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Organic Compounds
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Organic Compounds The big four are carbohydrates
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Organic Compounds The big four are Carbohydrates lipids
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Organic Compounds The big four are Carbohydrates Lipids proteins
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Organic Compounds The big four are Carbohydrates Lipids Proteins
Nucleic acids
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Organic Compounds Each has a specific role within a cell
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Organic Compounds Each has a specific role within a cell
They all have in common two reactions which are used to form them or break them down. These are the dehydration synthesis reaction and hydrolysis reactions.
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+ (a) Dehydration synthesis
Monomers are joined by removal of OH from one monomer and removal of H from the other at the site of bond formation. + Monomer 1 Monomer 2 Monomers linked by covalent bond
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(b) Hydrolysis Monomers are released by the addition of a water molecule, adding OH to one monomer and H to the other. Monomer 1 + Monomer 2 Monomers linked by covalent bond
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Organic Compounds Carbohydrates include sugars and starches and are classified into 3 groups depending on the number of sugars.
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Organic Compounds Carbohydrates include sugars and starches and are classified into 3 groups depending on the number of sugars. These are monosaccharides, diassacharides and polysaccharides
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Organic Compounds Monosaccharides
Most common example is glucose but there are many structural isomers, for example, Fructose and Galactose
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Organic Compounds Monosaccharides
Most common example is glucose but there are many structural isomers, for example, Fructose and Galactose These all share a formula of C6H12O6
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Organic Compounds Monosaccharides are used as building blocks for more complex carbohydrates and for cell respiration and formation of ATP.
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Organic Compounds
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Organic Compounds Disaccharides are double sugars and are formed from two monosaccharides.
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Organic Compounds Disaccharides are double sugars and are formed from two monosaccharides. Common disaccharides are: sucrose
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Organic Compounds Disaccharides are double sugars and are formed from two monosaccharides. Common disaccharides are: sucrose lactose
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Organic Compounds Disaccharides are double sugars and are formed from two monosaccharides. Common disaccharides are: sucrose lactose & maltose
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(b) Disaccharides Consist of two linked monosaccharides Example Sucrose, maltose, and lactose (these disaccharides are isomers) Glucose Fructose Glucose Glucose Galactose Glucose Sucrose Maltose Lactose
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Organic Compounds Disaccharides are too large to pass through cell membranes and are broken sown by hydrolysis reactions to monosaccharides.
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Organic Compounds Polysaccharides are polymers of simple sugars.
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Organic Compounds Polysaccharides are polymers of simple sugars.
They are large insoluble molecules and are used for storage of excess carbohydrates or as part of a complex cell membrane molecule.
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(c) Polysaccharides Long branching chains (polymers) of linked monosaccharides Example This polysaccharide is a simplified representation of glycogen, a polysaccharide formed from glucose units. Glycogen
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Organic Compounds Glycogen is a common storage carbohydrate found in the liver and muscle tissue. Glycoproteins are combinations of proteins and sugars. They make up a portion of the surface of the cell membrane and often serve as receptors.
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Organic Compounds
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Organic Compounds Lipids are nonpolar molecules and are insoluble in water. There are several classes of lipids: Triglycerides
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Organic Compounds Lipids are nonpolar molecules and are insoluble in water. There are several classes of lipids: Triglycerides Phospholipids
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Organic Compounds Lipids are nonpolar molecules and are insoluble in water. There are several classes of lipids: Triglycerides Phospholipids steroids
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Organic Compounds Triglycerides are neutral fats and are composed of fatty acids and glycerol.
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Organic Compounds Triglycerides are found primarily beneath the skin and serve as insulation and long term energy storage.
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Triglyceride, or neutral fat 3 water molecules
(a) Triglyceride formation Three fatty acid chains are bound to glycerol by dehydration synthesis + Glycerol 3 fatty acid chains Triglyceride, or neutral fat 3 water molecules
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(b) “Typical” structure of a phospholipid molecule
Two fatty acid chains and a phosphorus-containing group are attached to the glycerol backbone. Example Phosphatidylcholine Polar “head” Nonpolar “tail” (schematic phospholipid) Phosphorus- containing group (polar “head”) Glycerol backbone 2 fatty acid chains (nonpolar “tail”)
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Organic Compounds Phospholipids are modified triglycerides and make up an important part of the cell membrane.
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Organic Compounds The fatty acids that make up a triglyceride or phospholipid can be classified as saturated or unsaturated.
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Organic Compounds The fatty acids that make up a triglyceride or phospholipid can be classified as saturated or unsaturated. Fatty acids also vary in length and are usually 14 to 20 carbons in length.
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Organic Compounds Saturated fatty acids have only single covalent bonds and can pack closely together..
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Organic Compounds Unsaturated fatty acids have one or more double covalent bonds and do not pack closely together.
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Organic Compounds Trans fatty acids are unsaturated fatty acids that have had some of the double bonds converted to single covalent bonds. Problem, we don't have enzymes to break them down.
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Organic Compounds Steroids are structurally not related to the other lipids but are classified as such because they are nonpolar. Most common is cholesterol.
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Four interlocking hydrocarbon rings form a steroid.
Example Cholesterol (cholesterol is the basis for all steroids formed in the body)
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Organic Compounds Proteins make up 10 to 30 % of the body’s mass. They play many roles in the cell including: Structural
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Organic Compounds Proteins make up 10 to 30 % of the body’s mass. They play many roles in the cell including: Structural Enzymes
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Organic Compounds Proteins make up 10 to 30 % of the body’s mass. They play many roles in the cell including: Structural Enzymes Hormones
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Organic Compounds Proteins are made up of 20 amino acids. Each amino acid has unique properties and when linked together with other amino acids, forms a unique protein.
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Amine group Acid group (a) Generalized structure of all amino acids. (b) Glycine is the simplest amino acid. (c) Aspartic acid (an acidic amino acid) has an acid group (—COOH) in the R group. (d) Lysine (a basic amino acid) has an amine group (–NH2) in the R group. (e) Cysteine (a basic amino acid) has a sulfhydryl (–SH) group in the R group, which suggests that this amino acid is likely to participate in intramolecular bonding.
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Organic Compounds Proteins are joined or broken down by hydrolysis or dehydration synthesis reactions
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+ Dehydration synthesis: The acid group of one amino acid is bonded to
the amine group of the next, with loss of a water molecule. Peptide bond + Amino acid Amino acid Dipeptide Hydrolysis: Peptide bonds linking amino acids together are broken when water is added to the bond.
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Organic Compounds Proteins can be described in terms of four structural levels. Primary Structure is the amino acid sequence
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Levels of protein structure.
Amino acid Amino acid Amino acid Amino acid Amino acid Primary structure: The sequence of amino acids forms the polypeptide chain.
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Organic Compounds Proteins can be described in terms of four structural levels. 2. Secondary Structure is brought about by hydrogen bonds between neighboring amino and carboxylic acid groups.
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Organic Compounds Proteins can be described in terms of four structural levels. 2. Secondary Structure is brought about by hydrogen bonds between neighboring amino and carboxylic acid groups. Two forms can exist, the alpha Helix and the Beta sheet.
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Levels of protein structure.
a-Helix: The primary chain is coiled to form a spiral structure, which is stabilized by hydrogen bonds. b-Sheet: The primary chain “zig-zags” back and forth forming a “pleated” sheet. Adjacent strands are held together by hydrogen bonds. (b) Secondary structure: The primary chain forms spirals (a-helices) and sheets (b-sheets).
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Organic Compounds Proteins can be described in terms of four structural levels. 3. Tertiary Structure is superimposed on the secondary structure. This represents the shape of the entire protein. It is usually described as globular or fibrous.
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Tertiary structure of prealbumin
(transthyretin), a protein that transports the thyroid hormone thyroxine in serum and cerebro- spinal fluid. ( Superimposed on secondary structure. a-Helices and/or b-sheets are folded up to form a compact globular molecule held together by intermolecular bonds.
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Organic Compounds . 3. Tertiary Structure is stabilized by covalent bonds of adjacent cysteine amino acids.
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Tertiary Structure
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Importance?
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Organic Compounds Proteins can be described in terms of four structural levels. 4. Quaternary Structure involves the interaction of two or more protein chains. Hemoglobin is an example of this.
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Hemoglobin
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Organic Compounds What maintains the shape of the protein? Temperature
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Organic Compounds What maintains the shape of the protein? Temperature
pH
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Organic Compounds What maintains the shape of the protein? Temperature
pH salt concentrations
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Organic Compounds What maintains the shape of the protein? Temperature
pH salt concentrations Changes in any of these results in the protein being denatured.
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Organic Compounds Remember enzymes?
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Organic Compounds Remember enzymes? They are: substrate specific
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Organic Compounds Remember enzymes? They are: substrate specific
act as a catalyst by reducing the activation energy action is do to a “lock and key” mechanism
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. WITHOUT ENZYME WITH ENZYME Activation energy required
Less activation energy required Reactants Reactants Product Product
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Product (P) e.g., dipeptide Substrates (S) e.g., amino acids Energy is
absorbed; bond is formed. Water is released. Peptide bond + Active site Enzyme-substrate complex (E-S) Enzyme (E) Enzyme (E) Substrates bind at active site. Enzyme changes shape to hold substrates in proper position. 1 Internal rearrangements leading to catalysis occur. 2 Product is released. Enzyme returns to original shape and is available to catalyze another reaction. 3
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Organic Compounds Remember DNA? Contains a deoxyribose sugar
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Organic Compounds Remember DNA? Contains a deoxyribose sugar
Phosphate group
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Organic Compounds Remember DNA? Contains a deoxyribose sugar
Phosphate group Four bases
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Organic Compounds Remember DNA? Contains a deoxyribose sugar
Phosphate group Four bases Adenine Guanine Cytosine Tyrosine
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. Sugar: Deoxyribose Base: Adenine (A) Phosphate Thymine (T) Sugar
Adenine nucleotide Thymine nucleotide Hydrogen bond (a) Deoxyribose sugar Sugar-phosphate backbone Phosphate Adenine (A) Thymine (T) Cytosine (C) Guanine (G) (b) (c) Computer-generated image of a DNA molecule
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Organic Compounds Remember RNA? Contains a ribose sugar
Phosphate group Four bases Adenine Guanine Cytosine Uracil
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Table 2.4 Comparison of DNA and RNA
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How Does ATP Work? Coupled reactions where stable molecules become phosphorylated and activated
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. High-energy phosphate bonds can be hydrolyzed to release energy.
Adenine Phosphate groups Ribose Adenosine Adenosine monophosphate (AMP) Adenosine diphosphate (ADP) Adenosine triphosphate (ATP)
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Review 1. What are the 3 classes of carbohydrates?
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Review 1. What are the 3 classes of carbohydrates? 2. What reaction is used to join simple sugars together?
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Review 1. What are the 3 classes of carbohydrates? 2. What reaction is used to join simple sugars together? 3. How do triglycerides and phospholipids differ?
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