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Oils & fats
 Definition
◦ Lipids are water-insoluble biomolecules that have
high solubility in organic solvents
◦ Lipid compounds includes monoglycerides,
diglycerides, triglycerides, phospholipids, sterols,
fatty acids etc
 Biological roles of lipids
◦ Source of energy
◦ Carrying fat soluble vitamins (A, D, E, K)
◦ Structural components of brain, cell membranes
and other tissues
◦ Source of various bioactive compounds and
antioxidants
 Fatty acids consist of elements C, H and O
arranged as a carbon chain skeleton with a
carboxyl group at one end
 These molecules are amphipathic
 Can be grouped into saturated and
unsaturated FA
 Saturated fatty acids have all the hydrogen
that the carbon atoms can hold, ie no double
bonds
 Unsaturated fatty acids have double bonds in
the hydrocarbon backbone
 Monounsaturated fatty acids have one double
bond
 Polyunsaturated fatty acids have more than
one double bond
 The systematic name of fatty acids are
derived from the name of its parent
hydrocarbon by substitution of oic for the
final e
Examples are:
Butane(4C) – Butanoic acid
Hexadecane (16C) – Hexadecanoic acid
 By convention the carbon of the carboxyl
group is carbon number one
 Greek numeric such as di, tri, tetra, penta,
hexa are used to describe the number of
carbon
 Common names are often used more than the
systematic names
 Carbon number 2 is known as alpha(α)
carbon and the last carbon in the series is
known as omega(ω) carbon
 The double bond is indicated by ∆ followed
by the number of carbon as superscript
◦ Eg ∆2 means a double bond between carbon 2 and
three, ∆9 means a double bond between carbon 9
and 10
 The orientation of hydrogen atoms on the
double bond can be Cis or Trans
 Cis means on the same side and trans means
across or on the other side
Most fatty acids occurring in nature are in cis
form, the trans form results from chemical
hyrogenation of polyunsaturated FA in
vegetable oils
 The double bonds binds carbon atoms tightly
and prevent the rotation of carbon atoms
along the bond axis
 Fatty acids can be represented by showing
the number of carbons and the number of
double bonds eg 18:1, 18:2, 18:3
 14:0, Myristic acid, CH3(CH2)12COOH, often
found attached to the N-term. of plasma
membrane
 16:0, Palmitic acid, CH3(CH2)14COOH, End
product of mammalian fatty acid synthesis
 16:1∆9, Palmitoleic acid,
CH3(CH2)5C=C(CH2)7COOH
 18:0, Stearic acid, CH3(CH2)16COOH
 18:1∆9, Oleic acid,
CH3(CH2)7C=C(CH2)7COOH
 18:2∆9,12 Linoleic acid (EFA)
 18:3∆9,12,15 Linolenic acid (EFA)
 20:4∆5,8,11,14 Arachidonic acid, (EFA)
Precursor for eicosanoid synthesis
 These are unsaturated essential fatty acids
that need to be incorporated into diet
because the human metabolism can not
create them
 Omega 3 are acids with the double bond at
3C away from omega carbon and in omega 6
the double bond is 6C from omega carbon
Linolenic acid is an omega 3 FA
(18:3∆9,12,15)
Arachidonic acid is omega 6 FA
(20:4∆5,8,11,14)
They are essential fatty acids, are supplied by
dietary plant oils
EFA are precursors for eicosapentanoic acid
(EPA) and docosahexanoic acid (DHA)
EPA and DHA are found in fish oils, are used
for synthesis of eicosanoids
 Are main constituents of vegetable oils and
animal fats
 At room temperatures may be solid or liquid,
when liquid are called oils and when solid
they are called fats
 Acylglycerols contain glycerol and FA
 A TAG is formed from one molecule of
glycerol and 3 molecules of FAs
 TAGs are:
◦ Non polar
◦ Hydrophobic
◦ Insoluble in water
◦ This is due to utilization of the polar groups of
glycerol and fatty acids
 Specialized cells in animal cells eg adipocytes
stores large amounts of TAGs as fat droplets
 Also TAGs are stored in many plant seeds and
serves as a source of energy during
germination
 TAGs are good source of energy bcs
◦ Yields more energy than CHO (more than twice)
◦ Are hydrophobic, unhydrated, therefore the body
does not carry extra molecules of water
 Heating TAGs with alkaline solutions eg.
NaOH or KOH yields glycerol and salts of fatty
acids
 This is the reaction which is used for
manufacturing soaps
 Soaps are useful because can solubilize
water-insoluble materials by formation of
miscelles
 Consist of alcohol such as glycerol, one or
two molecules of fatty acids and a phosphoric
acid compound
 They are natural surfactants and emulsifiers
 They are found in all animals and plant cells
 X can be:
◦ Ethanolamine
◦ Choline
◦ Serine
◦ Glycerol
◦ Inositol
◦ Phosphatidyl glycerol
 The most common phospholipids are:
◦ lecithin (phospatidylcholine)
◦ Phosphatidylethanolamine
◦ Phosphatidylinositol and
◦ Phosphatidylserine
Phosphatidylserine
 Lecithin is a significant constituent of brain
and nervous tissue
 Cell walls and other biological membranes
consist of two layers of phospholipids
 Fatty acid tails of the phospholipids are
oriented toward each other and the
phosphate groups form the outer surfaces of
the membrane
04.LIPIDS.ppt
04.LIPIDS.ppt
04.LIPIDS.ppt
04.LIPIDS.ppt

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04.LIPIDS.ppt

  • 2.  Definition ◦ Lipids are water-insoluble biomolecules that have high solubility in organic solvents ◦ Lipid compounds includes monoglycerides, diglycerides, triglycerides, phospholipids, sterols, fatty acids etc
  • 3.  Biological roles of lipids ◦ Source of energy ◦ Carrying fat soluble vitamins (A, D, E, K) ◦ Structural components of brain, cell membranes and other tissues ◦ Source of various bioactive compounds and antioxidants
  • 4.  Fatty acids consist of elements C, H and O arranged as a carbon chain skeleton with a carboxyl group at one end  These molecules are amphipathic  Can be grouped into saturated and unsaturated FA
  • 5.  Saturated fatty acids have all the hydrogen that the carbon atoms can hold, ie no double bonds  Unsaturated fatty acids have double bonds in the hydrocarbon backbone
  • 6.
  • 7.  Monounsaturated fatty acids have one double bond  Polyunsaturated fatty acids have more than one double bond
  • 8.  The systematic name of fatty acids are derived from the name of its parent hydrocarbon by substitution of oic for the final e Examples are: Butane(4C) – Butanoic acid Hexadecane (16C) – Hexadecanoic acid
  • 9.  By convention the carbon of the carboxyl group is carbon number one  Greek numeric such as di, tri, tetra, penta, hexa are used to describe the number of carbon  Common names are often used more than the systematic names
  • 10.  Carbon number 2 is known as alpha(α) carbon and the last carbon in the series is known as omega(ω) carbon  The double bond is indicated by ∆ followed by the number of carbon as superscript ◦ Eg ∆2 means a double bond between carbon 2 and three, ∆9 means a double bond between carbon 9 and 10
  • 11.  The orientation of hydrogen atoms on the double bond can be Cis or Trans  Cis means on the same side and trans means across or on the other side
  • 12. Most fatty acids occurring in nature are in cis form, the trans form results from chemical hyrogenation of polyunsaturated FA in vegetable oils
  • 13.  The double bonds binds carbon atoms tightly and prevent the rotation of carbon atoms along the bond axis  Fatty acids can be represented by showing the number of carbons and the number of double bonds eg 18:1, 18:2, 18:3
  • 14.  14:0, Myristic acid, CH3(CH2)12COOH, often found attached to the N-term. of plasma membrane  16:0, Palmitic acid, CH3(CH2)14COOH, End product of mammalian fatty acid synthesis  16:1∆9, Palmitoleic acid, CH3(CH2)5C=C(CH2)7COOH  18:0, Stearic acid, CH3(CH2)16COOH
  • 15.  18:1∆9, Oleic acid, CH3(CH2)7C=C(CH2)7COOH  18:2∆9,12 Linoleic acid (EFA)  18:3∆9,12,15 Linolenic acid (EFA)  20:4∆5,8,11,14 Arachidonic acid, (EFA) Precursor for eicosanoid synthesis
  • 16.  These are unsaturated essential fatty acids that need to be incorporated into diet because the human metabolism can not create them  Omega 3 are acids with the double bond at 3C away from omega carbon and in omega 6 the double bond is 6C from omega carbon
  • 17. Linolenic acid is an omega 3 FA (18:3∆9,12,15) Arachidonic acid is omega 6 FA (20:4∆5,8,11,14) They are essential fatty acids, are supplied by dietary plant oils EFA are precursors for eicosapentanoic acid (EPA) and docosahexanoic acid (DHA) EPA and DHA are found in fish oils, are used for synthesis of eicosanoids
  • 18.  Are main constituents of vegetable oils and animal fats  At room temperatures may be solid or liquid, when liquid are called oils and when solid they are called fats  Acylglycerols contain glycerol and FA  A TAG is formed from one molecule of glycerol and 3 molecules of FAs
  • 19.
  • 20.  TAGs are: ◦ Non polar ◦ Hydrophobic ◦ Insoluble in water ◦ This is due to utilization of the polar groups of glycerol and fatty acids
  • 21.  Specialized cells in animal cells eg adipocytes stores large amounts of TAGs as fat droplets  Also TAGs are stored in many plant seeds and serves as a source of energy during germination
  • 22.  TAGs are good source of energy bcs ◦ Yields more energy than CHO (more than twice) ◦ Are hydrophobic, unhydrated, therefore the body does not carry extra molecules of water
  • 23.  Heating TAGs with alkaline solutions eg. NaOH or KOH yields glycerol and salts of fatty acids  This is the reaction which is used for manufacturing soaps  Soaps are useful because can solubilize water-insoluble materials by formation of miscelles
  • 24.  Consist of alcohol such as glycerol, one or two molecules of fatty acids and a phosphoric acid compound  They are natural surfactants and emulsifiers  They are found in all animals and plant cells
  • 25.
  • 26.  X can be: ◦ Ethanolamine ◦ Choline ◦ Serine ◦ Glycerol ◦ Inositol ◦ Phosphatidyl glycerol
  • 27.  The most common phospholipids are: ◦ lecithin (phospatidylcholine) ◦ Phosphatidylethanolamine ◦ Phosphatidylinositol and ◦ Phosphatidylserine
  • 29.  Lecithin is a significant constituent of brain and nervous tissue  Cell walls and other biological membranes consist of two layers of phospholipids  Fatty acid tails of the phospholipids are oriented toward each other and the phosphate groups form the outer surfaces of the membrane