Bio 11 Lecture- Chemistry II Chemical reactions, Ions, pH, functional groups, organic molecules Lecture outline • Chemical Bonds review 5. Ions 6. pH 7. Functional groups 8. Organic molecules 4. Chemical Reactions 9. Carbohydrates What part(s) of an element’s atoms determines its mass? • • • • • A. Protons B. Neutrons C. Electrons D. Protons + Neutrons E. Electrons/Protons What part(s) of an element’s atoms define the element? • • • • • A. Protons B. Neutrons C. Electrons D. Protons + Neutrons E. Electrons/Protons What part(s) of an element’s atoms differentiate its isotopes? • • • • • A. Protons B. Neutrons C. Electrons D. Protons + Neutrons E. Electrons/Protons What part of atoms determine how they bond with other atoms? • • • • • A. Protons B. Neutrons C. Electrons D. Protons + Neutrons E. Electrons/Protons Basic atomic structure- protons, neutrons, and electrons The periodic table logically arranges and describes all matter Molecules, compounds, chemical reactions, and bonding Elements combine in chemical reactions to form compounds • Molecules- 2 or more atoms combined in a specific way • Compounds- different elements in a molecule, in exact, whole-number ratios, joined by a chemical bond • 2 major means of intramolecular chemical bonding: Covalent (incl. polar and nonpolar) and Ionic Valence electrons determine bonding Atoms seek complete valence electron shells (the octet rule) In Ionic bonding, atoms strip valence electrons from partners, forming ions Atoms are stable when their outer shells are filled with electrons • • • • Shell 1: Holds 2 electrons Shell 2: Holds 8 Shell 3: Holds 8 Hydrogen- 1p, 1e, seeks a second electron in its outermost shell • Carbon seeks 4 • The electrons in the outermost shell are called valence electrons Noble gases have a stable electron structure • Their outer orbitals have a full complement of electrons • Noble gases are very unreactive LE 2-7 In ionic bonding, an atom takes an electron from another atom, forming 2 ions Transfer of electron Na+ Sodium ion Na Sodium atom Cl Chlorine atom ClChloride ion Sodium chloride (NaCl) 5. Ions • Ions- Charged atoms or molecules • Anion- negative ion • Cation- positive ion • Ionization- reaction producing ions • Salt- a neutral compound comprised of ions LE 2-7a-2 Na+ Sodium ion ClChloride ion Sodium chloride (NaCl) LE 2-7b Na+ Cl- Water dissolves many ionic compounds (“like dissolves like”) Individual soluble ions are not physically bound to each other In covalent bonding, pairs of valence electrons are shared, and molecules are formed LE 2-17a + 2 H2 + O2 2 H2 O LE 2-6b Nitrogen (N) Atomic number = 7 Oxygen (O) Atomic number = 8 In neutral molecules, carbon always forms 4 bonds Structural formula Ball-and-stick model Space-filling model Methane The 4 single bonds of carbon point to the corners of a tetrahedron. LE 3-1b Ethane Propane Carbon skeletons vary in length. LE 3-1c Butane Isobutane Skeletons may be unbranched or branched. Butane and Isobutane are _______________of each other. LE 3-1d 1-Butene 2-Butene Skeletons may have double bonds, which can vary in location. LE 3-1e Cyclohexane Benzene Skeletons may be arranged in rings. Organic Chemistry • The chemistry of carbon • Hydrocarbons are the most basic example – Combustible – Can form rings The variety of carbon compounds is limitless inorganic - lack carbon atoms organic - with carbon (plus hydrogen) biochemical - organic molecule in life • carbohydrates • proteins • lipids • nucleic acids Covalent bonds hold together the macromolecules of life • Living things create macromolecular products for structure: • 6CO2(g)+ 6H2O(l) + hν C6H12O6(s) + 6O2(g) • Macromolecules as reactants are broken down for energy: C6H12O6(s) + 6O2(g) 6CO2(g)+ 6H2O(l) All the reactions of a living thing are called its metabolism Electronegativity determines properties of covalently bonded molecules Electronegativity = “electron greediness” • Atoms in covalently bonded molecules do not always share electrons equally • This creates polar molecules • Polar regions of water molecules interact to form hydrogen bonds • Hydrogen bonds: weak/temporary intermolecular forces Some electronegativity values • • • • • Hydrogen: 2.20 Oxygen: 3.44 Carbon: 2.55 Chlorine: 3.16 Sodium: 0.93 • Difference between: • H and O: 1.22 • H and C: 0.35 Hydrogen bonding in water determine many of water’s unique properties • H-bonds can form a lattice (ice) • H-bonds require much energy to break • H-bonds give water surface tension Hydrogen bond Water dissolves many ionic compounds (“like dissolves like”) Intermolecular Hydrogen bonds give water its surface tension Intermolecular Hydrogen bonds require much heat in order to be broken Water also forms ions sometimes H2O ↔ H+ + OH• Spontaneously happens to water molecules • 1/ 107 water molecules are ionized in distilled water • In dH2O, [H+ ]= [OH-] salt - neutral molecule releases ions acid releases hydrogen H+, burns base releases hydroxide OH–, slimy pH is a measure of acidity/basicity • • • • • • • • pH = -log [H+] (logarithmic scale) pH 1 6.9: acid pH 7.114: base pH 7 neutral buffers - absorb excess H+ or OH– - stomach 2, urine 5-7.8, blood 7.4 Acids donate [H+] to water Bases remove [H+] from water (or donate [OH-] to water) • Proteins are very sensitive to small changes in pH LE 2-15 pH scale H+ H+ H+ H+ OH + OH- H H+ H+ Lemon juice, gastric juice H+ Grapefruit juice, soft drink Acidic solution Tomato juice Human urine OH- OH- - H+ H+ OH OH OHH+ H+ H+ Neutral solution NEUTRAL [H+[ - Pure water Human blood Seawater Milk of magnesia Household ammonia OHOHOH- OHH+ H+ OH- Household bleach OH- Basic solution Oven cleaner 7. FUNCTIONAL GROUPS hydroxide group – OH amino group – NH2 carboxyl group – COOH phosphate group – PO4 methyl group – CH3 The physical/ chemical properties of carbon skeletons can be modified by functional groups figure 02-20b.jpg 2.20 – Part 2 Figure 2.20 – Part 2 Functional groups can radically change the function of a molecule Estradiol Female lion Testosterone Male lion • The six functional groups that are most important in the chemistry of life: – Hydroxyl group (alcohols)* – Carbonyl group – Carboxyl group (carboxylic acids)* – Amino group* – Sulfhydryl group – Phosphate group* – Methyl group LE 4-10aa STRUCTURE (may be written HO—) Ethanol, the alcohol present in alcoholic beverages NAME OF COMPOUNDS Alcohols (their specific names usually end in -ol) FUNCTIONAL PROPERTIES Is polar as a result of the electronegative oxygen atom drawing electrons toward itself. Attracts water molecules, helping dissolve organic compounds such as sugars (see Figure 5.3). LE 4-10ab Acetone, the simplest ketone STRUCTURE EXAMPLE Acetone, the simplest ketone NAME OF COMPOUNDS Propanal, an aldehyde Ketones if the carbonyl group is within a carbon skeleton FUNCTIONAL PROPERTIES Aldehydes if the carbonyl group is at the end of the carbon skeleton A ketone and an aldehyde may be structural isomers with different properties, as is the case for acetone and propanal. LE 4-10ac STRUCTURE EXAMPLE Acetic acid, which gives vinegar its sour taste NAME OF COMPOUNDS Carboxylic acids, or organic acids FUNCTIONAL PROPERTIES Has acidic properties because it is a source of hydrogen ions. The covalent bond between oxygen and hydrogen is so polar that hydrogen ions (H+) tend to dissociate reversibly; for example, Acetic acid Acetate ion In cells, found in the ionic form, which is called a carboxylate group. LE 4-10ba STRUCTURE EXAMPLE Glycine Because it also has a carboxyl group, glycine is both an amine and a carboxylic acid; compounds with both groups are called amino acids. NAME OF COMPOUNDS Amine FUNCTIONAL PROPERTIES Acts as a base; can pick up a proton from the surrounding solution: (nonionized) (ionized) Ionized, with a charge of 1+, under cellular conditions LE 4-10bb STRUCTURE EXAMPLE (may be written HS—) Ethanethiol NAME OF COMPOUNDS Thiols FUNCTIONAL PROPERTIES Two sulfhydryl groups can interact to help stabilize protein structure (see Figure 5.20). LE 4-10bc STRUCTURE EXAMPLE Glycerol phosphate NAME OF COMPOUNDS Organic phosphates FUNCTIONAL PROPERTIES Makes the molecule of which it is a part an anion (negatively charged ion). Can transfer energy between organic molecules. Organic molecules are good energy sources Energy is required to form covalent bonds; energy is released when bonds are broken Most molecules in living things fall into four categories • • • • Carbohydrates Lipids Proteins Nucleic acids These all exhibit modular construction Modular housing Made of interchangeable parts Freight trains have modular assembly Modular assembly allows a wide variety of products from a few pieces Most biopolymers of life are formed by dehydration synthesis Hydrolysis is the reverse reaction (Catabolic) 4. CHEMICAL REACTIONS • metabolism - all chemical reactions in body - reactants ‹ products synthesis - build larger molecule CH3-OH + H-CH3 ‹ CH3-CH3 + H2O hydrolysis - break down molecule CH3-CH3 + H2O ‹ CH3-OH + H-CH3 exchange reaction - example: AB + CD ‹ AD + CB Carbohydrates • “Carbon” + “Hydro” • Formula (CH2O)n • Different from hydrocarbons • Soluble in water • Includes: table sugar, honey, starch, glycogen, cellulose, high fructose corn syrup • Glucose is the monomer Glucose can cyclize to form a ring structure Atoms in bonds are free to rotate around the bonds Glucose + Glucose = Maltose Sugar dimer) (A Chain can be extended to thousands 9. Carbohydrates • functions - principle source of energy (4 kcal/g) - structure & energy storage in plants atoms - C H O structure - ring or chain of 56 C’s monosaccharide - single sugars (example: glucose) disaccharide - double sugars (example: sucrose) polysaccharide - polymer or chain of 100’s sugars - starch & cellulose (mostly plants) - glycogen (animals, esp. liver) Proteins are polymers made of 20 different kinds of amino acid monomers table 03-02bc.jpg Table 3.2 – Part 2 Table 3.2 – Part 2 table 03-02d.jpg Table 3.2 – Part 3 Table 3.2 – Part 3 Proteins: Polymers of Amino Acids • Amino acids are covalently bonded together by peptide linkages. Review Figure 3.4 figure 03-04.jpg Modular assembly of amino acids through dehydration synthesis 3.4 Proteins have an incredible variety of structures Proteins have an incredible variety of functions Hair, skin, fingernails, muscles, eye pigments, are all made of protein 11. Proteins functions - energy (4 kcal/g) - structure in animals (meat) - enzymes (speed up & reg chem rxs) atoms - C H O N amino acid - central C, hydrogen –H - amino group –NH2 - carboxyl group –COOH • • • • • • • • • • • • • • • 4 levels of structure - necessary for protein function, esp. enzymes I° primary structure - sequence of amino acids in polypeptide chain II° secondary structure - coiling or folding of chain - hydrogen bonds between regions III° tertiary structure - folding of coiled-folded chain IV° quaternary structure - linkage to other polypeptides Lipids • • • • • • Non-polar High-energy molecules For energy storage Forms cell membranes Hormones Members of family include oils, fats, waxes, and cholesterol (steroids) Lipids are non-polar • Therefore, they are hydrophobic Triglycerides are a primary lipid structure Dehydration synthesis links fatty acids to glycerol Fatty acids can be saturated and unsaturated (cis and “trans”) 10. Lipids • • • • • • • • • • • • • • • functions - energy storage (9 kcal/g) - also animal structure (blubber) atoms - C H O structure - glycerol + 3 fatty acids oil - liquid, unsaturated (missing H’s) fat - solid, saturated (maximum H’s) - promotes heart disease others - steroids, phospholipids, waxes Nucleic acids • Informational molecules in cells • Include DNA, RNA, and ATP/ADP • Have other functions Nulceotides are the subunits of nucleic acids • Consist of a sugar, a phosphate, and a nitrogen-containing base • Sugar can be deoxygenated 12. Nucleic Acids • function - not energy • - genetics (genes & chromosomes) • • atoms - C H O N P S • • structure - chain of 100’s nucleotides • • examples - DNA, RNA, ATP • • Review • • • • • • • Atomic structure- protons, neutrons electrons Valence electrons Carbon Functional groups Carbohydrate structure Protein structure Lipid structure Things left unsaid • Isotopes of all elements exist (some of these are radioactive) • Electronegativity determines polarity of covalent bonds, and thus solubility • Water has important physical properties essential to life on earth • Isomers have the same molecular formula but not the same shape in space • Nucleic acids are comprised of nucleotide monomers