Four Types of Organic Molecules Made by cells Contains carbon Importance of Carbon Although cells are 70-95% water, the rest of composed mainly of carbon compounds. Proteins, carbohydrates, DNA, and other molecules are compounds of carbon bonded to other elements. Carbon often bonds to H, O, N, S, and P in organic compounds. Properties of Carbon Has four valence electrons; can form covalent bonds with four other atoms (tetravalence) Carbon bonded to four atoms forms a tetrahedron-shaped molecule. Carbon can form single, double, or triple bonds with other atoms. Carbon chains form the backbone of most organic molecules. Chains can be straight, branched, or arranged in closed rings. Hydrocarbons contain carbon and hydrogen only, and are hydrophobic. H—C and C—C bonds are nonpolar. Hydrocarbons make up fossil fuels, and parts of cellular organic molecules such as fats and phospholipids. 1. Carbohydrates- used as fuel and building material 2. Lipids-energy storage 3. Proteins-structure, movement, enzymes 4. Nucleic acids-store and transmit hereditary information. They are macromolecules because of their large size. The largest Macromolecules are called polymers Created by linking smaller subunits called monomers. Dehydration Monomers are linked together to form polymers through dehydration reactions, which remove water Monomers are linked together by covalent bonds Short polymer Dehydration reaction Longer polymer Unlinked monomer Hydrolysis Polymers are broken apart by hydrolysis, the addition of water Breaks covalent bonds between monomers Hydrolysis Review Q: Hydrolysis is involved in which of the following? A) Formation of starch B) Hydrogen bond formation between amino acids C) Peptide bonds in proteins D) The hydrophobic interactions in lipids E) The digestion of maltose to glucose Hydrocarbons Compounds made of only carbon and hydrogen. Found in a variety of structures. 1. Length 2. Branching 3. Double bonds 4. Rings Isomer – same molecular formula, different structure. Length. Carbon skeletons vary in length. Branching. Skeletons may be unbranched or branched. Skeletons may have double bonds, which can vary in location. Rings. Skeletons may be arranged in rings. functional group determine the properties of organic compounds Compounds containing functional groups are hydrophilic (water-loving) 6 Functional groups – – – – – – Hydroxyl group —a hydrogen bonded to an oxygen Carbonyl group — a carbon linked by a double bond to an oxygen atom Carboxyl group —a carbon double-bonded to both an oxygen and a hydroxyl group Amino group —a nitrogen bonded to two hydrogen atoms and the carbon skeleton Phosphate group —a phosphorus atom bonded to four oxygen atoms Methyl group – a carbon bonded to three hydrogens. An example of similar compounds that differ only in functional groups is sex hormones. Estradiol Female lion Testosterone Male lion 1. Carbohydrates – all carbs are in a 1:2:1 ratio of C:H:O monosaccharides - simple ring sugars glucose and fructose (and galactose) C6H12O6 * A 6-carbon sugar * The sugar in our blood * A 6-carbon sugar * the sugar that sweetens fruit Diabetes Disease characterized by high levels of blood glucose resulting from defects in insulin production Monitored with blood glucose device. disaccharides - two monosaccharides Glucose + fructose = Sucrose (table sugar) Glucose + galactose = Lactose (milk sugar) Glucose + glucose = Maltose (malt sugar) Remember dehydration reaction! (Makes a glycosidic linkage – O binds 2 monosaccharides) What kind of bond would this linkage be? Glucose Glucose Maltose Lactose intolerant If the enzyme lactase is not present, the body is unable to break down lactose. Allowing it to reach the large intestines. Normally, sugars do not reach the large intestine. This is what causes a stomach ache! What is high-fructose corn syrup? polysaccharides - repeating units of monosaccharides, these are used in energy storage and as structural components. Energy starch (plants produce for a storage molecule.) cellulose (plants produce for cell wall construction.) indigestible because we lack enzymes to break it down. Structural glycogen (storage molecule in muscle and liver cells.) chitin (used by insects and crustaceans to build an exoskeleton.) Starch, Cellulose & Glycogen All the sugars are oriented in the same direction Branched or "forked" Every other sugar molecule is "upside-down Review Q: Polymers of carbohydrates are all synthesized from monomers by A) the joining of disaccharides. B) hydrolysis. C) dehydration synthesis. D) ionic bonding between monomers E) cohesion. 2. Protein - Proteins make up 50% of cellular dry weight. Made of a long chain of amino acids linked by dehydration reaction Amino acids (building blocks) Have an amino group and a carboxyl group Also a chemical group symbolized by R Amino group Carboxyl group – Dehydration reaction links the carboxyl group of one amino acid to the amino group of the next amino acid – The covalent linkage resulting is called a peptide bond Carboxyl group Amino group Dehydration reaction Peptide bond Dipeptide Amino acid Amino acid Peptide bonds Peptide bonds are covalent bonds formed by a condensation reaction that links the carboxyl group of one amino acid to the amino group of another. Has polarity with an amino group one end (Nterminus) and a carboxyl group on the other (C-terminus). Has a backbone of repeating N-C-C-N-C-C Polypeptide chains range in length from a few monomers to more than a thousand, and a unique linear sequence of amino acids. The R group determines if the amino acid is hydrophobic or hydrophilic. Hydrophobic Leucine (Leu) Hydrophilic Serine (Ser) Aspartic acid (Asp) A protein’s specific shape determines its function A polypeptide chain contains hundreds or thousands of amino acids linked by peptide bonds – – The amino acid sequence causes the polypeptide to assume a particular shape The shape of a protein determines its specific function A.A. sequence = shape = function! Proteins function as… Structural proteins (support) keratin for hair and nails collagen for bones, ligaments, tendons, skin Proteins function as… Contractile Found in muscle cells, enables them to move. Proteins function as… Enzymatic proteins promotes chemical conversion, as well as speeds up reactions. Example: Amylase is an enzyme in saliva that breaks starch into glucose monomers. Saliva Saliva Identification - Amylase Proteins function as… Transport across cell membranes Hemoglobin Defense from infection Antibodies Signal hormones Insulin Insulin is a hormone that helps your body use glucose. Proteins function as… Storage Source of food for developing embryos. Albumin (egg whites) experiences heat coagulation (denaturation) Protein in seeds. Receptor Built in cell membrane. Transmits signals to the inside of the cell. Protein structure is key to their ability to function. **A protein can be denatured, heat, salinity, pH can cause it to lose its shape, and its functionality.. A protein can have four levels of structure – Primary structure – Secondary structure – Tertiary structure – Quaternary structure structure The primary structure of a protein is its unique amino acid sequence Protein secondary structure results from coiling or folding of the polypeptide held by hydrogen bonds. – – Coiling = alpha helix structure Folding = pleated sheet structure structure The overall three-dimensional shape of a protein is called its tertiary structure – results from interactions between the R groups of the amino acids Two or more polypeptide chains (subunits) associate providing quaternary structure Four Levels of Protein Structure Primary structure Amino acids Hydrogen bond Secondary structure Alpha helix Tertiary structure Quaternary structure Pleated sheet Polypeptide (single subunit of transthyretin) Transthyretin, with four identical polypeptide subunits Linus Pauling After winning a Nobel Prize in chemistry, Pauling spent considerable time studying biological molecules – – He discovered an oxygen attachment to hemoglobin as well as the cause of sickle-cell disease Pauling also discovered the alpha helix and pleated sheet of proteins Review Q: The linkage between the monomers of proteins are identified as A) Peptide bonds B) Glycosidic linkages C) Ionic bonds D) Covalent bonds E) Ester linkages Review Q: Which two functional groups are always found in amino acids? A) Amine and sulfhydryl B) Carbonyl and carboxyl C) Carboxyl and amine D) Alcohol and aldehyde E) Ketone and amine 3. Nucleic Acids Stores information Two types: DNA (deoxyribonucleic acid) RNA (ribonucleic acid) Nitrogenous base (adenine) Phosphate group Sugar Nucleotides are the building blocks of Nucleic acids. Have 3 parts: * 5 carbon sugar The sugar is either: 1. deoxyribose * phosphate group 2. ribose * nitrogenous group Dehydration synthesis Polynucleotides are formed from its monomers bonding together through dehydration synthesis. The phosphate group of one nucleotide bonds to the sugar of the next. The result is a repeating sugar phosphate backbone. 4 base pairs DNA nitrogenous bases are adenine (A) thymine (T) cytosine (C) guanine (G) RNA also has A, C, and G, but instead of T, it has uracil (U) DNA molecules have thousands or even millions of base pairs. Double helix Two DNA strands wrap around each other to form a double helix – – – The two strands are connected by a hydrogen bond between the base pairs. A pairs with T C pairs with G RNA is usually a single strand Genes (consist of DNA) codes for the sequence in which the amino acids are arranged (primary structure of proteins). Genes do not use DNA to code directly. Genes use an intermediary (RNA). The DNA is transcribed into RNA, which is then translated into the amino acid sequence. Flow of information: DNA RNA Proteins Review Q: Which list of components characterizes RNA? A) A phosphate group, deoxyribose, and uracil B) A phosphate group, ribose, and uracil C) A phosphate group, ribose and thymine D) A phosphate group, deoxyribose, and adenine 4. Lipids Hydrophobic – Will not mix with water • Important to energy storage! • Often called triglycerides Fats are lipids made from 1 glycerol and 3 fatty acids linked by a dehydration reaction. Glycerol Fatty acid Kink Saturated Saturated – health risks Atherosclerosis Heart Disease Types of Lipids: Phospholipids - form cell membranes Hydrophilic head Hydrophobic tails The polar heads are towards the water, the nonpolar tails are on the inside of the cell. Phospholipids Where fats have a third fatty acid linked to glycerol, phospholipids have a negatively charged phosphate group. This makes the “head” of the phospholipid hydrophilic; the hydrocarbon “tails” are hydrophobic. Phospholipids are the major components of cell membranes. In a cell membrane, the hydrophobic tails are orientated inward, while the hydrophilic head face outward. Steroids cell messengers examples: testosterone, estrogen (estradiol) Waxes protection & waterproofing An example of similar compounds that differ only in functional groups is sex hormones. Estradiol Female lion Testosterone Male lion Anabolic steroids pose health risks Anabolic steroids are synthetic variants of testosterone that can cause a buildup of muscle and bone mass. Cause liver damage, cancer & other serious side effects… Function of lipids Energy storage- fats store twice as many calories/gram as carbs. Protection of vital organs and insulation in humans and other mammals. Phospholipids make up cell membranes. Steroids are often in cell membranes (cholesterol) and make up some hormones (estrogen and testosterone) Review Q: Which macromolecule is the main component of cell membranes? A) Glucose B) Steroids C) Carbohydrates D) Phospholipids E) DNA Review Q: Which of the following macromolecules below could be structural parts of the cell, enzymes, or involved in cell movement or communication? A) Nucleic acids B) Proteins C) Lipids D) Carbohydrates E) Minerals You should now be able to 1. 2. 3. 4. 5. 6. 7. Discuss the importance of carbon to life’s molecular diversity Describe the chemical groups that are important to life Explain how a cell can make a variety of large molecules from a small set of molecules Define monosaccharides, disaccharides, and polysaccharides and explain their functions Define lipids, phospholipids, and steroids and explain their functions Describe the chemical structure of proteins and their importance to cells Describe the chemical structure of nucleic acids and how they relate to inheritance