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The Significance of Carbon Advanced Douglas Wilkin, Ph.D. Jean Brainard, Ph.D. Say Thanks to the Authors Click http://www.ck12.org/saythanks (No sign in required) To access a customizable version of this book, as well as other interactive content, visit www.ck12.org CK-12 Foundation is a non-profit organization with a mission to reduce the cost of textbook materials for the K-12 market both in the U.S. and worldwide. Using an open-source, collaborative, and web-based compilation model, CK-12 pioneers and promotes the creation and distribution of high-quality, adaptive online textbooks that can be mixed, modified and printed (i.e., the FlexBook® textbooks). Copyright © 2016 CK-12 Foundation, www.ck12.org The names “CK-12” and “CK12” and associated logos and the terms “FlexBook®” and “FlexBook Platform®” (collectively “CK-12 Marks”) are trademarks and service marks of CK-12 Foundation and are protected by federal, state, and international laws. Any form of reproduction of this book in any format or medium, in whole or in sections must include the referral attribution link http://www.ck12.org/saythanks (placed in a visible location) in addition to the following terms. Except as otherwise noted, all CK-12 Content (including CK-12 Curriculum Material) is made available to Users in accordance with the Creative Commons Attribution-Non-Commercial 3.0 Unported (CC BY-NC 3.0) License (http://creativecommons.org/ licenses/by-nc/3.0/), as amended and updated by Creative Commons from time to time (the “CC License”), which is incorporated herein by this reference. Complete terms can be found at http://www.ck12.org/about/ terms-of-use. Printed: August 19, 2016 AUTHORS Douglas Wilkin, Ph.D. Jean Brainard, Ph.D. www.ck12.org C HAPTER • • • • • Chapter 1. The Significance of Carbon - Advanced 1 The Significance of Carbon - Advanced Explain why carbon is essential to life on Earth. Give examples of carbohydrates, lipids, proteins, and nucleic acids. List the functions of carbohydrates, lipids, proteins, and nucleic acids. Name the monomers of the four classes of organic compounds. Compare condensation to hydrolysis reactions. Carbon. Element number six. Right in the middle of the first row of the Periodic Table. Carbon is the most important element to life. Without this element, life as we know it would not exist. As you will see, carbon is the central element in compounds necessary for life-organic compounds. These compounds include carbohydrates, lipids, proteins and nucleic acids. The Significance of Carbon Why is carbon so important to organisms? The answer lies with carbon’s unique properties. Carbon has an exceptional ability to bind with a wide variety of other elements. Carbon makes four electrons available to form covalent chemical bonds, allowing carbon atoms to form multiple stable bonds with other small atoms, including hydrogen, oxygen, and nitrogen. Carbon atoms can also form stable bonds with other carbon atoms. In fact, a carbon atom may form single, double, or even triple bonds with other carbon atoms. This allows carbon atoms to form a tremendous variety of very large and complex molecules. Organic Compounds Carbon has the ability to form very long chains of interconnecting C-C bonds. This property allows carbon to form the backbone of organic compounds, carbon-containing compounds, which are the basis of all known organic life. 1 www.ck12.org Nearly 10 million carbon-containing organic compounds are known. Types of carbon compounds in organisms include carbohydrates, lipids, proteins, and nucleic acids. The elements found in each type are listed in the table below. Elements other than carbon and hydrogen usually occur within organic compounds in smaller groups of elements called functional groups. When organic compounds react with other compounds, generally just the functional groups are involved. Therefore, functional groups generally determine the nature and functions of organic compounds. When combined with oxygen and hydrogen, carbon can form many groups of important biological compounds including carbohydrates (sugars), lignans (important in plants), chitins (the main component of the cell walls of fungi, the exoskeletons of arthropods), alcohols, lipids and fats (triglycerides), and carotenoids (plant pigment). With nitrogen it forms alkaloids, and with the addition of sulfur in addition to the nitrogen, it forms amino acids which bind together to form proteins, antibiotics, and rubber products. With the addition of phosphorus to these other elements, carbon forms nucleotides which bond into nucleic acids (DNA and RNA), and adenosine triphosphate (ATP), which is known as the energy currency of the cell. The properties of all these organic molecules is related to the composition of the elements that compose the molecule. Certain carbohydrates, proteins and nucleic acids are known as macromolecules, as they are very large polymers made of individual monomers. MEDIA Click image to the left or use the URL below. URL: https://www.ck12.org/flx/render/embeddedobject/183291 A Comparison TABLE 1.1: Organic Compounds 2 Type of Compound Carbohydrates Elements It Contains carbon, hydrogen, oxygen Examples Glucose, Starch, Glycogen Lipids carbon, hydrogen, oxygen Cholesterol, Triglycerides (fats), Phospholipids Proteins carbon, hydrogen, oxygen, nitrogen, sulfur Enzymes, Antibodies Nucleic Acids carbon, hydrogen, oxygen, nitrogen, phosphorus Deoxyribonucleic acid (DNA), Ribonucleic acid (RNA), Adenosine Triphosphate (ATP) Functions provides energy to cells, stores energy, forms body structures stores energy, forms cell membranes, carries messages helps cells keep their shape/structure, makes up muscles, catalyzes chemical reactions, carries messages and materials contains instructions for proteins, passes instructions from parents to offspring, helps make proteins www.ck12.org Chapter 1. The Significance of Carbon - Advanced The Table 1.1 lists the four types of organic compounds, the elements they contain, and examples and functions of each type of compound. Condensation and Hydrolysis Condensation reactions are the chemical processes by which large organic compounds are synthesized from their monomeric units. Hydrolysis reactions are the reverse process. During condensation reactions, water is produced from the two molecules being bonded together; an H from one monomer is joined to an -OH from another molecule, producing H2 O. TABLE 1.2: title Polymer carbohydrates lipids proteins nucleic acids Monomer monosaccharides fatty acid amino acids nucleotides Bond glycosidic ester* peptide phosphodiester** • The ester linkage is between a glycerol molecule and fatty acid chain. Summary • Carbon’s exceptional ability to form bonds with other elements and with itself allows it to form a huge number of large, complex molecules called organic molecules. These molecules make up organisms and carry out life processes. Review 1. 2. 3. 4. 5. Why is carbon essential to all known life on Earth? What is an organic compound? Give an example. List the four main classes of organic compounds. What are examples of each? What is condensation of hydrolysis? What is a phosphodiester bond? 3