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Phospholipids
According to Bloor`s classification LIPIDS classified into
COMPOUND LIPIDS :
• These are esters of fatty acid with alcohol with additional non lipid
portion.
ALCOHOL FATTY ACID NON-LIPID PORTION
PHOSPHOLIPIDS
1) GLYCEROPHOSPHOLPIDS
2) SPHINGOPHOSPHOLIPIDS
GLYCOLIPIDS
1)CEREBROSIDES
2) SULPHATIDES
3) GLOBOSIDES
4) GANGLIOSIDES
PHOSPHOLIPIDS
ALCOHOL
+
FATTY ACID
+
PHOSPHORIC ACID
+
NITROGENOUS BASE
STRUCTURE OF PHOSPHOLIPID
Choline,
Serine
Ethanolamine TAIL
Inositol
POLAR HYDROPHILIC REGION
HEAD
FATTY ACID
FATTY ACID
G
L
Y
C
E
R
O
L
PHOSPHATE
NITROGENOUS BASE
CLASSIFICATION
Glycerophospholipid
OR phosphoglyceride
sphingophospholipid
FATTY ACID ALCOHOL PHOSPHORIC ACID N B
GLYCEROL SPHINGOSINE
GLYCEROL
WITH NITROGENOUS BASE WITHOUT NITROGENOUS BASE
1) LECITHIN
(Phosphatidylcholine)
2) CEPHALINS
(Phosphatidylethanolamines)
3) PHOSPHATIDYLSERINE
4) PLASMALOGEN
1) CARDIOLIPINS
(Diphosphatidylglycerol)
2) PHOSPHATIDYLINOSITOL
1) PHOSPHATIDIC ACID
( diacylglycerol 3-phosphate)
Simplest glycerophospholipid.
Forms the key element in the synthesis of other glycerophospholipids
FATTY ACID
FATTY ACID
G
L
Y
C
E
R
O
L
PHOSPHATE
2) PHOSPHATIDYLCHOLINE( LECITHIN)
• phospholipid of cell membrane ( 50%)
• Formation of lipoprotein
• Esterification of cholesterol
• Serve as important neurotransmitter
acetylcholine
G
L
Y
C
E
R
O
L
Fatty acid
Fatty acid
Phosphate
choline
3) DIPALMITOYL LECITHIN
Major constituent of lung surfactant
Secreted by pulmonary type II epithelial cells
Surfactant reduces surface tension in the alveoli prevents adhesion of inner
surfaces of the lungs.
Absence of surfactant results in respiratory distress syndrome (RDS)in
premature infants
G
L
Y
C
E
R
O
L
PALMITOYL FA
PALMITOYL FA
PHOSPHATE
CHOLINE
4) PHOSPHATIDYLETHANOLAMINE
( CEPHALIN)
• THROMBOPLASTIN ( coagulation
factor III) required for clotting
process is composed mainly
cephalins
G
L
Y
C
E
R
O
L
PHOSPHATE
ETHANOLAMINE
FATTY ACID
FATTY ACID
5) PHOSPHATIDYLSERINE
• 10% OF phospholipid in
mammals
• Component of biological
membrane
• Key role In cell cycle signaling in
apoptosis ( programmed cell
death )
G
L
Y
C
E
R
O
L
Fatty acid
phosphate
serine
Fatty acid
6) PLASMALOGEN
3 major classes
Phosphatidylcholine
Phosphatidalethanolamines
Phosphatidalserines
 Found in myelin,cardiac muscle
 Platelet activating factor( PAF) is a
plamalogen
 Protective effect against reactive
oxygen species
G
L
Y
C
E
R
O
L
Fatty acid
Fatty acid
phosphate
ethanolamine
7) PHOSPHATIDYLINOSITOL
• Acts as a second messenger for
the action of hormones.
Oxytocin and vasopressin
G
L
Y
C
E
R
O
L
Fatty acid
Fatty acid
phosphate
Myo inositol
8) DIPHOSPHATIDYLGLYCEROL ( cardiolipin)
• Major lipid of mitochondrial membrane
• Necessary for ETC
• Only antigenic phospholipid
G
L
Y
C
E
R
O
L
Fatty acid
Fatty acid
phosphate
glycerol
phosphate
G
L
Y
C
E
R
O
L
Fatty
acid
Fatty
acid
SPHINGOPHOSPHOLIPIDS
Only phospholipid in membrane not derived from glycerol
SPHINGOSINE
Palmitic acid + serine
sphingomyelin
sphingomyelin
ceramide+ phosphate+nitrogenous base
Basic structural unit of all spingolipids
• One of principal structural lipid of
membrane of nerve tissue ( myelin
sheath )
• Act as electrical insulators around
nerve fibres
• Key role in cell signalling, apoptosis
Palmitic acid + serine
S
P
H
I
N
G
O
S
I
N
E
Fatty acid
CERAMIDE
S
P
H
I
N
G
O
S
I
N
E
Fatty acid
phosphate
choline
Functions of phospholipids :
• Major lipid constitute of cellular membranes
• Regulate permeability of membrane
• Good emulsifying agents and help in intestinal absorption of lipids
• Constituent of lipoproteins
• Lecithin represent a storage form of lipotropic factor ,choline and
methyl group
• Lecithin acts as a lung surfactant which prevents alveolar collapse
• Thromboplastin is composed of mainly of cephalins
• Phosphatidylinositol is a second messenger
• Plasmalognes involved in platelet aggregation
• Sphingomyelin act as electrical insulators around nerve fibres
• Cardiolipin is necessary for ETC
PHYSICAL PROPERTIES :
When purified it is a waxy, white
substance, becomes brown when
exposed to air (autooxidation)
CHEMICAL PROPERTIES :
• When aqueous solution of
lecithins are shaken with H2SO4,
choline is split off, forming
phosphatidic acid.
• When lecithins are boiled with
alkalies or mineral acids, not
only choline is split off,
phosphatidic acid is further
hydrolysed to glycerophosphoric
acid and two molecules of fatty
acids
Micelles
 phospholipid is amphipathic in
nature.
 It has a hydrophilic or polar head
(phosphate group attached to
choline, ethanolamine, inositol,
etc.) and a long hydrophobic tail
containing two fatty acid chains.
In aqueous systems the polar
phospholipid spontaneously
disperse to form micelles, in which
the hydrocarbon tails of the
phospholipid are hidden from the
aqueous environment and
electrically charged hydrophilic
heads are exposed on the surface
facing the aqueous medium
Lipid Bilayer
 Phospholipids also readily and
spontaneously form a very thin
bilayer separating two aqueous
compartments.
 In these structures, the
hydrocarbon tails of the
phospholipid molecules extend
inward from the two surfaces to
form a continuous inner
hydrocarbon core and the
hydrophilic heads face outwards
extending into the aqueous
phase
Liposomes
Liposome (Artificially Formed Phospholipid
Vesicles)
 Liposomes are artificially formed aqueous
vesicles enclosed by a lipid bilayer.
 In the laboratory, liposomes (lipid bilayer) are
formed by suspending phospholipid in an
aqueous medium and then sonicating, i.e.
agitating by high frequency sound waves to
give a dispersed closed vesicles. Vesicles
formed by these methods are nearly spherical
in shape and have a diameter of about 5 nm.
 Liposomes can be used to study membrane
permeability or to deliver drugs to cells
THANK YOU

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Phospholipids.pptx

  • 2. According to Bloor`s classification LIPIDS classified into
  • 3. COMPOUND LIPIDS : • These are esters of fatty acid with alcohol with additional non lipid portion. ALCOHOL FATTY ACID NON-LIPID PORTION PHOSPHOLIPIDS 1) GLYCEROPHOSPHOLPIDS 2) SPHINGOPHOSPHOLIPIDS GLYCOLIPIDS 1)CEREBROSIDES 2) SULPHATIDES 3) GLOBOSIDES 4) GANGLIOSIDES
  • 5. STRUCTURE OF PHOSPHOLIPID Choline, Serine Ethanolamine TAIL Inositol POLAR HYDROPHILIC REGION HEAD FATTY ACID FATTY ACID G L Y C E R O L PHOSPHATE NITROGENOUS BASE
  • 7. GLYCEROL WITH NITROGENOUS BASE WITHOUT NITROGENOUS BASE 1) LECITHIN (Phosphatidylcholine) 2) CEPHALINS (Phosphatidylethanolamines) 3) PHOSPHATIDYLSERINE 4) PLASMALOGEN 1) CARDIOLIPINS (Diphosphatidylglycerol) 2) PHOSPHATIDYLINOSITOL
  • 8. 1) PHOSPHATIDIC ACID ( diacylglycerol 3-phosphate) Simplest glycerophospholipid. Forms the key element in the synthesis of other glycerophospholipids FATTY ACID FATTY ACID G L Y C E R O L PHOSPHATE
  • 9. 2) PHOSPHATIDYLCHOLINE( LECITHIN) • phospholipid of cell membrane ( 50%) • Formation of lipoprotein • Esterification of cholesterol • Serve as important neurotransmitter acetylcholine G L Y C E R O L Fatty acid Fatty acid Phosphate choline
  • 10. 3) DIPALMITOYL LECITHIN Major constituent of lung surfactant Secreted by pulmonary type II epithelial cells Surfactant reduces surface tension in the alveoli prevents adhesion of inner surfaces of the lungs. Absence of surfactant results in respiratory distress syndrome (RDS)in premature infants G L Y C E R O L PALMITOYL FA PALMITOYL FA PHOSPHATE CHOLINE
  • 11. 4) PHOSPHATIDYLETHANOLAMINE ( CEPHALIN) • THROMBOPLASTIN ( coagulation factor III) required for clotting process is composed mainly cephalins G L Y C E R O L PHOSPHATE ETHANOLAMINE FATTY ACID FATTY ACID
  • 12. 5) PHOSPHATIDYLSERINE • 10% OF phospholipid in mammals • Component of biological membrane • Key role In cell cycle signaling in apoptosis ( programmed cell death ) G L Y C E R O L Fatty acid phosphate serine Fatty acid
  • 13. 6) PLASMALOGEN 3 major classes Phosphatidylcholine Phosphatidalethanolamines Phosphatidalserines  Found in myelin,cardiac muscle  Platelet activating factor( PAF) is a plamalogen  Protective effect against reactive oxygen species G L Y C E R O L Fatty acid Fatty acid phosphate ethanolamine
  • 14. 7) PHOSPHATIDYLINOSITOL • Acts as a second messenger for the action of hormones. Oxytocin and vasopressin G L Y C E R O L Fatty acid Fatty acid phosphate Myo inositol
  • 15. 8) DIPHOSPHATIDYLGLYCEROL ( cardiolipin) • Major lipid of mitochondrial membrane • Necessary for ETC • Only antigenic phospholipid G L Y C E R O L Fatty acid Fatty acid phosphate glycerol phosphate G L Y C E R O L Fatty acid Fatty acid
  • 16. SPHINGOPHOSPHOLIPIDS Only phospholipid in membrane not derived from glycerol SPHINGOSINE Palmitic acid + serine sphingomyelin
  • 17. sphingomyelin ceramide+ phosphate+nitrogenous base Basic structural unit of all spingolipids • One of principal structural lipid of membrane of nerve tissue ( myelin sheath ) • Act as electrical insulators around nerve fibres • Key role in cell signalling, apoptosis Palmitic acid + serine S P H I N G O S I N E Fatty acid CERAMIDE S P H I N G O S I N E Fatty acid phosphate choline
  • 18. Functions of phospholipids : • Major lipid constitute of cellular membranes • Regulate permeability of membrane • Good emulsifying agents and help in intestinal absorption of lipids • Constituent of lipoproteins • Lecithin represent a storage form of lipotropic factor ,choline and methyl group • Lecithin acts as a lung surfactant which prevents alveolar collapse
  • 19. • Thromboplastin is composed of mainly of cephalins • Phosphatidylinositol is a second messenger • Plasmalognes involved in platelet aggregation • Sphingomyelin act as electrical insulators around nerve fibres • Cardiolipin is necessary for ETC
  • 20. PHYSICAL PROPERTIES : When purified it is a waxy, white substance, becomes brown when exposed to air (autooxidation) CHEMICAL PROPERTIES : • When aqueous solution of lecithins are shaken with H2SO4, choline is split off, forming phosphatidic acid. • When lecithins are boiled with alkalies or mineral acids, not only choline is split off, phosphatidic acid is further hydrolysed to glycerophosphoric acid and two molecules of fatty acids
  • 21. Micelles  phospholipid is amphipathic in nature.  It has a hydrophilic or polar head (phosphate group attached to choline, ethanolamine, inositol, etc.) and a long hydrophobic tail containing two fatty acid chains. In aqueous systems the polar phospholipid spontaneously disperse to form micelles, in which the hydrocarbon tails of the phospholipid are hidden from the aqueous environment and electrically charged hydrophilic heads are exposed on the surface facing the aqueous medium
  • 22. Lipid Bilayer  Phospholipids also readily and spontaneously form a very thin bilayer separating two aqueous compartments.  In these structures, the hydrocarbon tails of the phospholipid molecules extend inward from the two surfaces to form a continuous inner hydrocarbon core and the hydrophilic heads face outwards extending into the aqueous phase
  • 23. Liposomes Liposome (Artificially Formed Phospholipid Vesicles)  Liposomes are artificially formed aqueous vesicles enclosed by a lipid bilayer.  In the laboratory, liposomes (lipid bilayer) are formed by suspending phospholipid in an aqueous medium and then sonicating, i.e. agitating by high frequency sound waves to give a dispersed closed vesicles. Vesicles formed by these methods are nearly spherical in shape and have a diameter of about 5 nm.  Liposomes can be used to study membrane permeability or to deliver drugs to cells

Editor's Notes

  1. NEARLY 60 % OF LIPID IN BRAIN AND MOST OF THE MEMBRANE LIPIDS ARE COMPOUND LIPIDS. AMPHIPATHIC WHILE SIMPLE LIPIDS ARE NON POLAR