Molecules of Life Most of the molecules of life are carbon based. Carbon based molecules are termed organic compounds and are unique to living systems with the exception of CO2 and carbides. Carbon is necessary for life. Carbon atoms never lose nor gain electrons. They always shares electrons to form covalent bonds. Carbon is able to form 4 covalent bonds with other elements or with itself since it has 4 electrons in its outermost shell. This makes each carbon atom a connecting point from which another molecule can branch in four directions. Since carbon can bind to itself it has the capacity to construct endless numbers of carbon skeletons varying in size and branching patterns. The simplest organic compounds are hydrocarbons. These organic molecules are comprised of a C skeleton bounded by 4 H atoms. The simplest hydrocarbon is CH4 or methane. It is one of the most abundant hydrocarbons; it is found in natural gas made by bacteria and in the digestive tract of cows. Larger hydrocarbons are found in gasoline. Hydrocarbons are important body fuels. They make up fat molecules. They are non-polar due to the nonpolar C-H bond. The chain of carbons in an organic molecule is called a carbon skeleton. The skeleton can be branched or unbranched. It may include double or single bonds and may be straight or arranged in a ring form. Each organic molecule has a unique 3-D shape.Properties of organic molecules depend on both the carbon skeleton and on the atoms attached to that skeleton. Groups of atoms participating in chemical reactions are called functional groups. Five functional groups are especially important in the body. OH- (hydroxyl), NH2 (amino), COOH (carboxyl), OPO3-2 (phosphate) and C=O (carbonyl). Any one compound may have 2 or more of these. These functional groups are found on the four main classes of molecules: carbohydrates, proteins, lipids and nucleic acids. COOH & NH2 are functional groups found on amino acids which form proteins. Hydroxyl groups are found on alcohols. Carboxyl groups can be found on carboxylic acids such as acetic acid. Sugars contain both a carbonyl group and several hydroxyl groups and phosphate groups are found on nucleic acids. Macromolecules The 4 main classes of molecules are carbohydrates, lipids, proteins and nucleic acids. These are macromolecules and are comprised of many identical or similar molecular units called monomers strung together. Cells link monomers in anabolic reactions by dehydration synthesis, a chemical reaction which removes water. Macromolecules are broken down into their constituent monomers by adding water; catabolic reactions involving hydrolysis. Carbohydrates Carbohydrates are made with C, H, and O in a 1:2:1 ratio and may contain nitrogen, phosphate and/or sulfur. Carbohydrates include substances from small sugar molecules to large polysaccharides such as starches. Monomers for carbohydrates are monosaccharides. 2-10 monosaccharides form an oligosaccharide. Hundreds of monosaccharides combine to form a polysaccharide. All carbohydrates are hydrophilic or water loving. Larger molecules are however less soluble in water. Monosaccharides are simple sugars. They consist of a single chain or ring of 3-7 carbons. Since the ratio is 1:2:1 The formula: (CH2O)n should yield any carbohydrate. Monosaccharides are named for the number of carbons they contain. 5 carbon compounds are called pentoses and six are hexoses. Glucose contains 6 carbons and therefore it is a hexose. Its formula is C6H1206 and is the most important metabolic fuel in the body. Glucose is broken downATP + CO2. Fructose is another 6 carbon monosaccharide which can form a straight chain or a ring. Notice that is has the same formula as glucose or C6H1206. Fructose and glucose are isomers-chemical compounds with the same molecular formula but with elements arranged in different configurations. Galactose is also an isomer of glucose & fructose. Separate enzymes and reaction sequences control the breakdown and synthesis of each. Disaccharides are double sugars. A covalent bond is found between the hydroxyl groups of two simple sugars. Physiologically important disaccharides include sucrose, lactose and maltose. Sucrose is found in sugar cane and sugar beets. Glucose + fructosesucrose + H20. Lactose is found exclusively in the milk of mammals. It is a disaccharide of galactose & glucose. Maltose is the major degradation product of starch. It is composed of 2 glucose monomers. Disaccharides are too large to pass through cell membranes. They must be broken down into their constituent parts by hydrolysis. Sucrose + H20 glucose + fructose. Polysaccharides are complex carbohydrates. Dehydration synthesis reactions add more monosaccharides polysaccharides. Most carbohydrates in nature are in this form. Polysaccharides are fairly insoluble and make perfect storage molecules. Only 2 are of major importance to the body: starch and glycogen. Both are polymers of glucose. They differ in the amount of branching. Glycogen is the major form of stored carbohydrate in animal liver and muscle cells. It is highly branched at about every 8-10 residues. Starch is the major form of stored carbohydrate in plants. Its structure is identical to glycogen but has much less branching at every 20-30 residues. Cellulose is another polysaccharide found in plants. It is the most abundant compound on earth but cannot be digested by humans. Lipids Lipids also known as fat contain mostly C & H in a 1:2 ratio. They also contain oxygen but less than carbohydrates. Lipids often have N, S and phosphorous. Lipids are hydrophobic and therefore do not dissolve in water. They are soluble in organic solvents. Lipids include neutral fats, phospholipids and steroids. Physiologically important lipids have 4 major functions: they serve as structural components of biological membranes. Cholesterol, phospholipids and glycolipids also help form and maintain intracellular structures. Lipids are important energy reserves-providing 2X as much energy as carbohydrates. Hormones and vitamins are a type of lipid called steroids. Various steroid hormones regulate tissue metabolism and mineral balance and are responsible for secondary sex characteristics. Finally lipophilic bile acids are lipids important for lipid solubilization. Lipids are composed of fatty acids and glycerol (an alcohol). Fatty acids are long-chain hydrocarbon molecules. These hydrocarbon chains make lipids nonpolar and therefore insoluble in water. Fat synthesis involves attaching 3 fatty acid chains to one glycerol by dehydration synthesis producing triglycerides. Glycerol is always the same; fatty acid composition varies. The length of a neutral fat’s fatty acid chains and its degree of saturation determine how solid a fat is at room temperature. Fatty acids with no carbon to carbon double bonds allow less H to be attached to the carbon skeleton. They are called saturated. Those with double bonds are termed unsaturated. Monounsaturated fats have one unsaturated bond; polyunsaturated fats have multiple unsaturated bonds. Double bonds make for lower melting points. Short chains or the presence of unsaturated fatty acids makes a fat liquid at room temperature. Saturated fatty acids with less than 8 carbons are also liquid at physiological temperature; those containing more than 10 are solid. Longer chains and saturated fatty acids are more common in animal fat and are solid at room temperature. Fatty acids can be acquired in the diet or made by the body. 2 highly unsaturated fatty acids linoleic and linolenic acid cannot be synthesized in body. These fatty acids are termed essential and must be provided by the diet.Hydrolysis breaks triglycerides fatty acid + glycerol. Lipids are the primary energy source in times of need. When supply > than demands for energystored as fat in adipose cells. Triglycerides are important for insulation comprising a layer of fat under the skin which insulates and prevents heat loss to the environment and fat deposits around organs cushions them from injury. Steroids are large lipid molecules with their carbon skeleton bent into 4 rings. The most important steroid is cholesterol. Cholesterol is obtained from animal products in the diet. It can also be made by the body. It is absolutely essential for life. It is a component of cell membranes. It is the raw material for Vitamin D, steroid hormones and bile salt synthesis. Without cholesterol there would be no steroid hormones such as estrogen and testosterone and therefore no reproduction, without corticosteroids we would die. Proteins Proteins are the most abundant organic compounds in the human body and may be the most important. Proteins serve several major functions. They provide support for cells, tissues and organs and create a 3-D framework for the body. Contractile proteins allow for movement via muscle contractions. Transport proteins carry insoluble lipids, respiratory gases & minerals in the blood. Proteins serve as buffers; helping to prevent dangerous pH changes. Enzymes are proteins important in metabolic regulation; needed to speed the rate of chemical reactions. Protein hormones coordinate, control and influence metabolic activities of nearly every cell and finally proteins are important for defense. Skin, hair, & nails protect underlying tissues from the environment, antibodies protect us from disease and clotting proteins protect from us bleeding out. Proteins are composed of C, H, O, N, and small amounts of S and sometimes phosphorous. The monomer for proteins is amino acids. 1-7 amino acids form a peptide; up to 100 form a polypeptide & more than 100 comprise a protein. 20 amino acids are relevant to mammalian proteins. Amino acids (excluding proline) contain a carboxylic acid-COOH and an amino-NH2 or amine group. These functional groups are attached to the same carbon atom. Distinct R-groups, distinguish one amino acid from another. The R group also attaches to the same carbon (except glycine whose R-group is hydrogen). Each amino acid is distinguished by its particular R-group. 2 broad classes of amino acids are based upon whether the R-group is hydrophobic or hydrophilic. Hydrophobic repel aqueous environments and thus reside predominantly in the interior of proteins. Hydrophilic amino acids which interact with aqueous environments and often form H-bonds are found predominantly on the exterior of proteins. Dehydration synthesis combines amino acids creating covalent bonds between the COOH of one amino acid and the amino group of another. This covalent bond is termed a peptide bond. 2 amino acids combined is a dipeptide and three is a tripeptide. Each protein contains a unique sequence of amino acids. This long polypeptide chain interacts with itself and sometimes with one or more polypeptide chains to form a functional protein with a 3-D shape. The shape is essential for a protein to accomplish its job in the body. Shape determines function. Proteins whose job is to fill in a space (active site) on another molecule are globular in shape; whereas those that make up something like muscles or tendons are fibrous or long and thin in shape. There are four levels of protein structure. The primary structure is the unique sequence of amino acids which it contains. This sequence is determined by genes. The secondary structure of a protein refers to the bonds that form between different parts of a polypeptide chain. H bonding within the chain produces either coiling of the protein into a spiral form called an alpha helix or folding the protein into a flat pleated sheet. Which shape develops depends on the sequence of amino acids and where H bonding occurs.Tertiary structure is the overall 3-D shape of a polypeptide. This is the result of the polypeptide chain interacting with surrounding water molecules and to a lesser degree between R groups in different parts of the molecule. Most tertiary structures are either fibrous or globular. Quaternary structure is found in proteins that are comprised of two or more polypeptide chains. This structure is due to the interaction between the individual polypeptide chains that form the protein. Structure determines function. The shape of a protein allows it to carry out its specific duties. The primary and secondary structures form spontaneously once the protein is made. 3o and 4o shapes depend on environmental characteristics such as ionic composition, pH and temperature. A non homeostatic change in any one of these will denature a protein. Denaturation causes a protein to lose shape and with the loss of shape comes the inability to function properly. Nucleic Acids Nucleic acids are one of most important metabolites. They provide directions for building proteins. There are 2 main types: RNA and DNA. DNA or deoxyribonucleic acid contains genetic information that is inherited from our parents. DNA is unique to each of us and is found in the nucleus of every one of our cells. DNA consists of long stretches of nucleotides (the monomer for nucleic acids) in which specific stretches code for amino acid sequences of proteins. This code is translated by RNA or ribonucleic acid. Nucleotides are the largest, organic molecules in the body. They are made of C, H, O, N, and phosphorous. Nucleic acids have 3 parts: a nitrogen containing base, a pentose sugar (ribose for RNA and deoxyribose for DNA) and a phosphate group. There are 5 major nitrogen containing bases. DNA contains adenine, guanine, thymine, cytosine and RNA has uracil instead of thymine. These bases are referred to by their first initial or: A, G, T, C and U. Genetic information is written in a code using these bases. Polymers of nucleotides are linked by dehydration synthesis. In this process the phosphate group of one nucleotide bonds to the sugar of the next monomer. The end result is a repeating sugar-phosphate backbone. DNA takes a double helix form made from two polynucleotide chains wrapped around one another. The nitrogenous bases from the two chains are found in the center of the helix. Nitrogenous bases pair up in a precise way. A with T and C with G. therefore if you know the sequence of one strand you should be able to figure out the sequence of the other. The 2 strands separate to regenerate a complementary or new strand. Individual chains are held together by hydrogen bonds between base pairs. Each sequence of three bases codes for a specific amino acid. Nucleic acids exist in mono-, di-, & tri-phosphorylated forms. An example of a monophosphorylated nucleic acid is adenosine or adenosine-5'-monophosphate which is often abbreviated to AMP. Di- and tri-phosphorylated forms of adenosine are abbreviated ADP and ATP. Di- and tri-phosphates are linked by acid anhydride bonds is a process called phosphorylation in which a PO4 group is attached. These bonds are high energy bonds meaning they have a high potential to transfer phosphates to other molecules. It is this property that results in their involvement in group transfer reactions. ADP + PO4-3 + energy ATP + H2O. ATP is the energy currency of all cells and runs all of our functions. RNA is a single polynucleotide chain made of the same nitrogen containing bases as DNA except it contains uracil instead of thymine so A pairs with U in RNA molecules. RNA contains the pentose sugar ribose while DNA is comprised of 2'deoxy form of ribose. There are 3 types of RNA: Messenger mRNA, transfer tRNA and ribosomal rRNA.