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Unit 1: Chemistry of Life

Chapter 2: The Chemical Context of Life

Overview: The Importance of Chemistry to Life

  • Biology, the study of life, is interdisciplinary

  • Basic concepts of chemistry apply to the study of life

  • Understanding the chemical characteristic of water and other substance is central to biology

Concept 2.1: Matter Consists of Chemical Elements and in Combinations called Compounds

  • Organisms are composed of matter

  • An element is a substance that cannot be broken down to other substances by chemical reactions

    • Example: oxygen, hydrogen, sodium

  • A compound is a substance that cannot be broken down to other substances by chemical reactions

    • Example: NaCL

  • Compound has emergent properties, characteristics different from those of its elements

The Elements of Life

  • Of the 92 natural elements, about 20-25% are essential elements, needed by an organism to live a healthy life and reproduce

  • Trace elements are required in minute quantities

    • Example: Iodine (I) is required for normal activity of thyroid gland

Concept 2.2: An Element’s Properties Depend on the Structure of its Atoms

  • An atom is the smallest unit of matter that still retains the properties of an element

  • Atoms are composed of smaller subatomic particles

    1. neutrons (no electrical charge)

    2. protons (positive change)

    3. electrons (negative charge)

Subatomic Particles

  • Neutrons and protons form the atomic nucleus (atomic mass)

  • Electrons form a “cloud” of negative charge around th enuclues

  • An element’s atomic number is the number of protons in the nucleus

  • An element’s mass number is the sum of protons plus neutrons in the nucleus

  • Atomic mass, the atom’s total mass, can be approximated by the mass number

Isotopes

  • All atoms of an element have the same number of protons but differ in number of electrons

  • Isotopes are two atomic forms of an element that differ in number of neutrons

  • Radioactive isotopes decay spontaneously, giving off particles and energy

  • Some applications of radioactive isotopes in biological research are:

    1. dating fossils

    2. tracing atoms through metabolic processes

    3. diagnosing medical disorders

The Energy Levels of Electrons

  • Energy is the capacity to cause change

  • Potential energy is the energy that matter has because of its location or structure

  • The electrons of an atom have potential energy due to their distance from the nucleus

  • An electron’s energy level is correlated with its average distance from the nucleus

  • Electrons are found in different electron shells, each with a characteristic average distance from the nucleus

  • The energy level of each shell increases with distance from the nucleus

  • Electrons can move to higher or lower shells by absorbing or releasing energy, respectively

Electron Distribution and Chemical Properties

  • The chemical behavior of an atom is determined by the distribution of electrons in electron shells

  • The periodic table of elements shows the electron distribution for each element

  • Chemical behavior of an atom depends mostly on the number of electrons in its outermost shell, or valence shell

  • Valence electrons are those that occupy the valence shell

  • The reactivity of an atom arises from the presence of one or more unpaired electrons in the valence shell

  • Atoms with completed valence shells are unreactive, or inert

Concept 2.3: The Formation and Function of Molecules Depend on Chemical Bonding Between Atoms

  • Atomis with incomplete valence shells can share or transfer valence electrons with certain other atoms

  • This usually results in atoms staying closer together, held by attractions called chemical bonds

  • Types of bond:

    1. Covalent

    2. Ionic

    3. Hydrogen

    4. Van der waals force

  • Covalent Bond

    • A covalent bond is the sharing of a pairi of valence electrons by 2 atoms

    • In a covalent bond, the shared electrons count as part of each atom’s valence shell

    • Two or more atoms held together by covalent bonds constitute a molecule

    • The molecular formula indicates that the molecule consists of what atoms

    • Electron sharing can be shown by an electron distribution diagram or a structural formula

    • The structural formula, the lines represent a pair of shared electrons or a single bond

    • A double bond, the sharing of two pairs of electrons, is indicated by a double line between atoms

    • A triple bond, the sharing of three pairs of electrons is indicated by a triple line between atoms

    • Each atom that can share valence electrons has bonding capacity, the number of bonds that the atom can form

    • Bonding capacity, or valence, usually corresponds to the number of electrons required to complete the atom

    • Pure elements are composed of molecules of one type of atom, such as H2 and O2

    • Molecules composed of a combination of two or more types of atoms such as H2O or CH4, are called compounds

    • Atoms in a molecule attract electrons to varying degrees

    • Electronegativity is an atom’s attraction for the electrons of a covalent bond

    • In a nonpolar covalent bond, the atoms share the electrons equally

      • Example: CO2

    • In a polar covalent bond, one atom is more electronegative and atoms do NOT share the electron equally

      • Example: H2O

    • Unequal sharing of electrons causes a partial positive or negative charge for each atom or molecule

  • Ionic bonds

    • Atoms sometimes strip electrons from their less electronegative bonding partners

    • The two results oppositely charged atoms (or molecules) are called ions

    • A cation is a negatively charged ion

      • Example: Na+

    • An anion is a negatively charged ion

      • Example: Cl-

    • An ionic bond is an attraction between an anion and a cation

      • Example: NaCl

    • Compounds are formed by ionic bonds are called ionic compounds

      • Example: salts

  • Hydrogen bonds

    • A hydrogen bond forms when a hydrogen atom covalently bonded to one electronegative atom is also attracted to another electronegative atom nearby

    • In living cells, the electronegative partners are usually oxygen or nitrogen atoms

  • Van Der Waals Interactions

    • Electrons may be distributed asymmetrically in molecules or atoms

    • The resulting regions of positive or negative charge enable all atoms and molecules to stick to one another

    • These weak van der Waals interactions occur only when atoms and molecules are very close together

    • Collectively, such interactions can be strong, as between molecules of a gecko’s toe hairs and a wall surface

Molecular Shape and Function

  • A molecule’s size and shape are key to its function in a cell

  • Molecular shape determines how biological molecules recognize and respond to one another

  • Biological molecules may bind temporarily to each other through weak interactions if their shaped complementary

  • Molecules with similar shapes can have similar biological effects

    • Example: a molecular mimic

Concept 2.4: Chemical Reactions Make and Break Bonds

  • Chemical reactions are the making and breaking of chemical bonds

  • The starting molecules of a chemical reaction are called reactants

  • The final molecules of a chemical reaction are called products

  • Photosynthesis is an important chemical reaction

  • Sunlight powers the conversion of carbon dioxide and water to glucose and oxygen

  • All chemical reactions are reversible: products of the forward reaction become the reactants for the reverse reaction

  • Chemical equilibrium is reached when the forward and reverse reaction rates are equal

Concept 2.5: Hydrogen Bonding Gives Water Properties That Help Make Life Possible on Earth

  • All organisms are made mostly of water and live in an environment dominated by water

  • Water molecules are polar molecules, with the oxygen region having a partial negative charge and the hydrogen region a partial positive charge

  • Two water molecules are held together by a hydrogen bond

Emergent Properties of Water Contribute to Earth’s Suitability for Life

  1. Cohesive behavior

  2. Ability to moderate temperature

    • High specific heat

    • High heat of vaporization

    • Evaporative cooling

  3. Expanison upon freezing

  4. Versatility as a solvent

  • Cohesion of water molecules

    • Water molecules are linked by multiple hydrogen bonds

    • The molecules stay close together because of this and is called cohesion

    • Cohesion due to hydrogen bonding contributes to the transport of water and nutrients against gravity in plants

    • Adhesion, the clinging of one substance to another, also plays a role

    • Surface tension is a measure of how hard it is to break the surface of a liquid

    • Surface tension is related to cohesion

  • Moderation of Temperature of Water

    • Water absorbs heat from warmer air and releases stored heat to cooler air

    • Water can absorb or release a large amount of heat with only a slight change in its own temperature

    • The pecific heat of a substance is the amount of heat that must be absorbed or lost for 1g of that substance to change its temperature by 1°C

    • The specific heat of water is 1 cal/(g X degrees C)

    • Water resists changing its temperature because of its high specific heat

    • Water’s high specific heat can be traced to hydrogen bonding

      • Heat is absorbed when hydrogen bonds break

      • Heat is released when hydrogen bonds form

    • The high specific heat of water keeps temperature fluctuations within limits that permit life

    • Evaportation (vaporization) is transofrmation of a substance from liquid to gas

    • Heat of vaporization is the heat a liquid must absorb for 1g to be converted to gas

    • As a liquid evaporates, its remaining surface cools, a process called evaporative cooling

    • Evaporative cooling of water helps stabilize temperatures in bodies of water and organisms

  • Expansion upon freezing

    • Ice floats in liquid water because hydrogen bonds in ice are more “ordered” making ice less dense

    • Water reaches its greatest density at 4°C

    • If ice sank, all bodies of water would evenutally freeze solid, making life impossible on Earth

    • Floating ice can insulate the water below, allowing life to exist under the frozen surface

  • Water is the solvent of life

    • A solution is a liquid that is a homogeneous mixture of substances

    • A solvent is the dissolving agent of a solution

    • A solute is the substance that is dissolved

    • An aqueous solution is one in which water is the solvent

    • Water is a versatile solvent due to its polarity which allows it to form hydrogen bonds easily

    • When an ionic compound is dissolved in water, each ion is surrounded by a sphere of water molecules called a hydration shell

Hydrophilic and Hydrophobic Substances

  • A hydrophilic substance is one that has an affinity for water

    • Example: sugar molecules with polar covalent bonds

  • A hydrophobic substance is one that does not have an affinity for water

    • Example: oil molecules have nonpolar covalent bonds

  • Most chemical reactions in organisms involve solutes dissolved in water

  • Solute concentration in aqueous solutions

    • Molecular mass is the sum of all masses of all atoms in a molecule

    • Numbers of molecules are usually measured in moles

    • Avogadro’s number and the unit dalton were defined such that 6.02×10²3 daltons = 1 gram

    • Molarity (M) is the number of moles of solutes per liter of solution

Acids and Bases

  • A hydrogen ion (H+) is transferred from one water molecule to another leaving behind a hydroxide ion (OH-)

  • The proton (H+) binds to another water molecule forming a hydronium ion (H3O+)

    • By convemtion, H+ is used to represent the hydronium ion

  • Though water dissociation is rare and reversible, it is important to the chemistry of life

  • H+ and OH- are very reactive

  • Solutes called acids and bases disrupt the balance of H+ and OH- in pure water

  • Acids increase H+ concentration in water

  • Bases decrease the concentration of H+

  • A strong acid like hydrochloric acid (HCl) dissociates completely into H+ and Cl- in water

  • Ammonia, NH3, acts as a weak base when it attracts a hydrogen ion from the solution and forms ammonium, NH4+

  • Sodium hydroxide, NaOH acts as a stong base by dissociating completely to form hydroxide ions

  • The hydroxide ions then combine with hydrogen ions to form water

  • A solution with equal concentration of H+ and OH- ions is said to be neutral

  • Weak acids act reversibly and accept hydrogen ions

  • Carbonic acid H2CO3 acts as a weak acid

The pH Scale

  • Acidic solutions have pH values less than 7

  • Basic solutions have pH values greater than 7

  • Most biological fluids have pH values in the range of 6 to 8

  • A solution’s pH is measured on a logarithmic scale

  • The change of one pH unit reflects a 10-fold change

Buffers

  • The internal pH of most living cells MUST remain close to a pH 7

  • Buffers are substances that minimize changes in concentration of H+ and OH- in a solution

  • Most buffer solutions contain a weak acid and its corresponding base

  • Carbonic acid is a buffer that contributes to pH stability in human blood

Chapter 3: Carbon and the Molecular Diversity of Life

Carbon Compounds

  • Living organisms are made up of chemicals based on the element carbon

  • Carbon is unparalleled in its ability to form large, complex molecules

  • A compound containing carbon is an organic compound

    • Example: C6H12O6

  • Critically important molecules of all living things fall into four main classes

    1. Carbohydrates

    2. Lipids

    3. Proteins

    4. Nucleic Acids

Concept 3.1: Carbon Atoms Can Form Diverse Molecules

  • Carbon can bond with 4 other atoms, this is the source of carbon’s versatility

  • Four valence electrons enables carbon to form four covalent bonds

Formation of Bonds with Carbon

  • The number of covalent bonds an atom can form is its valence

  • The electron configuration of carbon gives it covalent compatibility with many different elements

  • Carbon atoms can partner with atoms other than hydrogen

    • Example: carbon dioxide, CO2

  • A carbon atom can also form covalent bonds to other carbon atoms, linking them into chains

  • Carbon chains form the skeleton of most organic molecules

  • Carbon chains vary in length and shape

Hydrocarbons

  • Hydrocarbons are organic molecules consisting of only carbon and hydrogen

    • Example: methane, CH4

  • Many organic molecules, such as fats, have hydrocarbon components

  • Hydrocarbons can undergo reactions that release a large amount of energy

Isomers

  • Isomers are compounds that have the same number of atoms of the same elements but have different structures and properties

    • Example: C6H12O6

  • Structural isomers differ in the covalent arrangement of their atoms

    • The number of possible isomers increases as carbon skeletons increase in size

    • Single bonds allow the atoms they join to rotate freely about the bond axis

  • In cis-trans isomers, carbons have covalent bonds to the same atoms, but the atoms differ in their spatial arrangement due to inflexibility of double bonds

    • The subtle differences in shape between cis-trans isomers can greatly affect the activities of organic molecules

  • Enatiomers are isomers that are mirror images of one another

    • They differ in shape due to the presence of an asymmetric carbon

    • Enantiomers are left-handed and right-handed versions of the same molecule

  • Usually only one isomer is biologically active

Chemical Groups Most Important to Life

  • Chemical groups can replace one or more of the hydrogens bonded to the carbon skeleton of a hydrocarbon

  • Functional groups are the chemical groups that affect molecular function

  • Each functional group participates in chemical reactions a certain way

Seven Functional Groups Most Important to Life

  1. Hydroxyl

  2. Carbonyl

  3. Carboxyl

  4. Amino

  5. Sulfhydryl

  6. Phosphate

  7. Methyl

ATP: Source of Energy for Cellular Processes

  • Adenosine triphosphate (ATP) is an organic phosphate molecule that provides energy to cells

  • ATP consists of an organic molecule called adenosine attached to a string of 3 phosphate groups

  • ATP stores the potential to react with water, releasing energy

Concept 3.2: Macromolecules are Polymers, Built from Monomers

  • A polymer is a long molecule consisting of many similar building blocks

  • These small building block molecules are called monomers

    • Some molecules that serve as monomers also have functions of their own

The Synthesis and Breakdown of Polymers

  • Cells make and break down polymers by the same mechanisms

  • A dehydration reaction occurs when 2 monomers bond together through the loss of a water molecule

  • Polymers break apart into monomers by hydrolysis through the addition of water molecules

  • These processes are facilitated by enzymes, which speed up chemical reactions

  • Each cell has thousands of different macromolecules

  • Macromolecules vary among cells of an organism, carry more within a species and vary even more between species

  • An immense variety of polymers can be built from a small set of monomers

Macromolecules

  • Macromolecules are large organic molecules

  • Carbohydrates

    • Classified by the number of simple sugars

    • Carbon (C), Hydrogen (H), and Oxygen (O)

    • There are three types:

      1. Monosaccharides

      2. Disaccharides

      3. Polysaccharides

    • Monosaccharides

      • C-H-O ratio is always CH2O

      • Major nutrients for cells

      • Store ENERGY in chemical bonds

      • Carbon skeletons are raw materials for other organic molecules

      • Act as monomers for di- and pollysaccharides

      • -OH is attached to all but one carbon

      • That carbon is a carbonyl (C=O)

      • The carbon skeleton contains 3 to 7 carbons

      • In aqueous solutions, many monosaccharides form rings (favored in chemical equilibrium)

    • Disaccharides

      • 2 monosaccharides joined through condensation (dehydration synthesis) in a bond known as a “glycosidic linkage”

      • Disaccharides → → → Monomers

        Maltose glucose + glucose

        Lactose glucose + galactose

        Sucrose glucose + fructose

    • Polysaccharides

      • Polymers of a few hundred to a few thousand monosaccharides

      • 2 types:

        1. Storage polysaccharides

        2. Structural polysaccharides

        • In storage polysaccharides, cells hydrolyze the molecules into sompler sugars as needed

          A. Starch: glucose polymer stores as granules in plants

          • Most animals have enzymes that can hydrolyze plant starch, making glucose available as a nutrient

            • “Amylose” is the simplest (unbranched) form

            • “Amylopectin” is branched

          B. Glycogen: glucose polymer in animals

          • More highly branched than amylopectin

          • Stored in muscle and liver of vertebrates

        • In structural polysaccharides, provide support and form the physical frameworks of cells and tissues

          A. Cellulose: linear unbranched polymer of glucose

          • Major structural component of plant cell walls

          • Cannot be digested by most organisms

          B. Chitin: amino sugar polymer (contains nitrogen)

          • Forms anthropod exoskeletons

          • In cell walls of some fungi

    • Lipids

      • Lipids are diverse hydrophobic (water-fearing) compounds composed largely of carbon and hydrogen

      • Insoluble in water, but will dissolve in nonpolar solvents

      • Lipids DO NOT form true polymers

        1. Fats: components are glycerol + fatty acids

      • Types of Fats

      • Uses of fats

        1. Energy storage

        2. Cushion vital organs in mammals

        3. Insulation against heat loss in mammals

      • Saturated Fatty Acids

        • Unsaturated Fatty Acids

        1. Phospholipids have glycerol, 2 fatty acids, and one phosphate group

        • Usually a small chemical group attached to phosphate

        • Amphilphilic molecule - hydrocarbon tails are hydrophobic and polar head is hydrophilic

        • Major constituents of cell membrane

          1. Steroids

          • Lipids which have 4 fused caron rings

          • Various finctional groups

          • Cholesterol is a precursor to man hy othersteoirds (including sex hormones) and is a common component of animal cell membranes

          • Female sex hormone, estrogen (C18H24O2)

          • Male sex hormone, testosterone (C19H28O2)

          1. Waxes

          • Animal wax examples

            1. Beeswax

            2. Earwax

          • Plant wax ecample

            1. Castor wax

            2. Babyberry wax

      • Proteins

        • One or more polypeptide chains folded and coiled in specific conformations (shapes)

        • Proteins account for more than 50% of the dry mass of most cells

        • All about the SHAPE = function

        • Uses for proteins:

          1. Structural support

            • * Example: keratin and collagen

          2. Storage (of amino acids)

            • Example: casein (milk protein) and plants in their seeds

          3. Transport

            • Example: membrane pump

          4. Signaling

            • Example: ligand-gated ion channel

          5. Cellular response ot chemical stimuli

            • Example: insulin

          6. Movement

            • Example: actin and myosin (muscle contraction)

          7. Defense

            • Example: antibodies

          8. Catalysts of biochemical reactions

            • Example: enzymes

        • There are 20 amino acid monomers

        • Generalized amino acid:

          • “R” side chains may be

            • Nonpolar (hydrophobic)

            • Polar (hydrophilic)

              • Uncharged polar

              • Charged polar

            • Acidic side groups

            • Basic side groups

          • Peptide bonds:

          • A protein’s function depends on its unique conformation (the 3-D structure)

          • Native conformation - the functional shape of protein under normal biological conditions

            • Enables protein to recognize and bind specifically to another molecule

            • Due to specific linear sequence of amino acids

            • The shape is produced when newly formed polypeptide chain coils and folds spontaneously

            • Stabilized by chemicaol bonds (like S-S bonds) and weak interactions between neighboring regions of folded protein

          1. Primary (1°) Structure

            • Unique sequence of amino acids

            • Determined by genes

          2. Secondary (2°) Structure

            • Regular, repeated coiling and folding of protein’s polypeptide backbone

            • Stabilized by hydrogen bonds between peptide linkages

            • The 2 major types are the \alpha helix and the \beta pleated sheet

              • The \alpha helix is a helical coil and found in fibrous proteins

              • The \beta pleated sheet is a sheet of antiparallel chains folded accordion pleats and they make up dense core of many globular proteins

          3. Tertiary (3°) Structure

            • Irregular contortions of a protein due to bonding between side chains (R groups)

            • Disulfide bridges (covalent bond) may further reinforce shape (form where 2 cystine monomers are close together)

            • In a hydrophobic interaction, amino acifds with hydrophobic (nonpolar) side chains usually end up in the core of thei protein

          4. Quaternary (4°) Structure

            • Comes from interaction among several polypeptide (subunits) in a single protein

        • Denaturation - a process which changes a protein’s native conformation

        • Can occur from exposure to:

          • Organic solvents

          • Chemical agents

          • Excessive heat

          • pH changes

        • Chaperone proteins help in the proper folding of new protein molecules

        • Temporarily brace a folding protein

      • Nucleic Acids

        1. DNA (deoxryribonucleic acid)

          • Double helix

          • Contains code to program all cell activity

          • Directions for its own replication

          • Genes contain directions for protein synthesis

        2. RNA (ribonucleic acid)

          • Single polynucleotide chain

          • Functions in protein synthesis

        • The monomer = nucleotide (3 parts)

          1. 5-carbon sugar

            • DNA has deoxyribose

            • RNA has ribose

          2. Phosphate group

            • Attached to the #5 carbon of the sugar

          3. Nitrogenous base

            a) pyrimidines (6-membered ring)

            • cytosine

            • thymine

            • uracil (RNA replces thymine)

            b) purines (5-membered ring fused to 6-membered ring)

            • adenine

            • guanine

          • Structure of DNA

            • Adjacent nucleotides are joined by a phosphodiester linkage, formed in a dehydration reacton

            • These links create a backbone of sugar-phosphate