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Lecture 8
Triacylglycerol
 Triacylglycerol are esters of glycerol with fatty
acids
 The fats and oils are chemically triacyglycerol
 They are insoluble in water and non-polar in
character and commonly known as neutral fats
Fats as stored fuel
 Triacyglycerols are the most abundant group of
lipids that primarily function as fuel reserves of
animals
 The fat reserve of normal human is sufficient to
meet the body’s caloric requirements for 2-3
months
Fats primarily occurs in adipose
tissues
 Adipocytes are primarily found in the
subcutaneous layer and in the abdominal cavity
 They are specialized for storage of triacylgycerols
 The fat is stored in the form of globules dispersed
in the entire cytoplasm
 They are not the structural components of
biological membranes
Structures of acyglycerols
Simple and mixed triacylglycerols
 Simple: contain the same type of fatty acid
residue at all the three crbons
 e.g. tristearin
 Mixed are more common
 They contain 2 or 3 different types of fatty acid
residues.
 In general, F.A attached to C1 is saturated, that
attached to C2 is unsaturated while on C3 can be
either.
 Triacylgycerol of plants have higher content of
unsaturated fatty acids compared to that of
animals
Properties of tricacylglycerol
1. Hydrolysis
2. Saponification
3. Rancidity
4. Lipid peroxidation in vivo
Hydrolysis
 Triacylglycerols undergo stepwise enzymatic
hydrolysis to finally liberate free F.A and glycerol.
 The process is catalysed by lipases, important for
digestion of fat in the gastrointestinal tract and fat
mobilization from the adipose tissues
Saponification
 The hydrolysis of triacylglcerols by alkali to
produce glycerol and soaps is known as
saponification
Rancidity
 It is a term used to represent the deterioration of
fats and oils resulting in an unpleasant taste.
 Fats containing unsaturated fatty acids are more
susceptible to rancidity
 It occurs when fats and oils are expose to air,
moisture, light, bacteria etc
 Hydrolytic rancidity occurs due to partial
hydrolysis of triacylglycerols by bacteral enzymes
 Oxidative rancidity is due to oxidation of
unsaturated fatty acid
 This reults in the formation of unpleasant
products such as dicarboxylic acids, aldehydes,
ketones etc
 They are unsuitable for human consumption
Antioxidants
 The substances which can prevent the
occurrence of oxidative rancidity are known as
antioxidants
 Trace amounts of antioxidants such as
tocopherols (vitamin E), gallic acid an alpha
naphtol are added to the commercial preparations
to prevent rancidity
 Propyl gallate, butylated hydroxyanisole, and
butylated hydroxy toluene are the antioxidants
used in food preservation
Lipid peroxidation in vivo
 In he living cells lipids undergo oxidation to
produce peroxides and free radical which can
damage the tissue.
 The free radical are believed to cause
inflammatory diseases, ageing, cancer etc
 It is fortunate that cells possess antioxidant like
vitamin E, urate and superoxide dismutase to
prevent in vivo lipid peroxidation
Tests to check purity of fats and oils
Iodine number: It is defined as the grams (number)
of iodine absorbed by 100g of fat or oil
 Iodine number is useful to know the relative
unsaturation of fats and is directly proportional to
the content of unsaturated fattt acids
 Lower is the iodine number less is the degree of
unsaturation
 Determination of iodine number will help to know
the degree of adulteration of a given oil
Saponification number: it is defined as the mg
(number) of KOH required to hydrolyze one gram
of fat or oil
 Saponification number is the measure of the
average molecular size of the fatty acids present
 The value is higher for fats containing short chain
fatty acids
Acid number: It is defined as the number of mg of
KOH required to completely neutralize free fatty
acids present in one gram fat or oil
 In normal circumstances refined oil should be free
from any free fatty acids.
 Oil on decomposition due to chemical or bacterial
contamination yield free fatty acids
 Oil with increased acid number are unsafe for
human consumption

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Triacylglycerol

  • 2.  Triacylglycerol are esters of glycerol with fatty acids
  • 3.  The fats and oils are chemically triacyglycerol  They are insoluble in water and non-polar in character and commonly known as neutral fats
  • 4. Fats as stored fuel  Triacyglycerols are the most abundant group of lipids that primarily function as fuel reserves of animals  The fat reserve of normal human is sufficient to meet the body’s caloric requirements for 2-3 months
  • 5. Fats primarily occurs in adipose tissues  Adipocytes are primarily found in the subcutaneous layer and in the abdominal cavity  They are specialized for storage of triacylgycerols  The fat is stored in the form of globules dispersed in the entire cytoplasm  They are not the structural components of biological membranes
  • 7. Simple and mixed triacylglycerols  Simple: contain the same type of fatty acid residue at all the three crbons  e.g. tristearin
  • 8.  Mixed are more common  They contain 2 or 3 different types of fatty acid residues.  In general, F.A attached to C1 is saturated, that attached to C2 is unsaturated while on C3 can be either.  Triacylgycerol of plants have higher content of unsaturated fatty acids compared to that of animals
  • 9. Properties of tricacylglycerol 1. Hydrolysis 2. Saponification 3. Rancidity 4. Lipid peroxidation in vivo
  • 10. Hydrolysis  Triacylglycerols undergo stepwise enzymatic hydrolysis to finally liberate free F.A and glycerol.  The process is catalysed by lipases, important for digestion of fat in the gastrointestinal tract and fat mobilization from the adipose tissues
  • 11. Saponification  The hydrolysis of triacylglcerols by alkali to produce glycerol and soaps is known as saponification
  • 12. Rancidity  It is a term used to represent the deterioration of fats and oils resulting in an unpleasant taste.  Fats containing unsaturated fatty acids are more susceptible to rancidity  It occurs when fats and oils are expose to air, moisture, light, bacteria etc  Hydrolytic rancidity occurs due to partial hydrolysis of triacylglycerols by bacteral enzymes  Oxidative rancidity is due to oxidation of unsaturated fatty acid
  • 13.  This reults in the formation of unpleasant products such as dicarboxylic acids, aldehydes, ketones etc  They are unsuitable for human consumption
  • 14. Antioxidants  The substances which can prevent the occurrence of oxidative rancidity are known as antioxidants  Trace amounts of antioxidants such as tocopherols (vitamin E), gallic acid an alpha naphtol are added to the commercial preparations to prevent rancidity  Propyl gallate, butylated hydroxyanisole, and butylated hydroxy toluene are the antioxidants used in food preservation
  • 15. Lipid peroxidation in vivo  In he living cells lipids undergo oxidation to produce peroxides and free radical which can damage the tissue.  The free radical are believed to cause inflammatory diseases, ageing, cancer etc  It is fortunate that cells possess antioxidant like vitamin E, urate and superoxide dismutase to prevent in vivo lipid peroxidation
  • 16. Tests to check purity of fats and oils Iodine number: It is defined as the grams (number) of iodine absorbed by 100g of fat or oil  Iodine number is useful to know the relative unsaturation of fats and is directly proportional to the content of unsaturated fattt acids  Lower is the iodine number less is the degree of unsaturation  Determination of iodine number will help to know the degree of adulteration of a given oil
  • 17. Saponification number: it is defined as the mg (number) of KOH required to hydrolyze one gram of fat or oil  Saponification number is the measure of the average molecular size of the fatty acids present  The value is higher for fats containing short chain fatty acids
  • 18. Acid number: It is defined as the number of mg of KOH required to completely neutralize free fatty acids present in one gram fat or oil  In normal circumstances refined oil should be free from any free fatty acids.  Oil on decomposition due to chemical or bacterial contamination yield free fatty acids  Oil with increased acid number are unsafe for human consumption