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 CH3(CH2)nCOOHCH3(CH2)nCOOH, where nn 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 (COOH)(COOH) and a methyl group (CH3)(CH3) 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 (NaOH)(NaOH).

  • 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 (12C12C and 13C13C – stable, 14C14C – 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 C14C-14, 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 (CO2)(CO2): 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.