THE MOLECULES OF LIFE CHAPTER 3 POLYMERS ARE BUILT OF MONOMERS • Organic molecules are formed by living organisms. • Carbon-based core • The core has attached groups of atoms called functional groups. • The functional groups confer specific chemical properties on the organic molecules. FIVE PRINCIPAL FUNCTIONAL GROUPS Group Structural Formula Hydroxyl Ball-andStick Model OH Carbonyl C O O Amino O H Carbohydrates C O Lipids O C C Carboxyl Proteins OH O H H N Proteins H O– O– O H N H Phosphate Found In P O O– O P O O– DNA, ATP MACROMOLECULES • The building materials of the body are known as macromolecules because they can be very large. • There are four types of macromolecules: 1. Proteins 2. Nucleic acids 3. Carbohydrates 4. Lipids MACROMOLECULES • Large macromolecules are actually assembled from many similar small components, called monomers. • The assembled chain of monomers is known as a polymer. DEHYDRATION SYNTHESIS • All polymers are assembled the same way. • A covalent bond is formed by removing a hydroxyl group (OH) from one subunit and a hydrogen (H) from another subunit. DEHYDRATION SYNTHESIS • Because this amounts to the removal of a molecule of water (H2O), this process of linking together two subunits to form a polymer is called dehydration synthesis. H2 O HO H H HO Energy HO H HYDROLYSIS • The process of disassembling polymers into component monomers is essentially the reverse of dehydration synthesis. • A molecule of water is added to break the covalent bond between the monomers. • This process is known as hydrolysis. HO HO H 2O H Energy HHO H PROTEINS • Proteins are complex macromolecules that are polymers of many subunits called amino acids. PROTEINS • The covalent bond linking two amino acids together is called a peptide bond. • The assembled polymer is called a polypeptide. Amino acid H H R N C C H O Amino acid H OH H R N C C H O H2O Polypeptide chain H H R N C C H O H R N C C H O OH OH PROTEINS • Amino acids are small molecules with a simple basic structure, a carbon atom to which three groups are added: • an amino group (—NH2) • a carboxyl group (—COOH) • a functional group (R) • The functional group gives amino acids their chemical identity. • There are 20 different types of amino acids. PROTEINS • Protein structure is complex. • The order of the amino acids that form the polypeptide is important. • The sequence of the amino acids affects how the protein folds together. PROTEINS • The way that a polypeptide folds to form the protein determines the protein’s function. • Some proteins are comprised of more than one polypeptide. PROTEINS Primary structure Amino acids • There are four general levels of protein structure: 1. 2. 3. 4. Primary Secondary Tertiary Quaternary Secondary structure β-pleated sheet α-helix O Tertiary structure Quaternary structure PROTEINS • Primary structure—the sequence of amino acids in the polypeptide chain. • Determines all other levels of protein structure. Primary structure Amino acids PROTEINS • Secondary structure forms because regions of the polypeptide that are nonpolar are forced together; hydrogen bonds can form between different parts of the chain. • The folded structure may resemble coils, helices, or sheets. Secondary structure β-pleated sheet α-helix O PROTEINS • Tertiary structure—the final 3-D shape of the protein. • The final twists and folds that lead to this shape are the result of polarity differences in regions of the polypeptide. Tertiary structure PROTEINS • Quaternary structure—the spatial arrangement of proteins comprised of more than one polypeptide chain. Quaternary structure PROTEINS • The shape of a protein affects its function. Folded protein • Changes to the environment of the protein may cause it to unfold or denature. • Increased temperature or lower pH affects hydrogen bonding, which is involved in the folding process. • A denatured protein is inactive. Denatured protein PROTEINS • Enzymes are globular proteins that have a special 3-D shape that fits precisely with another chemical. • They cause the chemical that they fit with to undergo a reaction. • This process of enhancing a chemical reaction is called catalysis. Active-site cleft NUCLEIC ACIDS Nucleic acids are very long polymers that store information. • • • Comprised of monomers called nucleotides. Each nucleotide has 3 parts: 1. a five-carbon sugar 2. a phosphate group 3. an organic nitrogen-containing base NUCLEIC ACIDS There are five different types of nucleotides. • Information is encoded in the nucleic acid by different sequences of these nucleotides. • Nitrogenous bases Structure of nucleotide Nitrogenous base 7N Phosphate group N 9 P O– O H C 2 N 3 CH2 5 N C C N H N C N C H H C 1 3 2 OH H C OH in RNA H C R Sugar C N N C O Cytosine (b) N C NH2 O H H in DNA N C Guanine NH2 O N C C N H H Adenine 4 (a) 4 O NH2 N1 8 O –O 5 NH2 6 H3C C H C C N O N H H C C O H C H Thymine (DNA only) C N N H C O H Uracil (RNA only) NUCLEIC ACIDS • There are two types of nucleic acids: • Deoxyribonucleic acid (DNA) • Ribonucleic acid (RNA) • RNA is similar to DNA except that • it uses uracil instead of thymine • it is comprised of just one strand • it has a ribose sugar Sugar-phosphate “backbone” G P C Hydrogen bonds between nitrogenous bases P T A P Phosphodiester bond P C G P P A T P OH NUCLEIC ACIDS • The structure of DNA is a double helix because: • There are only two base pairs possible • Adenine (A) pairs with thymine (T) • Cytosine (C) pairs with Guanine (G) • Properly aligned hydrogen bonds hold each base pair together. • A sugar-phosphate backbone comprised of phosphodiester bonds gives support. A and C cannot properly align to form hydrogen bonds. G and T cannot properly align to form hydrogen bonds. A and T can align to form two hydrogen bonds. G and C can align to form three hydrogen bonds. NUCLEIC ACIDS • The structure of DNA helps it to function. • The hydrogen bonds of the base pairs can be broken to unzip the DNA so that information can be copied. • Each strand of DNA is a mirror image so that the DNA contains two copies of the information. • Having two copies means that the information can be accurately copied and passed to the next generation. CARBOHYDRATES • Carbohydrates are monomers that make up the structural framework of cells and play a critical role in energy storage. • A carbohydrate is any molecule that contains the elements C, H, and O in a 1:2:1 ratio. CARBOHYDRATES • The sizes of carbohydrates varies: • Simple carbohydrates—consist of one or two monomers. • Complex carbohydrates—are long polymers. CARBOHYDRATES • Simple carbohydrates are small. • Monosaccharides consist of only one monomer subunit. • An example is the sugar glucose (C6H12O6). • Disaccharides consist of two monosaccharides. • An example is the sugar sucrose, which is formed by joining together glucose and fructose. CARBOHYDRATES • Complex carbohydrates are long polymer chains. • Because they contain many C-H bonds, these carbohydrates are good for storing energy. • These bond types are the ones most often broken by organisms to obtain energy. • The long chains are called polysaccharides. CARBOHYDRATES • Plants and animals store energy in polysaccharide chains formed from glucose. • Plants form starch. • Animals form glycogen. • Some polysaccharides are structural and resistant to digestion by enzymes. • Plants form cellulose cell walls. • Some animals form chitin for exoskeletons. LIPIDS • Lipids—fats and other molecules that are not soluble in water. • Lipids are nonpolar molecules. • There are many different types of lipids. • fats • oils • steroids • rubber • waxes • pigments LIPIDS • Fats are converted from glucose for longterm energy storage. • Fats have two subunits • 1. fatty acids • 2. glycerol • Fatty acids are chains of C and H atoms, known as hydrocarbons. • The chain ends in a carboxyl (—COOH) group. SATURATED AND UNSATURATED FATS H Because there are 3 fatty acids attached to a glycerol, another name for a fat is triglyceride H H H O H H H H H H H H C O C C C C C C C C C H H H H H H H H O H H H H H H H H C C C C C C C C C H H H H H H H H O H H H H H H H H C C C C C C C C C H H H H H H H H C O C O H Glycerol backbone Fatty acids (a) Fat molecule (triacylglycerol) H H H LIPIDS • Fatty acids have different chemical properties due to the number of hydrogens that are attached to the non-carboxyl carbons • If the maximum number of hydrogens are attached, then the fat is said to be saturated. • If there are fewer than the maximum attached, then the fat is said to be unsaturated. SATURATED AND UNSATURATED FATS H H H H C C C C H H (b) Hard fat (saturated): Fatty acids with single bonds between all carbon pairs (c) Oil (unsaturated): Fatty acids that contain double bonds between one or more pairs of carbon atoms PHOSPHOLIPIDS • Biological membranes involve lipids. • Phospholipids make up the two layers of the membrane. • Cholesterol is embedded within the membrane. Outside of cell Carbohydrate chains Cell membrane Membrane proteins Inside of cell Phospholipid Cholesterol