Lipids (Fatty Acid and Glycerol)
Lipids
Lipids are organic substances:
Insoluble in water.
Soluble in organic solvents.
Related to fatty acids.
Utilized by living cells.
Include fats, waxes, sterols, fat-soluble vitamins, mono-, di-, or triglycerides, phospholipids, etc.
Unlike carbohydrates, proteins, and nucleic acids, lipids are not polymeric molecules.
Play a great role in cellular structure.
Chief source of energy.
Fatty Acids
Lipid: organic compound such as fat or oil.
Lipids consist of repeating units called fatty acids.
Fatty acids: organic compounds with the general formula , where usually ranges from 2 to 28 and is always an even number.
Fatty acids are chains of carbon and hydrogen atoms with an acid group and a methyl group on the other end.
Fatty Acids and Glycerol
3 Fatty Acids + Glycerol combine to form a lipid.
Two Types of Fatty Acids
Fatty acids are carboxylic acids (or organic acid), usually with long aliphatic tails (long chains), either unsaturated or saturated.
Saturated Fatty Acids
Lack carbon-carbon double bonds.
Have higher melting points compared to unsaturated acids of the corresponding size due to their ability to pack their molecules together, leading to a straight rod-like shape.
Unsaturated Fatty Acids
Indicated when a fatty acid has more than one double bond.
Often, naturally occurring fatty acids possess an even number of carbon atoms and are unbranched.
Contain a cis-double bond(s) which create a structural kink that disables them to group their molecules in a straight rod-like shape.
Structure of Lipids
Saturated lipids are straight.
Unsaturated lipids have kinks due to double bonds.
Lipids (Biological Context)
Biologically, a lipid is a macrobiomolecule that is soluble in nonpolar solvents.
Nonpolar solvents: typically hydrocarbons used to dissolve other naturally occurring hydrocarbon lipid molecules that do not (or do not easily) dissolve in water.
Examples: fatty acids, waxes, sterols, fat-soluble vitamins (vitamins A, D, E, and K), monoglycerides, diglycerides, triglycerides, and phospholipids.
Triglycerides
Triglyceride: an ester derived from glycerol combined with three fatty acid molecules.
Shows the chemical reaction of how glycerol combines with three fatty acids to form a triglyceride (triester of glycerol).
A triglyceride molecule can be formed from any combination of fatty acids.
Lipid Bilayer
Illustrates the structure of a lipid bilayer with polar heads (hydrophilic) and nonpolar tails (hydrophobic).
Important Characteristics of Lipids
Oily or greasy nonpolar molecules, stored in the adipose tissue of the body.
Heterogeneous group of compounds, mainly composed of hydrocarbon chains.
Energy-rich organic molecules, which provide energy for different life processes.
Class of compounds characterized by their solubility in nonpolar solvents and insolubility in water.
Significant in biological systems as they form a mechanical barrier dividing a cell from the external environment, known as the cell membrane.
Biological Functions of Lipids
1. Membranes
Glycerophospholipids are the main structural component of biological plasma membrane as the cellular plasma membrane and the intracellular membranes of organelles, both in animal and plant cells.
2. Energy Storage
Triglycerides, stored in adipose tissue, are a major form of energy storage in both animals and plants.
Major source of energy because carbohydrates are fully reduced structures.
3. Signaling
Lipid signaling is a vital part of the cell signaling.
Lipid signaling may occur via activation of G-protein-coupled or nuclear receptors, and members of several different lipid categories have been identified as signaling molecules and cellular messengers.
Other Functions of Lipids
Supplies energy.
Carries Vitamins A, D, E, and K through the body.
Promotes healthy skin.
Promotes normal cell growth.
Acts like a “cushion” and heat regulator to protect your heart, liver, and other vital organs.
Helps you feel full longer.
Adds flavor to food.
Classification of Lipids
Two main classes:
Nonsaponifiable lipids
Saponifiable lipids
Saponification: process that involves the conversion of fat, oil, or lipid into soap and alcohol by the action of heat in the presence of aqueous alkali .
During saponification, ester reacts with an inorganic base to produce alcohol and soap.
Generally, it occurs when triglycerides are reacted with potassium or sodium hydroxide to produce glycerol and fatty acid salt called ‘soap’.
Nonsaponifiable Lipids
Cannot be disintegrated into smaller molecules through hydrolysis.
Include cholesterol and prostaglandins.
Saponifiable Lipids
Comprises one or more ester groups, enabling it to undergo hydrolysis in the presence of a base, acid, or enzyme.
Include waxes, triglycerides, sphingolipids, and phospholipids.
Further Division of Lipids
Nonpolar and polar lipids.
Nonpolar lipids: namely triglycerides, are utilized as fuel and to store energy.
Polar lipids: that could form a barrier with an external water environment, are utilized in membranes; comprise sphingolipids and glycerophospholipids.
Fatty acids are pivotal components of all these lipids.
Carbon Characteristics
Non-metallic.
Tetravalent.
Has 3 naturally occurring isotopes ( and – stable, – radioactive).
Has several allotropes, best known are graphite, diamond, and amorphous carbon.
Has a high melting point and can easily combine with oxygen at elevated temperatures.
Acts as an excellent hardener for iron and yields various steel alloys.
The radioactive isotope of carbon is , which is used to date ancient objects of organic origin.
Importance of Carbon
Important for all known living systems, and life could not exist without it.
Available in the form of hydrocarbons other than food and wood such as fossil fuel, methane gas, and crude oil.
Physical and Biological Role of Carbon
Carbon dioxide : an essential element present in the air and in the water for sustaining life on earth.
Photosynthesis by green plants takes their energy from the sun in order to break down water into oxygen and hydrogen.
Living organisms that cannot photosynthesize are bound to rely on other living organisms in order to consume their minimum requirements of carbon dioxide molecules.
A balance of carbon and oxygen is necessary for the survival of almost all living organisms on this planet.