CHEMISTRY OF LIPIDS a. Fatty acids b. Glycerol Lipids - a 3-carbon organic compound with - Heterogeneous group of compounds 3 hydroxyl groups attached on each characterized by their insolubility in carbon water - these 3 –OH groups are the - Can be extracted from tissues using possible sites for esterification nonpolar solvents Fatty acids The MAJOR FUNCTIONS OF LIPIDS: - The simplest form of lipids, may be - to store energy (energy can be saturated or unsaturated expressed in calories) for the cell - form part of the structure of Saturated fatty acids membranes - Have no double bonds - Fats (solids) at room temperature - they comprise the most number of - Lauric acid, Palmitic acid, Stearic acid classes. These are as follows: *see pg 102
1. Simple lipids - fats, oils and waxes Unsaturated fatty acids 2. Complex lipids - phospholipids, - Have double bonds sphingolipids and glycolipids - Oils (liquids) at room temperature 3. Steroids - cholesterol, steroid hormones - Oleic acid, Linoleic acid, Linolenic acid 4. Prostaglandins and leukotriens *see pg 102
The groupings are based on the solubility in Waxes different solvents. However, the fourth - Made up of long fatty acids, however, group does not fit into this separation esterified with monohydric alcohol scheme - Example is bees wax (palmitic acid + myricyl alcohol) Lipids can be classified as C30H61OH 1. Saponifiable – can be broken apart by - Used as ointments, polishes, floor waxes alkaline and creams
2. Non-saponifiable – cannot be Complex lipids broken/hydrolyzed by alkaline (like - Contain other constituents aside from STEROIDS) lipids like glycolipids, which contain a sugar group, phospholipids have phosphate group while sphingolipids have sphingosine rather than glycerol
Prostaglandins 5. Reaction to iodine - Resemble hormones in function but not - The unsaturated fatty acids can be in structure identified by their reaction to iodine. - Have 20-carbon fatty acids - The more iodine that will react to lipid, - Present in all cells and serve as message the more unsaturated are the fatty acids carriers present in it.
Cholesterol In the experiment, - A member of a large group of One will isolate 2 PROMINENT EXAMPLES substances called STEROID OF LIPIDS IN EGG YOLK 1. Cholesterol, a steroid - Important constituent of many - Found in high concentration in the brain membranes and precursor for synthesis and nerve of many substances - Also present in blood - Serves as raw materials in making - It influences membrane fluidity by its variety of steroids bulky structure on animal membranes 2. Lecithin or phosphatidyl choline, a CHEMICAL PROPERTIES OF LIPIDS phospholipid 1. Hydrolysis - Good emulsifying agent = can disperse - Lipids can be hydrolyzed to fatty acids fat in water and glycerol - This happens in the presence of hot The TECHNIQUE OF ISOLATION of the two mineral acids or specific enzymes lipids is by: Extraction using different solvents 2. Rancidity since the two are soluble in different - Hydrolysis and oxidation of the fat or oil solvents. results to rancidity - Characterized by disagreeable odor and Cholesterol soluble in ACETONE taste Lecithin soluble in ETHLY ETHER
3. Hydrogenation - The process of adding hydrogen to REACTIONS WITH DIFFERENT REAGENTS unsaturated fatty acids Some tests can be done to determine if - Process that converts oils to fats cholesterol is recovered from extraction.
4. Acrolein formation 1. Liebermann-Buchard reaction - Once glycerol was hydrolyzed, it can be - Cholesterol produces a BLUE TO VIOLET converted to acrolein. COLOR that changes to EMERALD - This compound s responsible for the GREEN upon the addition of acetic unpleasant odor when fat or oil is anhydride and concentrated sulfuric burned acid to a chloroform solution
2. Salkowski reaction - The sulfuric acid layer becomes YELLOW WITH GREEN FLUORESCENCE while the chloroform layer contains cholesterol, first becomes BLUISH RED and gradually turning to VIOLET-RED