Chapter 3 The Molecules of Life Laura Coronado Bio 10 Chapter 3 Biology and Society: Got Lactose? – Lactose is the main sugar found in milk. – Some adults exhibit lactose intolerance, the inability to properly digest lactose. – Lactose-intolerant individuals are unable to digest lactose properly. • Lactose is broken down by bacteria in the large intestine producing gas and discomfort. – There is no treatment for the underlying cause of lactose intolerance. – Affected people must avoid lactose-containing foods or take the enzyme lactase when eating dairy products Laura Coronado Bio 10 Chapter 3 Laura Coronado Bio 10 Chapter 3 Figure 3.00 ORGANIC COMPOUNDS – A cell is mostly water. – The rest of the cell consists mainly of carbon-based molecules. – Carbon forms large, complex, and diverse molecules necessary for life’s functions. – Organic compounds are carbon-based molecules. Laura Coronado Bio 10 Chapter 3 Carbon Chemistry – Carbon is a versatile atom. • It has four electrons in an outer shell that holds eight. • Carbon can share its electrons with other atoms to form up to four covalent bonds. – Carbon can use its bonds to • Attach to other carbons • Form an endless diversity of carbon skeletons Animation: Carbon Skeletons Laura Coronado Bio 10 Chapter 3 Double bond Carbon skeletons may have double bonds, which can vary in location Carbon skeletons vary in length Carbon skeletons may be unbranched or branched Laura Coronado Carbon skeletons may be arranged in rings Bio 10 Chapter 3 Figure 3.1 Hydrocarbons – The simplest organic compounds are hydrocarbons, which are organic molecules containing only carbon and hydrogen atoms. – The simplest hydrocarbon is methane, consisting of a single carbon atom bonded to four hydrogen atoms. Laura Coronado Bio 10 Chapter 3 Structural formula Ball-and-stick model Laura Coronado Bio 10 Space-filling model Chapter 3 Figure 3.2 Laura Coronado Bio 10 Chapter 3 Figure 3.3 Organic Molecule – Each type of organic molecule has a unique threedimensional shape. – The shapes of organic molecules relate to their functions. – The unique properties of an organic compound depend on • Its carbon skeleton • The atoms attached to the skeleton – The groups of atoms that usually participate in chemical reactions are called functional groups. Two common examples are • Hydroxyl groups (-OH) • Carboxyl groups (C=O) Laura Coronado Bio 10 Chapter 3 Giant Molecules from Smaller Building Blocks – On a molecular scale, many of life’s molecules are gigantic, earning the name macromolecules. – Three categories of macromolecules are • Carbohydrates • Proteins • Nucleic acids Laura Coronado Bio 10 Chapter 3 Giant Molecules from Smaller Building Blocks – Most macromolecules are polymers. – Polymers are made by stringing together many smaller molecules called monomers. – A dehydration reaction • Links two monomers together • Removes a molecule of water Animation: Polymers Laura Coronado Bio 10 Chapter 3 Short polymer Monomer Dehydration reaction Longer polymer a Building a polymer chain Laura Coronado Bio 10 Chapter 3 Figure 3.4a Hydrolysis Reaction – Organisms also have to break down macromolecules. – Hydrolysis • Breaks bonds between monomers • Adds a molecule of water • Reverses the dehydration reaction Laura Coronado Bio 10 Chapter 3 Hydrolysis b Breaking a polymer chain Laura Coronado Bio 10 Chapter 3 Figure 3.4b LARGE BIOLOGICAL MOLECULES – There are four categories of large molecules in cells: • Carbohydrates • Lipids • Proteins • Nucleic acids Laura Coronado Bio 10 Chapter 3 Carbohydrates – Carbohydrates are sugars or sugar polymers. They include • Small sugar molecules in soft drinks • Long starch molecules in pasta and potatoes Laura Coronado Bio 10 Chapter 3 Monosaccharides – Monosaccharides are simple sugars that cannot be broken down by hydrolysis into smaller sugars. – Glucose and fructose are isomers, molecules that have the same molecular formula but different structures. – Monosaccharides are the main fuels for cellular work. – In aqueous solutions, many monosaccharides Animation: L-Dopa form rings. Laura Coronado Bio 10 Chapter 3 Glucose Fructose C6H12O6 Laura Coronado Bio 10 C6H12O6 Isomers Figure 3.5 Chapter 3 Glucose Fructose C6H12O6 C6H12O6 Isomers Laura Coronado Bio 10 Chapter 3 Figure 3.5a b Abbreviated ring structure a Linear and ring structures Laura Coronado Bio 10 Chapter 3 Figure 3.6 Disaccharides – A disaccharide is • A double sugar • Constructed from two monosaccharides • Formed by a dehydration reaction – Disaccharides include • Lactose in milk • Maltose in beer, malted milk shakes, and malted milk ball candy • Sucrose in table sugar Animation: Disaccharides Laura Coronado Bio 10 Chapter 3 Galactose Glucose Lactose Laura Coronado Bio 10 Chapter 3 Figure 3.7 Disaccharides – Sucrose is • The main carbohydrate in plant sap • Rarely used as a sweetener in processed foods – High-fructose corn syrup is made by a commercial process that converts natural glucose in corn syrup to much sweeter fructose. – The United States is one of the world’s leading markets for sweeteners. • The average American consumes about 45 kg of sugar (about 100 lbs.) per year. Laura Coronado Bio 10 Chapter 3 processed to extract Starch broken down into Glucose converted to sweeter Fructose added to foods as high-fructose corn syrup Ingredients: carbonated water, high-fructose corn syrup, caramel color, phosphoric acid, natural flavors Laura Coronado Bio 10 Chapter 3 Figure 3.8 Polysaccharides – Polysaccharides are • Complex carbohydrates • Made of long chains of sugar units and polymers of monosaccharides – Starch is an example of a polysaccharide • Used by plant cells to store energy • Potatoes and grains are major sources of starch in the human diet. Animation: Polysaccharides Laura Coronado Bio 10 Chapter 3 Glucose monomer Starch granules a Starch Glycogen granules b Glycogen Cellulose fibril Cellulose molecules c Cellulose Laura Coronado Bio 10 Chapter 3 Figure 3.9 Glycogen – Glycogen is • Used by animals cells to store energy • Converted to glucose when it is needed Laura Coronado Bio 10 Chapter 3 Cellulose – Cellulose • Is the most abundant organic compound on Earth • Forms cable-like fibrils in the tough walls that enclose plants • Cannot be broken apart by most animals Laura Coronado Bio 10 Chapter 3 Carbohydrates in Water – Monosaccharides and disaccharides dissolve readily in water. – Cellulose does not dissolve readily in water. – Almost all carbohydrates are hydrophilic, or “water-loving,” adhering water to their surface. Laura Coronado Bio 10 Chapter 3 Lipids & Fats – Lipids are • Neither macromolecules nor polymers • Hydrophobic, unable to mix with water • A typical fat, or triglyceride, consists of a glycerol molecule joined with three fatty acid molecules via a dehydration reaction. • Essential functions in the human body including • Energy storage • Cushioning • Insulation Laura Coronado Bio 10 Chapter 3 Oil (hydrophobic) Vinegar (hydrophilic) Laura Coronado Bio 10 Chapter 3 Figure 3.10 Fatty acid Glycerol (a) A dehydration reaction linking a fatty acid to glycerol (b) A fat molecule with a glycerol “head” and three energy-rich hydrocarbon fatty acid “tails” Laura Coronado Bio 10 Chapter 3 Figure 3.11 Fatty Acid – If the carbon skeleton of a fatty acid has • Fewer than the maximum number of hydrogens, it is unsaturated • The maximum number of hydrogens, then it is saturated – A saturated fat has no double bonds, and all three of its fatty acids are saturated. Laura Coronado Bio 10 Chapter 3 Lipids & Fats – Most plant oils tend to be low in saturated fatty acids and liquid at room temperature. – Most animal fats • Have a high proportion of saturated fatty acids • Can easily stack, tending to be solid at room temperature • Contribute to atherosclerosis, a condition in which lipid-containing plaques build up within the walls of blood vessels Laura Coronado Bio 10 Chapter 3 Hydrogenation – Hydrogenation • Adds hydrogen • Converts unsaturated fats to saturated fats • Makes liquid fats solid at room temperature • Creates trans fat, a type of unsaturated fat that is even less healthy than saturated fats Laura Coronado Bio 10 Chapter 3 TYPES OF FATS Saturated Fats Unsaturated Fats Margarine INGREDIENTS: SOYBEAN OIL, FULLY HYDROGENATED COTTONSEED OIL, PARTIALLY HYDROGENATED COTTONSEED OIL AND SOYBEAN OILS, MONO AND DIGLYCERIDES, TBHO AND CITRIC ACID Trans fats Plant oils Laura Coronado ANTIOXIDANTS Bio 10 Chapter 3 Figure 3.12 Omega-3 fats Unsaturated Fats Margarine INGREDIENTS: SOYBEAN OIL, FULLY HYDROGENATED COTTONSEED OIL, PARTIALLY HYDROGENATED COTTONSEED OIL AND SOYBEAN OILS, MONO AND DIGLYCERIDES, TBHO AND CITRIC ACID ANTIOXIDANTS Plant oils Trans fats Laura Coronado Bio 10 Omega-3 fats Chapter 3 Figure 3.12b Steroids – Steroids are very different from fats in structure and function. • The carbon skeleton is bent to form four fused rings. • Steroids vary in the functional groups attached to this core set of rings. – Cholesterol • A key component of cell membranes • The “base steroid” from which your body produces other steroids, such as estrogen and testosterone Laura Coronado Bio 10 Chapter 3 Cholesterol Testosterone A type of estrogen Laura Coronado Bio 10 Chapter 3 Figure 3.13 Steroids – Synthetic anabolic steroids • Resemble testosterone • Mimic some of its effects • Can cause serious physical and mental problems • Are abused by athletes to enhance performance Laura Coronado Bio 10 Chapter 3 THG Laura Coronado Bio 10 Chapter 3 Figure 3.14 Proteins – Proteins • Are polymers constructed from amino acid monomers • Perform most of the tasks the body needs to function • Form enzymes, chemicals that change the rate of a chemical reaction without being changed in the process Laura Coronado Bio 10 Chapter 3 MAJOR TYPES OF PROTEINS Structural Proteins Storage Proteins Contractile Proteins Laura Coronado Bio 10 Transport Proteins Chapter 3 Figure 3.15 Enzymes The Monomers of Proteins: Amino Acids – All proteins are constructed from a common set of 20 kinds of amino acids. – Each amino acid consists of a central carbon atom bonded to four covalent partners in which three of those attachment groups are common to all amino acids. Laura Coronado Bio 10 Chapter 3 Amino group Carboxyl group Side group a The general structure of an amino acid Hydrophobic side group Hydrophilic side group Leucine Serine b Examples of amino acids with hydrophobic and hydrophilic side groups Laura Coronado Bio 10 Chapter 3 Figure 3.16 Proteins as Polymers – Cells link amino acids together by dehydration reactions, forming peptide bonds and creating long chains of amino acids called polypeptides. – Your body has tens of thousands of different kinds of protein. – Proteins differ in their arrangement of amino acids. – The specific sequence of amino acids in a protein is its primary structure. Laura Coronado Bio 10 Chapter 3 Carboxyl group Amino group Side group Side group Amino acid Amino acid Dehydration reaction Side group Side group Peptide bond Laura Coronado Bio 10 Chapter 3 Figure 3.17-2 15 5 1 10 30 35 20 25 45 40 50 55 65 60 70 75 Amino acid 85 80 95 100 90 110 115 105 125 120 129 Laura Coronado Bio 10 Chapter 3 Figure 3.18 SEM 1 2 Normal red blood cell 3 4 5 6 7. . . 146 Normal hemoglobin SEM a Normal hemoglobin 1 Sickled red blood cell b Sickle-cell hemoglobin Laura Coronado 2 3 4 5 6 Sickle-cell hemoglobin Bio 10 Chapter 3 Figure 3.19 7. . . 146 Protein Shape – A functional protein consists of one or more polypeptide chains, precisely folded and coiled into a molecule of unique shape. – Proteins consisting of • One polypeptide have three levels of structure • More than one polypeptide chain have a fourth, quaternary structure – A protein’s three-dimensional shape • Recognizes and binds to another molecule • Enables the protein to carry out its specific function in a cell Laura Coronado Bio 10 Chapter 3 Amino acids b Secondary structure c Tertiary structure d Quaternary structure a Primary structure Pleated sheet Protein with four polypeptides Polypeptide Alpha helix Laura Coronado Bio 10 Chapter 3 Figure 3.20-4 Target Protein Laura Coronado Bio 10 Chapter 3 Figure 3.21 What Destroys Protein Shape? – A protein’s shape is sensitive to the surrounding environment. – Unfavorable temperature and pH changes can cause denaturation of a protein, in which it unravels and loses its shape. – High fevers (above 104º F) in humans can cause some proteins to denature. Laura Coronado Bio 10 Chapter 3 Protein Structural Errors – Misfolded proteins are associated with • Alzheimer’s disease • Mad cow disease • Parkinson’s disease Laura Coronado Bio 10 Chapter 3 Genetic Information – Nucleic acids are macromolecules that provide the directions for building proteins • Include DNA and RNA • Are the genetic material that organisms inherit from their parents – DNA resides in cells in long fibers called chromosomes. – A gene is a specific stretch of DNA that programs the amino acid sequence of a polypeptide. – The chemical code of DNA must be translated from “nucleic acid language” to “protein language.” Laura Coronado Bio 10 Chapter 3 Gene DNA Nucleic acids RNA Amino acid Protein Laura Coronado Bio 10 Chapter 3 Figure 3.22 Nucleotides – Nucleic acids are polymers of nucleotides. – Each nucleotide has three parts: • • • A five-carbon sugar A phosphate group A nitrogenous base Laura Coronado Bio 10 Chapter 3 Nitrogenous base A, G, C, or T Thymine T Phosphate group Phosphate Base Sugar deoxyribose Sugar a Atomic structure b Symbol used in this book Laura Coronado Bio 10 Chapter 3 Figure 3.23 DNA – Each DNA nucleotide has one of the following bases: • Adenine (A) • Guanine (G) • Thymine (T) • Cytosine (C) Laura Coronado Bio 10 Chapter 3 Adenine A Guanine G Thymine T Adenine A Cytosine C Guanine G Space-filling model of DNA Laura Coronado Thymine T Bio 10 Cytosine C Chapter 3 Figure 3.24 DNA Linkages – Dehydration reactions • Link nucleotide monomers into long chains called polynucleotides • Form covalent bonds between the sugar of one nucleotide and the phosphate of the next • Form a sugar-phosphate backbone – Nitrogenous bases hang off the sugarphosphate backbone. Laura Coronado Bio 10 Chapter 3 Sugar-phosphate backbone Nucleotide Base pair Hydrogen bond Bases a DNA strand polynucleotide Laura Coronado b Double helix two polynucleotide strands Bio 10 Chapter 3 Figure 3.25 DNA Linkages – Two strands of DNA join together to form a double helix. – Bases along one DNA strand hydrogen-bond to bases along the other strand. – The functional groups hanging off the base determine which bases pair up: • A only pairs with T. • G can only pair with C. Laura Coronado Bio 10 Chapter 3 RNA – RNA, ribonucleic acid, is different from DNA. • RNA is usually single-stranded but DNA usually exists as a double helix. • RNA uses the sugar ribose and the base uracil (U) instead of thymine (T). Laura Coronado Bio 10 Chapter 3 Nitrogenous base A, G, C, or U Uracil U Phosphate group Sugar ribose Laura Coronado Bio 10 Chapter 3 Figure 3.26 The Process of Science: Does Lactose Intolerance Have a Genetic Basis? – Observation: Most lactose-intolerant people have a normal version of the lactase gene. – Question: Is there a genetic basis for lactose intolerance? – Hypothesis: Lactose-intolerant people have a mutation but not within the lactase gene. Laura Coronado Bio 10 Chapter 3 The Process of Science: Does Lactose Intolerance Have a Genetic Basis? – Prediction: A mutation would be found nearby the lactase gene. – Experiment: Genes of 196 lactose-intolerant people were examined. – Results: A 100% correlation between lactose intolerance and one mutation was found. Laura Coronado Bio 10 Chapter 3 DNA Lactase gene 14,000 nucleotides Human cell DNA in 46 chromosomes Chromosome 2 one DNA molecule Laura Coronado Bio 10 Section of chromosome 2 Chapter 3 C at this site causes lactose intolerance T at this site causes lactose tolerance Figure 3.27 Evolution Connection: Evolution and Lactose Intolerance in Humans – Most people are lactose-intolerant as adults: • African Americans and Native Americans — 80% • Asian Americans — 90% • But only 10% of Americans of northern European descent are lactose-intolerant Laura Coronado Bio 10 Chapter 3 Lactose Tolerance – Lactose tolerance appears to have evolved in northern European cultures that relied upon dairy products. – Ethnic groups in East Africa that rely upon dairy products are also lactose tolerant but due to different mutations. Laura Coronado Bio 10 Chapter 3 Large biological molecules Carbohydrates Functions Components Examples Monosaccharides: glucose, fructose Disaccharides: lactose, sucrose Polysaccharides: starch, cellulose Dietary energy; storage; plant structure Monosaccharide Lipids Long-term energy storage fats; hormones steroids Fatty acid Glycerol Components of a triglyceride Amino group Proteins Enzymes, structure, storage, contraction, transport, and others Fats triglycerides; Steroids testosterone, estrogen Carboxyl group Side group Lactase an enzyme, hemoglobin a transport protein Amino acid Phosphate Base Nucleic acids Information storage DNA, RNA Sugar Laura Coronado Nucleotide Bio 10 Chapter 3 Figure UN3-2 Carbohydrates Functions Components Examples Monosaccharides: glucose, fructose Disaccharides: lactose, sucrose Polysaccharides: starch, cellulose Dietary energy; storage; plant structure Monosaccharide Laura Coronado Bio 10 Chapter 3 Figure UN3-2a Lipids Functions Long-term energy storage fats; hormones steroids Components Examples Fatty acid Glycerol Components of a triglyceride Laura Coronado Bio 10 Chapter 3 Fats triglycerides; Steroids testosterone, estrogen Figure UN3-2b Proteins Functions Components Examples Amino group Enzymes, structure, storage, contraction, transport, and others Carboxyl group Lactase an enzyme, hemoglobin a transport protein Side group Amino acid Laura Coronado Bio 10 Chapter 3 Figure UN3-2c Nucleic acids Functions Components Examples Phosphate Base Information storage DNA, RNA Sugar Nucleotide Laura Coronado Bio 10 Chapter 3 Figure UN3-2d Base Phosphate group Sugar DNA double helix DNA strand Laura Coronado DNA nucleotide Bio 10 Chapter 3 Figure UN3-4