CHAPTER 3 The Molecules of Life Why This Chapter Matters 1. Biological molecules are the building blocks of cells, the fundamental units of life. 2. Knowing the structures, properties, and roles of the four major classes of organic molecules (carbohydrates, lipids, proteins, and nucleic acids) is essential to understanding the characteristics of life. 3. Carbohydrates, proteins, and lipids are vital components of our diets and the diets of most organisms. 4. Regional differences in lactose intolerance illustrate a medically significant aspect of human evolution. Chapter Objectives Biology and Society: Got Lactose? 1. Describe the causes and consequences of lactose intolerance. Organic Compounds 2. Describe the special bonding properties of carbon that allow it to form an endless variety of organic molecules. 3. Compare a dehydration reaction to hydrolysis. Large Biological Molecules 4. Compare the structures and roles of monosaccharides, disaccharides, and polysaccharides in living organisms. Give examples of each. 5. Compare the structure and properties of saturated and unsaturated fatty acids. 6. Distinguish between steroids and anabolic steroids, and explain how the use of anabolic steroids can be dangerous to a person’s health. 7. Describe the structure of proteins. Distinguish between the primary structure and the final three-dimensional shape. 8. Describe and compare the structures of DNA and RNA. Evolution Connection: Evolution and Lactose Intolerance in Humans 9. Explain why lactose intolerance has evolved differently in humans spread throughout the world. Key Terms amino acid atherosclerosis carbohydrates cellulose dehydration reaction denaturation disaccharides DNA double helix fat functional groups gene glycogen hydrocarbons hydrogenation hydrolysis hydrophilic hydrophobic isomers lipids macromolecules monomers monosaccharides nucleic acids nucleotides organic compounds peptide bond polymers polypeptide polysaccharides primary structure protein RNA saturated starch steroids sugar-phosphate backbone trans fat triglyceride unsaturated Word Roots di = two; sacchar = sugar (disaccharide: two monosaccharides joined together) glyco = sweet; gen = producing (glycogen: a polysaccharide sugar used to store energy) hydro = water; lyse = break (hydrolysis: breaking chemical bonds by adding water) iso = equal; meros = part (isomer: molecules with similar molecular formulas but different structures) macro = big (macromolecules: a giant molecule in living organisms) mono = single (monosaccharide: simplest type of sugar) philic = loving (hydrophilic: water-loving property of a molecule) phobos = fearing (hydrophobic: water-repelling property of a molecule) poly = many (polymer: a chain made from smaller organic molecules) sclero = hard (atherosclerosis: hardening of the arteries) tri = three (triglyceride: a glycerol molecule joined with three fatty acid molecules) Student Media Activities Diversity of Carbon-Based Molecules Functional Groups Making and Breaking Polymers Models of Glucose Carbohydrates Lipids Protein Functions Protein Structure Nucleic Acid Functions Nucleic Acid Structure Biology Labs On-Line HemoglobinLab BLAST Animations Alpha Helix Protein Primary Structure Protein Secondary Structure Protein Tertiary and Quaternary Structure MP3 Tutors Protein Structure and Function DNA Structure Process of Science What Factors Determine the Effectiveness of Drugs? You Decide Low-Fat or Low-Carb Diets—Which I Healthier? Relevant Current Issues in Biology Articles Current Issues in Biology, volume 1 (ISBN 0-8053-7507-4) Rebuilding the Food Pyramid Current Issues in Biology, volume 2 (ISBN 0-8053-7108-7) Detecting Mad Cow Disease Current Issues in Biology, volume 5 (ISBN 0-321-54187-1) Eating Made Simple Current Issues in Biology, volume 6 (ISBN 0-321-59849-0) Diet Advice From DNA Relevant Songs to Play in Class “Sugar, Sugar,” The Archies “I’ve Got You Under My Skin,” Frank Sinatra Chapter Guide to Teaching Resources Organic Compounds Student Misconceptions and Concerns 1. General biology students might not have previously taken a chemistry course. The concept of molecular building blocks that cannot be seen can be abstract and difficult to comprehend for such students. Concrete examples from our diets and good images will increase comprehension. 2. Students might need to be reminded about the levels of biological organization. The relationship between atoms, monomers, and polymers can be confusing as each is discussed. Consider noting these relationships somewhere in the classroom (such as on the board) where students can quickly glance for reassurance. Teaching Tips 1. A drill with interchangeable drill bits is a nice analogy to carbon skeletons with different functional groups. The analogy supports the role of different functions with different structures. 2. Train cars linking together to form a train is a nice analogy to monomers linking to form polymers. Consider adding that as the train cars are joined, a puff of steam appears—thus, the reference to water production and a dehydration reaction when linking molecular monomers. Large Biological Molecules Student Misconceptions and Concerns 1. The abstract nature of chemistry can be discouraging to many students. Consider starting out this section of the lecture by examining the chemical groups on a food nutrition label. Candy bars with peanuts are particularly useful as they contain significant amounts of all three sources of calories (carbohydrates, proteins, and lipids). 2. Consider reinforcing the three main sources of calories with food items that clearly represent each group. Bring clear examples to class as visual references; for example, a can of Coke or a bag of sugar for carbohydrates, a tub of margarine for lipids, and some beef jerky for protein (although some fat and carbohydrates might also be included). Teaching Tips 1. If your lectures will eventually include details of glycolysis and aerobic respiration, this is a good point to introduce the basic concepts of glucose as fuel. Just introducing this conceptual formula might help: eating glucose + breathing in oxygen (yields) water + usable energy (used to build ATP) + heat + exhaled CO2. 2. The section about our use of sugars may be of considerable interest to your students, who might not be expecting much interest in a lecture about organic chemistry. Consider an assignment for each student to bring to class a product label indicating high-fructose corn syrup (HFCS) as an ingredient. 3. Learning the definitions of word roots is invaluable when learning science. Learning the meaning of the prefix word roots “mono” (one), “di” (two), and “poly” (many) helps to distinguish the structures of various carbohydrates. 4. Consider an assignment for students to access the Internet and find reliable sources that discuss high sugar consumption in the modern diet. The key, of course, is in the quality of the resource. Consider narrowing down the categories to certain nonprofit health organizations (American Cancer Society, American Heart Association, and the like) and peer-reviewed journals. 5. A simple demonstration can illustrate hydrophobic and hydrophilic substances. In front of the class, mix colored water and a yellow oil (corn or canola oil work well). Shake up the mixture and then watch as the two separate. (You may have a mixture already made that remains separated; however, the dyes may bleed between the oil and the water.) 6. Margarine in stores commonly comes in liquid squeeze containers, in tubs, and in sticks. These forms reflect increasing amounts of hydrogenation, gradually increasing the stiffness from a liquid, to a firmer spread, to a firm stick of margarine. As noted in the text, recent studies have suggested that unsaturated oils become increasingly unhealthy as they are hydrogenated. Perhaps your students can find references to this correlation on the Internet. 7. Many analogies relate to students the diversity of proteins that can be made from just 20 amino acids. The authors note that our language uses combinations of 26 letters to form words. Proteins are much longer “words,” creating even more diversity. Another analogy is to trains. This builds on the earlier analogy when polymers were introduced. Imagine making different trains about 100 cars long, using any combination of 20 types of railroad cars. Mathematically, the number of possible trains is 20100, a number beyond imagination. 8. The functional significance of protein shape is an abstract molecular example of form and function relationships, which might be new to some students. The binding of an enzyme to its substrate is a type of “molecular handshake,” which permits specific interactions. To help students think about form and function relationships, share some concrete analogies in their lives—perhaps flathead and Phillips screwdrivers that match the proper type of screws or the fit of a hand into a glove. 9. The authors note that the difference between a polypeptide and a protein is analogous to the relationship between a long strand of yarn and a sweater knitted from yarn. Proteins are clearly more complex! 10. Most cooking results in changes in the texture and color of a food. The brown color of a steak is the product of the denaturation of proteins. Fixatives such as formalin also denature proteins and cause color changes. Students who have dissected vertebrates will realize that the brown color of the muscles makes it look as if the animal has been cooked. 11. Consider this assignment to wrap up the presence of organic molecules in our diets. Have students working individually or in small groups analyze a food label listing the components of a McDonald’s Big Mac. Note the most abundant organic molecule class (perhaps by weight) found in each component. 12. The “NA” in DNA and RNA represents “nucleic acid.” Students often do not make this association without assistance. Answers to End-of-Chapter Questions The Process of Science 12. Suggested answer: A long hydrocarbon chain ending in a carboxyl group is a fatty acid. Fatty acids and glycerol are the molecules that result when fats (triglycerides) are hydrolyzed. The evidence thus suggests that the cake mix does contain fat. To further support this hypothesis, intact fat molecules must be isolated from the mix. 13. Suggested answer: Each mutant version of the lactase enzyme would need to be tested on lactose. The enzyme could be added to lactose and the products could be analyzed. If glucose and galactose were present, then the enzyme did in fact work; therefore, its shape has not been significantly altered. If glucose and galactose were not present after the enzyme had been added to lactose, then the shape of the enzyme has been significantly altered so that it can no longer do its job. Biology and Society 14. Some additional issues and questions to consider: Is it fair for some athletes to have an “edge” over their competitors who are not using anabolic steroids? Is the competition so fierce that athletes are willing to assume the health risks for the athletic advantage? Should various private agencies and/or the government regulate the use of steroids? Should athletes randomly be tested for steroid use? Should athletes be disqualified from events if they have used anabolic steroids? Should all professional sports be subject to testing with similar penalties? 15. Some additional issues and questions to consider: Should individuals be responsible for the consequences of their own actions? What, if any, distinctions can you make between people choosing to smoke versus people who consume fast food? Should courts be involved in such decisions? What can fast-food companies do to make the “dangers” of their products obvious to the consumers? Should insurance costs be raised to provide the money needed to care for the health of individuals who choose to smoke or eat unhealthy foods? 16. Some additional issues and questions to consider: How are these chemicals important in agriculture, medicine, and public health? How have they affected humans? Wildlife? Natural vegetation? Are the chemicals themselves harmful, or is the way that they are used harmful? What influences have shaped your opinions? The media? Personal experience? Reading? Friends and family? How might the opinion of a villager in a developing country differ from yours? Additional Critical Thinking Questions The Process of Science 1. We always hear that starchy foods are a great source of nutrition because the glucose molecules that are contained within the starch can be used for energy. People often tell you to eat starchy foods prior to an athletic event. Cellulose (or fiber) is also made of many glucose molecules. Why don’t people tell you to eat lots of cellulose prior to an athletic event? Make sure your answer explains the chemical difference between starch and cellulose. Suggested answer: Although starch and cellulose are both made of glucose molecules, the difference between them is how those glucose molecules are bonded together. We have the enzymes to break the bonds in starch to release glucose, which can be used for energy. We are lacking enzymes to break the bonds in cellulose. This means that the glucose contained within cellulose can’t be used. 2. Linus Pauling believed that large doses of vitamin C can help prevent the common cold, cancer, and other diseases. Imagine you have been given a research grant by the National Institutes of Health to evaluate Pauling’s claims. How would you go about setting up an experimental study to determine whether vitamin C can prevent colds? How would you evaluate the results of your study? Some issues and questions to consider: How will you choose your test subjects? How many subjects should you have? Will you give them all vitamin C or just some of them? What criteria will you use to divide the test subjects into groups? What is a control group? Should the subjects know whether they are getting vitamin C or not? Should the experimenters who are giving out the drug and measuring the severity of cold symptoms know which of the subjects are getting vitamin C? What is a double-blind study? If there is a difference between your groups, how can you be sure it is due to vitamin C? 3. Answer the following based on the information provided on these nutritional labels. Product A Product B Total fat 30 g 26 g Saturated fat 8g 10 g Monounsaturated fat 10 g 10 g Polyunsaturated fat 12 g 6g Which product would you select if you were concerned about your health? Give two reasons why you would select that product. If the ingredient label of this product mentioned the term hydrogenated oils, what would that term mean? Manufacturers have gotten away with some fairly questionable labeling procedures to deceive consumers concerning the actual nutritional content of their products. Do you think that the U.S. Food and Drug Administration (FDA) should make some changes to the nutritional labels? Suggested answer: Product A is the better choice. It has less saturated fat and more polyunsaturated fat. If hydrogenated oils were present, this would indicate that unsaturated fats have had hydrogens added, which essentially makes them the same as a saturated fat. These hydrogenated fats are typically referred to as trans fats to deceive the consumer. Biology and Society 4. Scientists are working on a radically new type of computer designed to use DNA as the information material rather than the silicon chips found in today’s computers. What is the basis for using DNA as an information storage and processing molecule? What are some of the potential advantages and disadvantages of this technology? Some issues and questions to consider: Electronic computers with silicon chips store information in one of only two forms: on or off. DNA, however, has four different bases (A, T, C, and G). In addition, DNA is a very small molecule compared to a silicon chip; therefore, DNA might be able to dramatically reduce the size and increase the speed and storage capacity of computers. Most electronic computers work linearly—that is, they process data sets one after the other (much like your reading of this sentence). A DNA computer, however, is based on biochemical reactions using DNA as the reactant. These reactions can occur in parallel: Billions of DNA molecules can undergo a biochemical reaction (like copying the DNA) simultaneously. However, chemical reactions can be slow and may not occur faithfully. DNA is capable of mutation, so why not DNA computers? Can we (as thinking human beings) be considered DNA computers? Would a DNA computer of the future be considered a living thing? 5. The term organic is perceived by most people to mean that such products are natural and harmless. Each year, industrial chemists develop and test thousands of new organic compounds for use as pesticides, fungicides, and weed killers. In what ways are these chemicals useful and important to us? In what ways can they be harmful? Is your general opinion of pesticides positive or negative? Some issues and questions to consider: How are these chemicals important in agriculture, medicine, and public health? How have they affected humans? Wildlife? Natural vegetation? Are the chemicals themselves harmful, or is the way that they are used harmful? What influences have shaped your opinions? The media? Personal experience? Reading? Friends and family?