Introduction
What nature tucks into our tummy cells during periods of abundant eating, are large ester molecules with long hydrocarbon chains.
Introduction
These members of the lipid family, and the systems are good storehouses of chemical energy. The outer membranes of every cell of the body are also made of such molecules, plus membrane-bound proteins and cholesterol.
Classification by Function
Storage
An important use of lipids. Animals (including humans) find it more economical to use fats instead. Though we store some carbohydrates (glycogen) for quick energy source, energy stored in the form of fats has greater importance.
Storage
The burning of fats produces more than twice as much energy as burning of an equal weight of carbohydrates.
Membrane Components
The lack of water solubility of lipids is an important property because our body chemistry is so heavily based in water. Serves as insoluble compounds for the membranes that separate compartments containing aqueous solutions.
Messengers
Also serve as chemical messengers Primary messengers
Such as steroid hormones, deliver signals from one part of the body to another part
Secondary messengers
Such as prostaglandins and thromboxanes, mediate the hormonal response
Properties
Substance must be insoluble in water Must be soluble in nonpolar solvents such as ether, chloroform, acetone, benzene, methanol Must be found in biological systems
Classification
Fats and waxes Complex lipids Sphingolipids Steroids Prostaglandins, thromboxanes and leukotrienes
Fatty acids
Long chain aliphatic carboxylic acid Saturated aliphatic fatty acids have higher melting point due to London forces or hydrophobic interactions with each other Double bonds in the unsaturated fatty acids are in the cis conformation Functions are regulatory molecules, energy sources or structural materials
Classification
Triaglycerols
Esters of fatty acids with glycerol
Glycerolphospholipids
Esters of glycerol with fatty acids and phosphate derivatives
Waxes
Esters of a fatty acid with long chain alcohol
Classification
Sphingolipids
Esters of fatty acids with sphingosine
Steroids
Polycyclic aliphatics
Unsaturated
Contain C=C double bonds generally all cis-conformations.
glycerol
Triglycerides
Triglycerides
Also called triacylglycerols Most common lipid materials Complex mixtures Hydrophobic character of triglycerides is caused by the long hydrocarbon chains The ester groups, although polar, are buried in a nonpolar environment, which makes it insoluble in water.
Properties
With some exceptions, generally solids at room temperature (animal fats) and liquid for plants or fish fats. Fat a mixture of triglycerides containing a high proportion of longchain saturated fatty acids
Properties
Liquid fats are often called oils. Oil A mixture of triglycerides containing a high proportion of longchain, unsaturated fatty acids or shortchain, saturated fatty acids Oils can be mono or polyunsaturated fatty acids
Properties
Function as storage of energy Contains glycerides as its major component Glycerides are storage form of fats in cells and functions as insulating substances to keep organism warm when temperature of environment decreases
Properties
Properties
Properties
The degree of unsaturation characterizes the: Firmness Stability Oxidation Antioxidants
Glyceryl Ethers
Rare lipids found mostly in neoplasms or cancer cells Main feature: ether linkage between a fatty acid and a glycerol
Biological Waxes
Are esters of long-chain saturated and unsaturated fatty acids (14 to 36 carbon atoms) and with alcohols (16 to 30 carbon atoms) Serves as energy storage and waterimpermeable coatings
Biological Waxes
In marine organism that constitute planktons, waxes are the chief storage from of metabolic fuel. Certain skin glands of vertebrates secrete waxes to protect the hair and skin Keep them pliable, lubricated and waterproof
Hydrogenation
Problem on formation of trans C=C double bonds Suspected as a problem underlying cardiovascular diseases
Salts of fatty acids are amphophthic have hydropillic and hydrophobic portions on the same molecule (form MICELLES property making soap a good solvent for oils in aqeuous soultions
Membrane Lipids
Phospholipids Sphingolipids Glycolipids
Phospholipids
Glycerophospholipids or phosphoglycerides Glycerol plus two fatty acyl ester bond
third position on glycerol is linked to phosphate which in turn esterified to another small molecule
Structure
Phospholipids
Function is to comprise the membrane of cells and intracellular organelles It forms a bilayer membrane structure
Sphingolipids
Esters of phosphate and small molecules with sphingosine Sphingomyelin (containing choline) is a major constitutent of the membranes of the myelin sheath surrounding the nerve fibers
Glycolipids
Sphingosine
are lipids containing carbohydrate instead of phosphate ester
Cerebrosides or Gangliosides
Important cell surface components of nerve receptors
Steroids
lipids based on the tetracyclic ring structure
Sterols (Steroidal Alcohols) Prostaglandins and Leukotrienes Thromboxanes Pheromones Terpenes Eicosanoids
Cholesterol
Most abundant animal sterol Esterified cholesterol is ester with a long chain fatty acid Primarily found in membranes increasing fluidity of the membrane Source of biosynthesis of other cell material including bile acids and steroid hormones
Steroid hormones
Sex hormones
Testosterone Androsterone Estrone Estradiol Progesterone
Prostaglandins
C-20 carboxylic acids synthesized from arachadonic acid Function as intercellular signals (like hormones but not long range)
Thromboxanes
Causes platelet coagulation Produced by thrombocytes
Pheromones
Terpenes
Includes fat-soluble vitamins Common structural unit: isoprene unit
Eicosanoids
Derivatives of arachidonic acid Responsible for many physiological effects Some used in treatment of hypertension, relief of asthma, induction of abortion and prevention of conception.