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Chapter 3 Biochemistry Here- Bio molecule art by David Goodsell, creates hyperrealist paintings the molecular world Here,a depiction of HIV shown in cross-section- the structural biology & electron microscopy — gives a much -maligned pathogen a unique artistic quality. AC Examples of bio molecules: Hemoglobin • the oxygen-carrying molecule of erythrocytes, formed by developing erythrocytes in the bone marrow; • a protein made up of 4 polypeptide chains that contain 141 - 146 amino acids each. Examples of biological molecules: • The Helicase enzyme unzips the DNA molecule, to expose the nitrogenous bases so we can read the genetic code & do everything that is in the instructions for life. Inside leaves, solar energy is transferred to the chemical bonds in biological molecules like GLUCOSE – food. Examples: Biological molecules • Hormones are chemical messengers that regulate imperative bodily functions in living organisms. • For example pheromones are hormones used by ants & other insects as a communication system to send messages among one another or to attract the opposite sex. http://www.reciprocalnet.org/edumodules/commonmolecules/biochemical/index.html Examples: biological molecules • Other examples of biomolecules are poisons found in animals. Batrachotoxin, a poison at the skin of the golden poison frog • Phyllobates terribilis is considered to be one of the most deadly poisons to humans, however it is harmless to predator, the snake Liophis epinephelus . bio.davidson.edu • Before you can study any of these complex systems, you must understand the molecules that are behind all the wonder….. CHNOPS: the 6 most common elements in living things • Biological molecules, are built by joining atoms through covalent bonds. • Although more than 25 types of elements can be found in biomolecules, 6 elements are most common. These are called the CHNOPS All compounds can be classified into 2 broad categories: 1. Organic compounds • • made primarily of carbon atoms. Most matter in living organisms that is not water is made of organic compounds. 2. Inorganic compounds • Compounds that, with a few exceptions, do not contain carbon atoms. (an exception is CO2- not organic!) water is ex. of an inorganic compound. What do people think organic means? • A survey showed most people think “organic” refers to organic foods (limited use of synthetic materials during growth & production), and only a few science majors said carbon compounds. • Organic chemistry is - the study of the structure, properties, and reactions of carbon compounds. I. What is an Organic Compound? • Contains carbon atoms • Even though organic chemistry focuses on carbon, many organic compounds also contain hydrogen (H), nitrogen (N)-, oxygen (O), phosphorous (P) or other elements. • Carbon molecules make up the bodies of all living things and have many different functions; • They are also commonly used in medicine, food, paints, and gasoline. Where is Carbon on the Periodic Table? It forms 4 covalent bonds Carbon has 4 electrons in its outmost electron shell. (It has a valence of 4) • it forms 4 covalent bonds A. Carbon Bonding: C atoms form many different shaped molecules: • It can form straight chains, branched chains with a single bond. • A carbon atom can also share two or even three pairs of electrons with another atom. Carbon bonds: Chains, Branched, Rings Each line represents a single covalent bond Carbon also forms double & triple bonds A good site for more explanation: www.biologyjunction.com Examples: carbon bonding in molecules B. Functional Groups - A specific group of atoms that gives a known type of behavior to molecules – changes the characteristics of the compound(See page 52 in your textbook for more on functional groups) Hydrocarbons - C and H only Alcohols - OH Acids - COOH Amines - NH2 An excellent site to look more closely at functional groups: http://www.phschool.com/science/biology_pl More Functional groups Example -adding a hydroxyl group – makes ethane into an alcohol- Example - adding an amino group - makes methane or ethane into- an amine C. Naming Hydrocarbons The simplest organic compounds are hydrocarbons. Hydrocarbons are compounds that consist of hydrogen and carbon atoms. When naming hydrocarbons, the prefixes vary depending on the number of carbons in a compound, the prefixes are: Number of Carbon(s): Prefix: Number of Carbon(s): Prefix: 1 2 3 4 5 MetEthPropButPent- 6 7 8 9 10 HexHeptOctNonDec- http://chemwiki.ucdavis.edu/index.php?title=Organic_Chemistry/Case_Studies/What_is_Organic%3F#Carbon-containing_Compounds Methane - the simplest carbon compound- 1 Carbon & 4 hydrogen atoms Other simple organic molecules • Butane cyclohexane D. Drawing Molecules: ways that a molecule can be drawn: 1. Skeletal Structure (Kekulé Structure) • In this form of representation, atoms are placed on a plane and lines are drawn between atoms to represent bonding electrons. 2. Condensed Structure • A simplified version of the bond-line structure that omits the lines. When there are 2 or more of the same kinds of atoms attached to a central atom, a subscript is used to indicate how many of these atoms are attached. 3. Lewis Structure • valence electrons are represented as dots. This structure shows what atoms are bonded together, which electrons are involved in bonding, lone pairs, any formal charges. E. Isomers- same chemical formula, different structure! • Organic molecules are three-dimensional • the same set of atoms can be put together in different ways, resulting in “isomers” • Example: The atoms found in a simple sugar, with the structural formula C6H12O6, can be arranged in over a dozen different ways. sonefe.org F. Polarity: Unequal electron sharing • In covalent bonds e sharing is not always equal. • Example: Water - oxygen contains a higher negative charge density than hydrogen. So electron distribution is asymmetric, or polar, and the oxygen atom is said to be electronegative. • This asymmetry results in regions of slight negative & positive charge in different regions of the molecule, denoted by the Greek symbol δ (delta), for "partial" charge. Electronegativity is a measure of the tendency of an atom to attract a bonding pair of electrons • Oxygen is a very electronegative atom & pulls electrons to itself. • That would leave the oxygen side of a molecule fairly negative and the carbon fairly positive. http://www.chemguide.co.uk/basicorg/bonding/eneg.html G. Sizes of Molecules Monomers- small simple molecules 2. Polymers- big molecules formed 1. when monomers bonded to each other 3. Reactions to build or break down molecules • Condensation Reaction – 2 monomers join together- a water is released (an H from 1 end and an OH from the other end are cut loose when the monomers join.) • Hydrolysis Reaction – polymers are broken back down- they need a water added. Hydrolysis of sucrose Condensation Reactions (also called dehydration synthesis) -builds monomers into polymers http://nhscience.lonestar.edu/biol/dehydrat/dehydrat.html Hydrolysis Reactions- break down polymers into monomers by adding water H. Energy from ATP • Life needs a constant supply of energy • Chemical bonds store energy. • One molecule that living things use to store energy is in the bonds of the ATP molecule • Adenosine Triphosphate Adenosine Triphosphate Blue = ribose (a 5-carbon sugar) Green = adenine (a nitrogenous base) Yellow = phosphate groups Energy is stored in bonds joining the phosphate groups ATP-ADP Cycle. Energy is stored in ATP (ADP + P) Energy is used as needed & ATP is converted back to ADP + phosphate. ATP further explained • A nitrogen-containing compound, adenine, is represented by the two rings & The three linked phosphate groups, -PO4- are represented by the small circles with a “P.” • Because the phosphate groups are close together and have negative charges. When a bond between the phosphate groups is broken, energy is released. • This hydrolysis of ATP is used by the cell to provide the energy needed to drive the chemical reactions in an organism II. Four Classes of Organic Molecules • Much of biochemistry deals with the structures, functions and interactions of cellular components, basically: • • • • Carbohydrates Proteins, Lipids Nucleic Acids Monomers & Polymers • Each group has small molecules (monomers) • linked to form larger macromolecules (polymers) three to millions of subunits. A. Carbohydrates the most important energy source for cells – short-term energy storage (sugar) – intermediate-term energy storage • starch for plants • glycogen for animals – as structural components in cells • cellulose cell walls of plants • chitin -exoskeleton of insects Monomers & Polymers 1. Monosaccharides - single sugar units glucose 2. Disaccharides - two monosaccharides. Lactose, maltose 3. Polysaccharides - linking many sugar units together Examples: starch, glycogen, cellulose Carbohydrates • General formula [CH2O]n • where n is a number between 3 and 6. • Ex- glucose= C6H12O6 Maltose & Lactose are examples of disaccharides What does it mean to be “lactose intolerant”? Got Milk? - milk’s sugar is lactose • Infant mammals are fed on milk from mom • Enzyme lactase digests the molecule into its two subunits for absorption. • in most species, including humans, the production of lactase gradually ceases with maturity, & they are then unable to metabolize lactose… becoming “Lactose intolerant” A Polysaccharide Lots of monomers linked together B. Proteins • Important as control and structural elements. – Control –enzymes, – hormones. Structural -cell membrane, muscle tissue, etc. • Amino acids are the building block of proteins • All living things (and even viruses) use various combinations of the same 20 amino acids. 1. An Amino Acid an amino end (NH2) a carboxyl end (COOH). R is the variable (R-group) of each amino acid. *Amino acids are linked together by joining the amino end of one molecule to the carboxyl end of another. *Removal of water (condensation reaction) links amino acids with a peptide bond. 2. PEPTIDE BONDS Condensation reaction- (also called dehydration synthesis) To build a peptide chainadd monomers & lose a water! Makes a peptide bond! http://nhscience.lonestar.edu/biol/dehydrat/dehydrat.html • your amino acid pun for the day: The cysteine chapel. http://popperfont.net/tag/biochemistry/ Some examples of proteins • Antibodies: they recognize molecules of invading organisms. • Receptors: part of the cell membrane, they recognize other proteins, or chemicals, and inform the cell... 'The Door Bell'. • Enzymes: assemble or digest. • Neurotransmitters and some hormones: Trigger the receptors... (the finger on the door bell...) • Channels, and pores: holes in the cell membrane (with or without a gate). Usually, filter the flow... 3. Enzymes• Organic molecules that act as catalysts • Enzymes & substrates (the reactants) fit together like a “lock & key” • This fit weaken bonds so that less energy is needed for reaction. Enzymes- really important little guys! • protein molecules, (or RNA molecules) can act as biological catalysts -are essential for the functioning of any cell. • Enzyme reactions depend on a physical fit between the enzyme, at its active site on a specific substrate. • the substrate and enzyme link together, it causes a slight change in the enzyme’s shape, which weakens some chemical bonds in the substrate, that reduce the amount of activation energy needed. http://alevelnotes.com/Enzymes/144 How Enzymes Work Most reactions in a cell require high temperatures to start, which would destroy the cell. Enzymes work by lowering the Activation Energy of a reaction. Examples • Enzymes like DNA polymerase make important molecules (like DNA) in cells. • Enzymes are used for a wide variety of purposes, such as Pepsin & Trypsin in digestion. • Enzymes are also used to destroy invading Microorgansims. Phagocyte cells engulf pathogens and the endocytosed vesicle then fuses with Lysosomes which contain enzymes that destroy the pathogen's cell membrane. tutorvista.com Enzymes Need Optimal Temperatures: -Unwind if too hot, don’t work if too cool. • At high temperatures, enzymes denature (unwind) and lose their catalytic properties. • at low temperatures, the reaction rate decreases. Enzymes also need optimal pH! • The pH at which enzymatic activity is maximal is known as the optimum pH. • Within limits, enzymatic activity increases as substrate concentration increases. http://classes.midlandstech.com/carterp/Courses/bio225/chap05/ss2.htm C. Lipids • Functions: 1. Long-term energy storage. -Generally insoluble in polar substances (water) • phospholipids are the major building block in cell membranes • hormones ("messengers") play roles in communications within and between cells. 1. Structure of Fatty Acids • The carboxyl head is polar- therefore it is HYDROPHILIC – water loving • The hydrocarbon CH2 units are HYDROPHOBICwater fearing (not water soluble). Fatty acids • Can be saturated (meaning they have as many hydrogens bonded to their carbons as possible) • Unsaturated (with one or more double bonds connecting their carbons, hence fewer hydrogens). • A fat is solid at room temperature, while an oil is a liquid under the same conditions. The fatty acids in oils are mostly unsaturated, while those in fats are mostly saturated. 2. Triglycerides • Triglycerides are composed of three fatty acids (usually) covalently bonded to a 3carbon glycerol. Fats and oils function in energy storage. • Animals convert excess sugars into fats. • Most plants store excess sugars as starch, although some seeds and fruits have energy stored as oils (e.g. corn oil, peanut oil, palm oil, canola oil, and sunflower oil). – Fats yield 9.3 Kcal/gm, while carbohydrates yield 3.79 Kcal/gm. Fats store six times as much energy as glycogen. Diets & Fat Intake • Attempts to reduce the amount of fats present in specialized cells known as adipose cells that accumulate in certain areas of the human body. • By restricting the intakes of carbohydrates and fats, the body is forced to draw on its own stores to makeup the energy debt. • The body responds to this by lowering its metabolic rate, often resulting in a drop of "energy level." • Successful diets usually involve three things: decreasing the amounts of carbohydrates and fats; exercise; and behavior modification 3. Phospholipids • One fatty acid is replaced with a phosphate. • The negative charge(s) of the phosphate makes the “head” of the phospholipid hydrophilic. The long, hydrocarbon tail is non-polar and, therefore, hydrophobic. • *The water loving edge of the molecule orients toward water- the inside and outside of the cell. *The water fearing edges of the molecule orient toward each other to make a lipid “bilayer” - the construction of the cell membrane. 4. Cholesterol and steroids: • Structure is a lipid with 4 carbon rings with various functional groups attached • Cholesterol has many biological uses, such as its occurrence in the cell membranes, and its role in forming the sheath of some neurons. Excess cholesterol in the blood has been linked to atherosclerosis, hardening of the arteries. • Steroids are mainly used as hormones in living things •Structure of four steroids. Image from Purves et al., Life: The Science of Biology, 4th Edition, by Sinauer Associates (www.sinauer.com) and WH Freeman (www.whfreeman.com), used with permission. D. Nucleic Acids •Function - informational molecules – heredity/genetic, protein synthesis, and energy •A nucleotide is formed from a 5 carbon sugar, a phosphate and a nitrogen base. •Polymers formed by linking together long chains of nucleotide monomers. 3 Nucleic Acids 1. DNA-deoxyribonucleic acid Double strand of nucleotides Double Helix shape • RNA-ribonucleic acid Single strand nucleotides 1. ATP -Adenosine Triphosphate Structure of DNA double strand of nucleotides Structure of tRNA -single strand of nucleotides RNA differs from DNA in the following ways: • RNA is single stranded while DNA is double stranded. • RNA has a sugar called ribose while DNA has a sugar called deoxyribose. • RNA has the base uracil while DNA has the base thymine. How DNA & RNA work together • DNA(deoxyribonucleic acid) is the genetic material. • It functions by storing information regarding the sequence of amino acids in each of the body’s proteins. • This "list" of amino acid sequences is needed when proteins are synthesized. • Before protein can be synthesized, the instructions in DNA must first be copied to another type of nucleic acid called messenger RNA. • 3 types RNA • Messenger RNA, or mRNA. – carries the code for building a protein from the nucleus to the ribosomes in the cytoplasm. It acts as a messenger. • Transfer RNA or tRNA. – picks up specific amino acids in the cytoplasm & brings them into position on ribosome where they are joined together in specific order to make a specific protein. • Ribosomal RNA or rRNA –place for protein synthesis How a protein is built