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Molecules of Life Chapter 3
Biology Concepts and Applications, Eight Edition, by Starr, Evers, Starr. Brooks/Cole, Cengage Learning 2011. Biology, Ninth Edition, by Solomon, Berg, Martin. Brooks/Cole, Cengage Learning 2011.
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3.1 Molecules of Life Molecules of life are synthesized by living cells Carbohydrates Lipids Proteins Nucleic acids Organic Compounds In organic compounds, covalently bonded carbon atoms form the backbone of the molecule
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Structure to Function Molecules of life differ in three-dimensional structure and function 1. Carbon backbone A carbon atom can complete its valence shell by forming a total of four covalent bonds Carbon-to-carbon bonds are strong and not easily broken ïƒ Single, Double, Triple covalent bonds 2. Attached functional groups Structures give clues to how they function
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Organic Compounds Consist primarily of carbon and hydrogen atoms
Carbon atoms bond covalently with up to four other atoms, often in long chains or rings Hydrocarbon ïƒ Hydrophobic An organic compound or region of one that consists only of carbon and hydrogen atoms Functional groups attach to a carbon backbone Influence organic compound’s properties
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Functional Groups
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attached to an interior carbon of backbone
hydroxyl In alcohols (e.g., sugars, amino acids); water soluble methyl In fatty acid chains; insoluble in water carbonyl In sugars, amino acids, nucleotides; water soluble. An aldehyde if at end of a carbon backbone; a ketone if attached to an interior carbon of backbone (aldehyde) (ketone) carboxyl In amino acids, fatty acids, carbohydrates; water soluble. Highly polar; acts as an acid (releases H+) (non-ionized) (ionized) Fig. 3.3, p. 36
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amino In amino acids and certain nucleotide bases; water soluble,
acts as a weak base (accepts H+) (non-ionized) (ionized) phosphate In nucleotides (e.g., ATP), also in DNA, RNA, many proteins, phospholipids; water soluble, acidic icon Fig. 3.3, p. 36
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Functional Groups: The Importance of Position
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Processes of Metabolism
All the enzyme-mediated chemical reactions by which cells acquire and use energy as they build and break down organic molecules. Cells use energy to grow and maintain themselves Enzyme-driven reactions build, rearrange, and split organic molecules Enzymes ïƒ a compound (protein) that speeds a reaction without being changed by it.
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Building Organic Compounds
Cells form complex organic molecules Simple sugars → carbohydrates Fatty acids → lipids Amino acids → proteins Nucleotides → nucleic acids Condensation combines monomers to form polymers Monomer ïƒ Molecules that are subunits of polymers Polymers ïƒ Molecules that consists of multiple monomers
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Polyethylene: A Simple Polymer
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What Cells Do to Organic Compounds
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Condensation (aka Dehydration Synthesis) and Hydrolysis
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Key Concepts: STRUCTURE DICTATES FUNCTION
We define cells partly by their capacity to build complex carbohydrates and lipids, proteins, and nucleic acids The main building blocks are simple sugars, fatty acids, amino acids, and nucleotides These organic compounds have a backbone of carbon atoms with functional groups attached
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3.2 Carbohydrates – The Most Abundant Ones
Molecules that consists primarily of carbon, hydrogen, and oxygen atoms at a 1:2:1 ratio. Three main types of carbohydrates Monosaccharides (simple sugars) Oligosaccharides (short chains) Polysaccharides (complex carbohydrates) Carbohydrate functions Instant energy sources Transportable or storable forms of energy Structural materials
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Monosaccharides (Simple Sugar): Glucose and Fructose
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Glucose (C6H12O6) (an aldehyde) Fructose (C6H12O6) (a ketone)
Figure 3.6: Monosaccharides. Shown are 2-D chain structures of (a) three-carbon trioses, (b) five-carbon pentoses, and (c) six-carbon hexoses. Although it is convenient to show monosaccharides in this form, the pentoses and hexoses are more accurately depicted as ring structures, as in Figure 3-7. The carbonyl group (gray screen) is terminal in aldehyde sugars and located in an internal position in ketones. Deoxyribose differs from ribose because deoxyribose has one less oxygen; a hydrogen (white screen) instead of a hydroxyl group (blue screen) is attached to carbon 2. Glucose and galactose differ in the arrangement of the hydroxyl group and hydrogen attached to carbon 4 (red box). Glucose (C6H12O6) (an aldehyde) Fructose (C6H12O6) (a ketone) Galactose (C6H12O6) (an aldehyde) (c) Hexose sugars (6-carbon sugars) Fig. 3-6c, p. 52
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Glucose Glucose (C6H12O6), the most abundant monosaccharide, is used as an energy source in most organisms During cellular respiration, cells oxidize glucose molecules, converting stored energy to a form used for cell work Homeostatic mechanisms maintain blood glucose levels
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Disaccharides: Sucrose
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Disaccharides A disaccharide (two sugars) contains two monosaccharide rings joined by a glycosidic linkage, consisting of a central oxygen covalently bonded to two carbons, one in each ring Common disaccharides: Maltose (malt sugar): 2 covalently linked glucose Sucrose (table sugar): 1 glucose + 1 fructose Lactose (milk sugar): 1 glucose + 1 galactose
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Complex Carbohydrates (Polysaccharides): Bonding Patterns
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Polysaccharides A polysaccharide is a macromolecule (a single long chain or a branched chain) consisting of repeating units of simple sugars, usually glucose Common polysaccharides: Starches: Energy storage in plants Glycogen: Energy storage in animals Cellulose: Structural polysaccharide in plants
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Starches starch Plant cells store starch as granules in amyloplasts
Form of carbohydrate used for energy storage in plants Polymer consisting of glucose Plant cells store starch as granules in amyloplasts
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Starch: A Storage Polysaccharide
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Amyloplasts Figure 3.9: Starch, a storage polysaccharide. (a) Starch (stained purple) is stored in specialized organelles, called amyloplasts, in these cells of a buttercup root. Fig. 3-9a, p. 55
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Complex Carbohydrates: Starch
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Glycogen glycogen Form in which glucose subunits are stored as an energy source in animal tissues Similar in structure to plant starch but more extensively branched and more water soluble In vertebrates, glycogen is stored mainly in liver and muscle cells
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c Glycogen. In animals, this
polysaccharide is a storage form for excess glucose. It is especially abundant in the liver and muscles of highly active animals, including fishes and people. Structure of cellulose Fig. 3.8, p. 39
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Cellulose cellulose Some microorganisms digest cellulose to glucose
Insoluble polysaccharide composed of many joined glucose molecules Structural component of plants (fibers) The most abundant carbohydrate Some microorganisms digest cellulose to glucose Humans lack enzymes to hydrolyze β 1—4 linkages
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Cellulose: A Structural Polysaccharide
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Complex Carbohydrates: Chitin
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Key Concepts: CARBOHYDRATES
Carbohydrates are the most abundant biological molecules Simple sugars function as transportable forms of energy or as quick energy sources Complex carbohydrates are structural materials or energy reservoirs
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3.3 Greasy, Oily – Must Be Lipids
Fats, phospholipids, waxes, and sterols Don’t dissolve in water Dissolve in nonpolar substances (other lipids) Lipid functions Major sources of energy Structural materials Used in cell membranes
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Fats Lipids with glycerol molecule and one, two, or three fatty acid tails Fatty acids ïƒ Organic compound with a chain of carbon atoms and an acidic carboxyl group at one end Saturated Unsaturated (cis and trans) Triglycerides (neutral fats ) Three fatty acid tails Most abundant animal fat (body fat) Major energy reserves
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Saturated and Unsaturated Fatty Acids
Contain the maximum number of hydrogen atoms Found in animal fat and solid vegetable shortening Solid at room temperature unsaturated fatty acids Include one or more pairs of carbon atoms joined by a double bond (not fully saturated with hydrogen) Tend to be liquid at room temperature
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Unsaturated Fatty Acids
Each double bond produces a bend in the hydrocarbon chain that prevents close alignment with an adjacent chains monounsaturated fatty acids Fatty acids with one double bond Example: Oleic acid polyunsaturated fatty acids Fatty acids with more than one double bond Example: linoleic acid
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Fatty Acids
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Trans and Cis Fatty Acids
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Trans Fats Food manufacturers hydrogenate or partially hydrogenate cooking oils (convert unsaturated fatty acids to saturated fatty acids) to make fat more solid at room temperature In naturally-occurring unsaturated fatty acids the hydrogens on each side of the double bond are on the same side of the hydrocarbon chain (cis configuration) Artificial hydrogenation produces a trans configuration solid at room temperature and increases risk of cardiovascular disease
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Trans and Cis Isomers
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Triglyceride Formation
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Phospholipids Main component of cell membranes
Hydrophilic head, hydrophobic tails A lipid with a phosphate group in its hydrophilic head and two nonpolar fatty acid tails
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A Phospholipid
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A Phospholipid Bilayer
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Waxes Firm, pliable, water repelling, lubricating
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Cholesterol Membrane components; precursors of other molecules (steroid hormones)
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Steroids steroid Consists of carbon atoms arranged in four attached rings Side chains distinguish one steroid from another Synthesized from isoprene units Steroids of biological importance include cholesterol, bile salts, reproductive hormones, cortisol and other hormones secreted by the adrenal cortex Plant cell membranes contain molecules similar to cholesterol
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Steroids Lipid with four carbon rings No fatty acid tails
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Key Concepts: LIPIDS Complex lipids function as energy reservoirs, structural materials of cell membranes, signaling molecules, and waterproofing or lubricating substances
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3.4 Proteins – Diversity in Structure and Function
Proteins have many functions Structures Nutrition Enzymes Transportation Communication Defense
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Protein Structure Built from 20 kinds of amino acids
Amino acid ïƒ carboxyl group, amino group, and side group (R)
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Fig. 3.15, p. 42
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Fig. 3.15, p. 42
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Protein Synthesis
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Peptide Bonds
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Four Levels of Protein Structure
1. Primary structure Amino acids joined by peptide bonds form a linear polypeptide chain 2. Secondary structure Polypeptide chains form sheets and coils 3. Tertiary structure Sheets and coils pack into functional domains
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Four Levels of Protein Structure
4. Quaternary structure Many proteins (e.g. fs) consist of two or more chains Other protein structures Glycoproteins Lipoproteins Fibrous proteins
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1. Primary Structure
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2. Secondary Structure
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Secondary Structure of a Protein
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3. Tertiary Structure
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Tertiary Structure of a Protein
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4. Quaternary Structure
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Quaternary Structure of a Protein
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3.5 Why is Protein Structure So Important?
Protein structure dictates function Sometimes a mutation in DNA results in an amino acid substitution that alters a protein’s structure and compromises its function Example: Hemoglobin and sickle-cell anemia
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Normal Hemoglobin Structure
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Normal Hemoglobin Structure
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Sickle-Cell Mutation
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VALINE HISTIDINE LEUCINE THREONINE PROLINE VALINE
GLUTAMATE b One amino acid substitution results in the abnormal beta chain in HbS molecules. Instead of glutamate, valine was added at the sixth position of the polypeptide chain. sickle cell c Glutamate has an overall negative charge; valine has no net charge. At low oxygen levels, this difference gives rise to a water-repellent, sticky patch on HbS molecules. They stick together because of that patch, forming rodshaped clumps that distort normally rounded red blood cells into sickle shapes. (A sickle is a farm tool that has a crescent-shaped blade.) normal cell Fig. 3.19, p. 45
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Clumping of cells in bloodstream
Circulatory problems, damage to brain, lungs, heart, skeletal muscles, gut, and kidneys Heart failure, paralysis, pneumonia, rheumatism, gut pain, kidney failure Spleen concentrates sickle cells Spleen enlargement Immune system compromised Rapid destruction of sickle cells d Melba Moore, celebrity spokes-person for sickle-cell anemia organizations. Right, range of symptoms for a person with two mutated genes for hemoglobin’s beta chain. Anemia, causing weakness,fatigue, impaired development,heart chamber dilation Impaired brain function, heart failure Fig. 3.19, p. 45
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Denatured Proteins If a protein unfolds and loses its three-dimensional shape (denatures), it also loses its function Caused by shifts in pH or temperature, or exposure to detergent or salts Disrupts hydrogen bonds and other molecular interactions responsible for protein’s shape
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Key Concepts: PROTEINS
Peptide bond joins amino acids in proteins Polypeptides are a chain of amino acids linked by peptide bonds Proteins are organic compounds that consists of one or more chains of amino acids Structurally and functionally, proteins are the most diverse molecules of life They include enzymes, structural materials, signaling molecules, and transporters
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3.6 Nucleotides, DNA, and RNAs
Nucleotide structure, 3 parts: Sugar Phosphate group Nitrogen-containing base
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Nucleotide Functions: Reproduction, Metabolism, and Survival
DNA and RNAs are nucleic acids, each composed of four kinds of nucleotide subunits ATP energizes many kinds of molecules by phosphate-group transfers Other nucleotides function as coenzymes or as chemical messengers
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Nucleotides of DNA
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DNA, RNAs, and Protein Synthesis
DNA (double-stranded) Encodes information about the primary structure of all cell proteins in its nucleotide sequence RNA molecules (usually single stranded) Different kinds interact with DNA and one another during protein synthesis
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The DNA Double-Helix
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Key Concepts: NUCLEOTIDES AND NUCLEIC ACIDS
Nucleotides have major metabolic roles and are building blocks of nucleic acids Two kinds of nucleic acids, DNA and RNA, interact as the cell’s system of storing, retrieving, and translating information about building proteins
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Animation: Condensation and hydrolysis
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Animation: Fatty acids
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Animation: Functional group
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Animation: Globin and hemoglobin structure
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Animation: Nucleotide subunits of DNA
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Animation: Peptide bond formation
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Animation: Phospholipid structure
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Animation: Secondary and tertiary structure
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Animation: Sickle-cell anemia
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Animation: Structure of an amino acid
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Animation: Structure of ATP
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Animation: Triglyceride formation
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