved in terminating the clotting process.
(chapter 3)
Subatomic Particle
Electrons – found outside the nucleus; possesses a negative electrical charge; smallest mass.
Protons – found in the nucleus; positive charge equal in magnitude to the electron’s negative charge.
# of Protons = # of Electrons
• Mass Number (A) – sum of the # of protons and the # of neutrons in the nucleus of an atom.
ELEMENT
• A pure substance in which all atoms present have the same atomic number.
• All atoms with the same atomic number have the same chemical properties and are atoms of the same element.
Isotopes
• Atoms of an element that have the same number of protons and the same number of electrons but different
numbers of neutrons.
• Show almost identical chemical properties; chemistry of atom is due to its electrons.
• Physical properties are often slightly different because they have different masses.
<0.01% 14C
• Calculated average mass for the isotopes of an element expressed on a scale where
serves as the reference point.
12.01 amu
• Periodic Law – When elements are arranged in order of increasing atomic number, elements with similar chemical
properties occur at periodic (regularly recurring) intervals.
• Periodic Table – Tabular arrangement of the elements in order of increasing atomic number such that elements
having similar chemical properties are positioned in vertical columns.
• Groups – elements in the same vertical columns; have similar chemical properties
Groups
Group Charge
Halogens (7A) 1-
Metal
• An element that has the characteristic properties of luster, thermal conductivity, electrical conductivity, and
malleability.
Nonmetal
• An element characterized by the absence of the properties of luster, thermal conductivity, electrical conductivity,
and malleability.
Electron Shells
• A region of space about a nucleus that contains electrons that have approximately the same energy and that spend
most of their time approximately the same distance from the nucleus.
• Electrons that occupy the first electron shell are closer to the nucleus and have a lower energy than electrons in the
second electron shell.
Electron Subshells
• A region of space within an electron shell that contains electrons that have the same energy.
s 2
p 6
d 10
f 14
Electron Orbitals
• A region of space within an electron subshell where an electron with a specific energy is most likely to be found.
s 1
p 3
d 5
f 7
Electron Spin
• As an electron “moves about” within an orbital, it spins on its own axis in either a clockwise or a counterclockwise
direction.
• When two electrons are present in an orbital, they always have opposite spins.
Rules for Assigning Electrons to Various Shells, Subshells, and Orbitals
2. Electrons occupy the orbitals of a subshell such that each orbital acquires one electron before any orbital acquires a
second electron. All electrons in such singly occupied orbitals must have the same spin.
3. No more than two electrons may exist in a given orbital – and then only if they have opposite spins.
Electron Configurations
• A statement of how many electrons an atom has in each of its electron subshells.
• An oxygen atom as an electron arrangement of two electrons in the 1s subshell, two electrons in the 2s subshell,
and four electrons in the 2p subshell.
Oxygen: 1s22s22p4
Orbital Diagrams
• A notation that shows how many electrons an atom has in each of its occupied electron orbitals.
Oxygen: 1s22s22p4
Distinguishing Electron
• Last electron added to the electron configuration for an element when electron subshells are filled in order of
increasing energy.
• This last electron is the one that causes an element’s electron configuration to differ from that of an element
immediately preceding it in the periodic table.
• A system based on selected physical properties of the elements, in which they are described as metals or
nonmetals.
• A system based on the electron configurations of the elements, in which elements are described as noble-gas,
representative, transition, or inner transition elements.
CHAPTER 4
A Chemical Bond
• Attractive force that holds two atoms together in a more complex unit.
• Ionic Bonds
• Covalent Bonds
Ionic Bond
• Chemical bond formed through the transfer of one or more electrons from one atom or group of atoms to another
atom or group of atoms.
• Ionic Compound
Covalent Bond
• Chemical bond formed through the sharing of one or more pairs of electrons between two atoms.
Bonding
• Most bonds have some degree of both ionic and covalent character.
1. Not all electrons in an atom participate in bonding. Those that participate are called valence electrons.
2. Certain arrangements of electrons are more stable than others, as is explained by the octet rule.
Valence Electron
Lewis Symbol
• Chemical symbol of an element surrounded by dots equal in number to the number of valence electrons present in
atoms of the element.
Lewis Symbols for Selected Representative and Noble-Gas Elements
• The valence electron configurations of the noble gases are considered the most stable of all valence electron
configurations.
• In forming compounds, atoms of elements lose, gain, or share electrons in such a way as to produce a noble-gas
electron configuration for each of the atoms involved.
Ion
• An atom (or group of atoms) that is electrically charged as a result of the loss or gain of electrons.
Atoms tend to gain or lose electrons until they have obtained an electron configuration that is the same as that of a noble
gas.
• Example: K+ (1s22s22p63s23p6)
• Metal atoms containing one, two, or three valence electrons tend to lose electrons to acquire a noble-gas electron
configuration.
Group Charge
IA 1+
IIA 2+
IIIA 3+
2. Nonmetal atoms containing five, six, or seven valence electrons tend to gain electrons to acquire a noble-gas
electron configuration.
Group Charge
VIIA 1–
VIA 2–
VA 3–
3. Elements in Group IVA occupy unique positions relative to the noble gases (could gain or lose four electrons).
Isoelectronic Species
1s22s22p6
• The electrons lost by the metal are the same ones gained by the nonmetal.
• The positive and negative ions simultaneously formed from such electron transfer attract one another.
Lewis Structure
• Combination of Lewis symbols that represents either the transfer or the sharing of electrons in chemical bonds.
• The ratio in which positive and negative ions combine is the ratio that achieves charge neutrality for the resulting
compound.
2. The charges on the ions that are present are not shown in the formula.
3. The subscripts in the formula give the combining ratio for the ions.
Example
• Formula is Li2O.
• Consists of positive and negative ions arranged in such a way that each ion is surrounded by nearest neighbors of
the opposite charge.
• Any given ion is bonded by electrostatic attractions to all the other ions of opposite charge immediately
surrounding it.
Formula Unit
• Smallest whole-number repeating ratio of ions present in an ionic compound that results in charge neutrality.
• Chemical formulas for ionic compounds represent the simplest ratio of ions present.
Naming Compounds
• Binary Compounds:
Metal-nonmetal
Metal is always present as the positive ion, and the nonmetal is always present as the negative ion.
• The full name of the metallic element is given first, followed by a separate word containing the stem of the
nonmetallic element name and the suffix –ide.
• Metals in these compounds form more than one type of positive charge.
• Roman numeral indicates the charge of the metal cation (positively charged ion).
Examples
Polyatomic Ion
Generalizations
2. Two of the negatively charged polyatomic ions, OH– and CN–, have names ending in –ide and the rest of them have
names ending in either –ate or –ite.
3. A number of –ate, –ite pairs of ions exist. The –ate ion always has one more oxygen atom than the –ite ion. Both the
–ate and –ite ions of a pair carry the same charge.
4. A number of pairs of ions exist wherein one member of the pair differs from the other by having a hydrogen atom
present. In such pairs, the charge on the ion that contains hydrogen is always 1 less than that on the other ion.
5. Determined in the same way as those for ionic compounds that contain monatomic ions.
Scientists began to device the periodic table using their knowledge of atomic masses.
B. LAW OF TRIADS
In 1817, Dobereiner noticed that the atomic weight of Sr fell midway between Ca and Ba
In 1829, he observed that several elements could be classified into groups of three called, TRIADS
• A.E. Beguyer de Chancourtois described a list of elements positioned on a cylinder in terms of increasing atomic
weight
• * His chart included some ions and compounds in addition to the elements.
D. LAW OF OCTAVES
John Newlands noticed that the known elements were arranged in order of atomic mass, every eighth element
has similar properties (LAW OF OCTAVES)
DMITRI MENDELEEV
• In 1869, he proposed that elements showed recurring properties according to increasing atomic mass.
• This made possible of the prediction of the properties of several elements that had not been discovered.
LOTHAR MEYER
• Unfortunately for Meyer, Mendeleev’s table became available to the scientific community via publication before
his table appeared.
• Unfortunately for Meyer, Mendeleev’s table became available to the scientific community via publication before
his table appeared.
• William Ramsey, in 1898 suggested that argon be placed in the family between chlorine and potassium (Zero
group)
G. ATOMIC STRUCTURE AND THE PERIODIC TABLE ERNEST RUTHERFORD
• Found that the nuclear charge on a nucleus was proportional to the atomic weight of the element.
HENRY MOSELEY
• In 1913, determined the atomic numbers of all the known elements from an experimental technique.
“It states that the properties of the elements recur in a repeating pattern when arranged according to increasing atomic
number.”
GLENN SEABORG
Elements were contiguously and continuously arranged according to the atomic number without disturbing the
accepted group and property interrelationships previously found in the periodic chart.
The resulting 3-D form has three parts looping outwards from a relatively central point.
The elements in Groups 0, Ia, IIa, IIIb, IVb, Vb, and VIIIb are in the narrowest and tallest part, which forms a tube
in the upper part, topped by a `crown' of Hydrogen.
From the lower part of this component the sides branch to a more lengthy loop showing groups IIIa, IVa, Va, VIa,
VIIa, VIII, Ib, and IIb. From the lower half of this, a third, and longest loop protrudes, the f-block.
Periodic Law states that “the properties of the elements are periodic Functions of their atomic numbers.
The Periodic Law tells us that if the elements are arranged in order of increasing atomic number, periodically we
encounter elements that have similar chemical and physical properties.
Groups – elements in the same vertical columns; have similar chemical properties
Groups
Group Charge
Halogens (7A) 1-
Metal
An element that has the characteristic properties of luster, thermal conductivity, electrical conductivity, and
malleability.
Nonmetal
An element characterized by the absence of the properties of luster, thermal conductivity, electrical conductivity,
and malleability.
Distinguishing Electron
Last electron added to the electron configuration for an element when electron subshells are filled in order of
increasing energy.
This last electron is the one that causes an element’s electron configuration to differ from that of an element
immediately preceding it in the periodic table.
A system based on selected physical properties of the elements, in which they are described as metals or
nonmetals.
A system based on the electron configurations of the elements, in which elements are described as noble-gas,
representative, transition, or inner transition elements.
Non-metal
Metal
Classification By Electronic Properties
1. Representative Elements
2. Noble Gas
- Non-metals
3. Transition Elements
- d area
- metals
- f area
- metals
1. Alkali Metal
3. Halogens
4. Noble gas