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Chapter 3 Biological Molecules Great and Small Chapter Goal: Understanding how cells use small building blocks to build larger molecules and how some of those molecules then fold into 3-D shapes Key Questions • How do organisms use carbon atoms decorated with functional groups to build basic molecules of life? • What are the categories of building block molecules? • What reactions link and unlink building blocks? • How are fatty acids, polysaccharides, nucleic acids and proteins formed? Biological Molecules • Size: either small (MW<300) or large (MW>10,000) • Organic molecules based on hydrogen, carbon, nitrogen, oxygen, rarely phosphorus and sulfur • Are built of subunits — “building blocks” Biological Molecules are Organic Compounds Common elements in living systems: • C, H, O, N are the great majority atoms (96.3%) in living things. • Important ions: Na, K, Mg, Ca, P, S, Cl, • Trace ions and minerals: Zn, Cu, Mn, Fe, I, and others Element Symbol Percent of Approximate percent human body of Earth’s crust by by weight weight Oxygen O 65.0 46.6 Carbon C 18.5 0.03 Hydrogen H 9.5 0.14 Nitrogen N 3.3 Trace Calcium Phosphor us Potassium Ca 1.5 3.6 P 1.0 0.07 K 0.4 2.6 Sulfur S 0.3 0.03 Chlorine Cl 0.2 0.01 Sodium Magnesiu m Na 0.2 2.8 Mg 0.1 2.1 Important Functions Necessary for cellular respiration, component of water Backbone of organic molecules Electron carrier, component of water and most organic molecules Component of all proteins and nucleic acid Component of bones and teeth, trigger for many cellular functions Backbone of nucleic acids, important in energy transfer Principal positive ion in cells, important for nerve function Component of most proteins Principal negative ion bathing cells Principal positive ion bathing cells, important in nerve function Critical component of many energy-transferring enzymes Subunits and Macromolecules • • • • Sugars Lipids Amino acids Nucleotides • • • • Polysaccharides Fats and cholesterol Proteins DNA and RNA Carbon • Carbon chains and rings are linked by single and double covalent bonds Carbon Rings • Carbon rings can be flat • Carbon rings can be “boat” or “chair” Chemical Interactions of Molecules • Determined by: – Shape – Charge distribution – Interactions with water – Interactions with other molecules Functional Groups • Small groups of atoms • Contribute to the chemical properties of a molecule • Usually attached to the carbon backbone Examples of Functional Groups • • • • • • -OH hydroxyl -C=O carbonyl -COOH carboxyl -NH2 amine -SH sulfhydryl -PO4 phosphate Shapes of Biomolecules • Lipids do not form chains of subunits • Proteins, nucleic acids and carbohydrates can form long chains • Carbohydrate chains may be branched Linking Subunits to Make Macromolecules • Macromolecule subunits are linked by removing water — dehydration condensation Breaking Macromolecules • Subunits are broken apart by adding water to a bond — hydrolysis Macromolecules Lipids • Contain high levels of chemical energy • Do not dissolve in water • Have few polar functional groups • Major component of biological membranes The 6 Lipids Used in Cells Fatty Acids • Are amphipathic — contain some polar groups • Saturated (no double bonds) or unsaturated (some double bonds) Health Effects • Saturated fats increase cholesterol levels in the blood • Unsaturated fats have less effect on cholesterol levels • Omega-3 fatty acids (from fish and sea weed) inhibit inflammation response in blood vessels and joints Forming Triglycerides • Subunits – Glycerol – 3 fatty acids • Linked by condensation reactions Forming Phospholipids • Subunits – Glycerol – 2 fatty acids –“Head” with phosphate group •Amphipathic •Linked by condensation reactions Phospholipids in Membranes • Amphipathic structure causes formation of a bilayer • Charged groups associate with water • Hydrophobic tails clump together Steroids • Structure is 4 rings • Based on cholesterol • Functional groups determine biological activity Carbohydrates • Fundamental energy storage molecule • Subunits are simple sugars — 3 ~ 9 Carbons monosaccharides – Ex. Glucose, fructose, ribose, deoxyribose • Linked by dehydration condensation into disaccharide and polysaccharides – glycosidic bond – Disaccharide: sucrose (table sugar) – Polysaccharide: starch, cellulose, glycogen,chitin Formation of Polysaccharides • 2 sugars link to form disaccharide – Ex. sucrose • Several sugars — oligosaccharide • Long chains of sugars — polysaccharide – Ex. Starch in bread – Cellulose in wood and paper Structure of Carbohydrates • Chemical formula: (CH2O)n • For each carbon: – 1 oxygen – 2 hydrogens • Many hydroxyl groups make sugars hydrophilic • Ribose and deoxyribose: building blocks for RNA and DNA Carbohydrates and Energy • Glucose (blood sugar) is the basis of most energy releasing reactions • Short term energy — mono- and disaccharides • Long term energy storage — glycogen in animals, starch in plants • Sugar in coke (15 square sugars or 28g sugar/can) Carbohydrates and Structure • Glycogen – Animal energy, branched • Starch – Plant energy, branched or unbranched – Amyrose unbranched, amylopectin branched • Cellulose – Structural support for plant cells – Glucose polysaccharide with bonds in straight orientation • Chitin – Exoskeleton of arthropods such as butterfly and crab – Modified sugars in chains Carbohydrates in Plants Glycoproteins and Glycolipids • Glycoproteins have short chains of sugars attached to proteins • Glycolipids have short chains of sugars attached to lipids • Both found on the exterior surface of cells • Glycoproteins are signs that help cells to recognize one another and communicate, • Glycoproteins attached to newly made proteins act as address labels to tell a cell where to ship new proteins Polypeptides •Protein: working molecules of a cell, carry out biological activities encoded by genes •Classifications of Functions of Proteins: -Enzymes: catalysts that accelerate the rates of biological reactions. oxidoreductase, transferase, hydrolase, lyase, isomerase, ligase -Regulatory proteins: sensors and switches, control protein activity and gene functions hormones, insulin, transcriptional factor, lac repressor -Transport proteins: control the flow of materials across cellular membrane. Mb & Hb (O2), ion channel, serum albumin (FA: from adipose tissue to organs) -Storage proteins: as a reservoir of an essential nutrients. ovalbumin (egg white), casein (酪蛋白,milk), zeins (corn), ferritin (Fe2+) -Motor proteins: cause motion, cell division, muscle contraction, cell motility. myosin, actin, tubulin, dynein/kinesin -Structural proteins: provide structural rigidity and protection to the cells and tissues. keratin, collagen, elastin, fibroin -Signaling proteins: transmit external signals to the cell interior. receptors, protein kinase/phosphatase, two component system -Protective or exploitive protein: play active role in cell defense, protection Ig (antibody), thrombin (blood-clotting protein), antifreeze protein, toxin Polypeptides • Structure – Unbranched chains of amino acids – Bend into unique shapes Amino Acids • Subunits of polypeptides • 20 different types • Structure: – Amino group – Carboxyl (acid) group – R groups differ Amino Acids Formation of Polypeptides • Linked by dehydration condensation • Bonds are peptide bonds Protein Shapes • Globular — irregular shapes, non-repeating amino acid sequence – Hemoglobin • Fibrous — regular shapes, repeating sequences – Keratin, collagen, elastin Protein Structure • 4 levels of folding – Primary structure is sequence of amino acids Protein Structure • Secondary — coils or folds of sections of protein – Alpha helix – Beta sheet – Stabilized by hydrogen bonds – Collagen helix: three polypeptide chains wound around each other Protein Structure • Tertiary – 3-dimensional conformation of entire protein – Stabilized by covalent, hydrogen and ionic bonds Protein Structure • Quaternary – Multiple peptide chains fitted together to make 1 functional protein Levels of Protein Folding Protein Folding • Some proteins fold spontaneously into their correct 3-dimensional shape • Some proteins need chaperone proteins to fold correctly Nucleic Acids • Functions: – Contain genetic information (DNA and RNA) – Some nucleotides used for energy storage: ATP – Some nucleotide used as signal transduction: cAMP, cGMP Nucleic Acids • Structure – Subunits — nucleotides – 3 building blocks for each nucleotide: • Sugar • Phosphate • Nitrogenous base Nitrogenous Bases • 2 types: – Pyrimidines, single ring – Purines, 2 rings • Differ in functional groups attached to the rings Sugars and Phosphates • 5 carbon sugars – Ribose in RNA (ribonucleic acid) – Deoxyribose in DNA (deoxyribonucleic acid) • Phosphate groups link nucleotides together: phosphodiester bond Formation of Nucleic Acids • Linked by dehydration condensation • Bond is called a phosphodiester linkage Nucleic Acid Structure DNA Structure Key Concepts • 4 building blocks — lipids, sugars, amino acids, nucleotides • Functional groups determine chemistry • Dehydration reactions link small molecules • Protein shape is determined by R-groups