 |
NEWSLETTER 13 - 1 : The Nature of Fat (Edited: 9/14/03. Updated: 6/10/07)
Questions
The Fat Molecule
Fatty Acids
The Fate of Fatty Acids
Essential Fatty Acids
Trans-Fatty Acids
The Low Fat Hype
 |
 |
 |
 |
The Description of a Fatty Acid
 |
Figure 2:
The fatty acid Palmitic acid has 16 carbons in a row.
All fatty acids have a carboxyl group at one end of the molecule. Having no double bond between
its carbon atoms, Palmitic acid is a saturated fatty acid.
|
Description
In a fatty acid molecule, the carbon atoms that form the spine of the molecule support each two hydrogen
atoms. Exceptions are the carbons at the ends of the fatty acid molecule. The carbon at one end of the
molecule supports three hydrogen atoms (At the left end in the drawing). The carbon at the other end of the
molecule supports an oxygen atom and an oxygen/ hydrogen group (At the right end in the drawing).
The term "Fatty" comes to the molecule because the hydrogen cover of the carbon spine of the
molecule repels water. The term "acid" comes from the existence at one end of the molecule (the right end in the
drawing) of what is termed in chemistry a "Carboxyl group" which has acidic properties.
The molecule in figure 2 is a molecule of Palmitic acid. Palmitic acid is an example of a fatty acid with 16
carbons. Palmitic acid is also defined as a "16-0" fatty acid. In the abbreviation:
"16-0", the first digits indicate the number of carbon atoms of the molecule (16 in this case),
and the second digit indicates the number of double bonds (none in this case).
The numeric definition of fatty acids is much easier to remember than their common names or their chemical
names. (The chemical name of Palmitic acid is "hexadecaenoic acid")
Palmitic acid has not one double bond and therefore it is termed a "Saturated Fatty
acid"
Please note that the connection between the carbon of the carboxyl group and an oxygen atom is represented
by a an equal sign. This equal sign is the representation of a double bond. The double bond in the
carboxyl group does not account for the "saturation" of the molecule
See a the list of the nine most frequent saturated fatty
acids occurring in human and in animal biology.
Variety in Length
Fatty acids vary in length by increments of two carbon atoms.
 |
Figure 3: Stearic acid is also termed 18:0, indicating it has 18
carbons and no double bond between its carbon atoms.
|
The molecule illustrated in figure 3 is a molecule of Stearic acid. Stearic acid is an
example of a fatty acid with 18 carbons. Stearic Acid is also defined as a "18-0" fatty acid.
Like Palmitic acid, Stearic acid is a saturated fatty acid.
Variety of structure
Fatty acids also vary by the absence or the presence of one or more double bonds between some of their
carbon atoms.
 |
Figure 4: Oleic acid is a fatty acid with 18 carbons and one double
bond between carbon 9 and carbon 10. Oleic acid is also termed 18:1 n-9. In this formula
"n-9" means that if you enter the molecule of oleic acid through its left end
(the opposite from the carboxyl group), you have to progress to the ninth carbon to find a double
bond between two carbon atoms. The bending of the molecule results from the imbalance
between the repulsive forces of the hydrogen atoms on both sides of the molecule.
|
Oleic Acid (Fig 4) is an example of a fatty acid with a double bond. Oleic acid is a
Stearic acid that has lost one hydrogen atom at two adjacent carbons. In Oleic acid, the double bond is
situated in the center of the molecule, between carbon atoms 9 and 10. The physical and the biochemical
properties of Oleic acid differ from the physical and the biochemical properties of Stearic acid.
Oleic acid is a mono-unsaturated fatty acid."Mono" meaning "one "
(double bond).
A double bond is very unstable. Light, heat, and oxidation molecules alter it.
See a list of the four most frequent
mono
unsaturated fatty acids occurring in human and animal biology.
Unsaturated fatty acids with more than one double bond are termed poly-unsaturated fatty
acids. "Poly" means "multiple". (multiple double bonds).
|
 |
|
[ Top ]
|
 |
 |
 |
 |
 |
 |
 |
The Essential Fatty Acids
 |
Figure 6: It is of particular interest to notice that the human
desaturase enzymes operate only between the carboxyl group and carbon 9 of the fatty acids.
|
Like the synthesis and the elongation of fatty acids, the desaturation of fatty acids is also an enzymatic
process. Human desaturase enzymes can only operate on the bonds between the first 9 carbons starting
after the carboxyl group.
For human desaturase enzymes, the other carbons are out of reach. Which is to say that our food is the only
supply of fatty acids with one or more double bonds in the out of range part of the molecule (the left end
of the molecule in fig 4). Therefore, fatty acids with one or more double bonds in the out of range part of
the molecule are termed Essential Fatty Acids (EFAs).
There are two categories of EFAs: The Omega 6 (n-6) and The Omega 3 (n-3) essential fatty
acids.
The meaning of n-6 and of n-3
Meteorologists name their beloved hurricanes. Biochemists do the same with the atoms of their beloved
molecules. They give them names. However, biochemists do not use full names, only letters of the Greek
alphabet.
The first letter from the Greek alphabet alpha, goes to the carboxyl group carbon. Beta, the second letter
goes to the second carbon, and so forth. An exception is the last carbon. The last carbon on the left end
of the molecule received the name omega, the last letter of the Greek alphabet.
The term n-6 means that if one were to enter a fatty acid molecule through the left end of the molecule, the
omega end, one would have to progress to the sixth carbon to find the first double bond. n-3 means the first
double bond is after the third carbon.
The Main n-6 and n-3 EFAs
The prototype of the n-6 EFAs category is Linoleic Acid (LA) (18:2 n-6), , which is a 18
carbon molecule with two double bonds, one in position 6 (n-6 says it), and the second in position 9.
 |
Figure 7:
Linoleic acid (LA) (18:2 n-6) has two double bonds, the
first one after carbon 6. Due to the repulsive action of the positive charges of the remaining
hydrogen carbons the molecules has two bends. Oleic acid has only one.
|
See other members of the n-6 family
The prototype of the n-3 EFAs category is Alpha Linolenic Acid (ALA) (18:3 n-3) also a 18
carbon molecules this time with three double bonds, in position 3, 6, and 9.
 |
Figure 8:
Alpha Linolenic Acid (ALA) (18:3 n-3) bends more than
Linoleic Acid.
|
See other members of the n-3 family
|
 |
|
[ Top ]
|
 |
 |
 |
|
 |