9. What
are triglycerides?
Triglycerides are the main constituents of
vegetable oils and animal fats. Triglycerides have lower densities than water
(they float on water), and at normal room temperatures may be solid or liquid.
When solid, they are called "fats" or "butters" and when
liquid they are called "oils". A triglyceride, also called
triacylglycerol (TAG), is a chemical compound formed from one molecule of
glycerol and three fatty acids.
Oleic Acid
Glycerol or Glycerin
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Glycerol is a trihydric alcohol (containing three
-OH hydroxyl groups) that can combine with up to three fatty acids to
form monoglycerides, diglycerides, and triglycerides. Fatty acids may combine
with any of the three hydroxyl groups to create a wide diversity of compounds.
Monoglycerides, diglycerides, and triglycerides are classified as esters
which are compounds created by the reaction between acids and alcohols that
release water (H2O) as a by-product.
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Triglycerides
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The triglyceride structural formula on the left
is typical of olive oil. It consists of two radicals of oleic acid and
one of palmitic acid attached to glycerol (the vertical carbon chain). The
small squares represent the fatty acid components of the glyceride molecules.
The picture on the right shows the three-dimensional molecular structure of
tristearin, a triglyceride with three stearic acid radicals. Oxygen atoms are
shown in red, carbon atoms as dark gray, and hydrogen atoms as blue. Tristearin
is found as a minor component in many natural fats.
Soap is made traditionally by heating an alkali
like sodium hydroxide (NaOH) with animal fat. The chemical reaction
(hydrolysis) produces glycerol and soap, which consists of the sodium salts of
the fatty acids, e.g., sodium stearate (CH3(CH2)16C(O)O- Na+).
A diglyceride, or diacylglycerol (DAG),
has two fatty acid radicals and exists in the 1,2 form and the 1,3 form
depending on how the fatty acids are attached to the glycerol molecule. A monoglyceride,
or monoacylglycerol (MAG), has only one fatty acid radical per molecule of
glycerol. The fatty acid may be attached to carbon 1 or 2 of the glycerol
molecule.
All esters of glycerol and fatty acids are
metabolized in the same way. Monoglycerides, diglycerides, and triglycerides
all have 9 Calories per gram, but some nutrition labels hide the calories of
mono- and diglycerides under the contention that "fat" consists only
of triglycerides.
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Structure of Olestra. R represents fatty
acids.
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Assignment submitted by L.Y., Kong, S. H., Lim, S. C., Soo, C. W. Tan and C.C.,Teh 2011/2012 (IBM)
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