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11/21/2017
1
Biosynthesis of Glycerophospholipids
also known asPhosphoglycerides or Phosphoacylglycerol
Lippincott’s Ch 17
GLYCEROL
FATTY ACID
FATTY ACID
PHOSPHOACYLGLYCEROL
PHOSPHATEALCOHOL
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2
O║
O CH2O-C-R1║ I
R2C-OCHICH2O- -
Phosphatidic Acid
Can Form Ester with Alchol:
- Serine - Inositol
- Ethanolamine - Glycerol
- Choline
Phosphatidyl -
P
HO-CH2 CH3
Ethanol
HO-CH2CH2-NH3+
Ethanolamine
HO-CH2 CH2 –N(CH3)3+
Choline
HO-CH2 CH-NH3+
ICOO-
Serine
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O║
O CH2O-C-R1║ I
R2C-OCH +I - CH3CH2O- - O-CH2 CH2 –NCH3
CH3
Phosphatidyl Choline (Lecithin)
P
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GLYCEROL
FATTY ACID
FATTY ACID
Degradation of Phospholipids:Phospholipase A1
Phospholipase A2
Phospholipase CPhospholipase D
PHOSPHATE
ALCOHOL
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Biosynthesis of Triacylglycerol & Phosphoacylglycerol
GLYCEROL
FATTY ACID
FATTY ACID
FATTY ACID
TRIACYLGLYCEROL
GLYCEROL
FATTY ACID
FATTY ACID
PHOSPHOACYLGLYCEROL
PHOSPHATE
ALCOHOL
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Phosphotadic Acid is Common Intermediate
GLYCEROL
FATTY AC ID
FATTY AC ID
PH O S P H O AC YLG LYC E R O L
P H O S P H ATE
GLYCEROL
FATTY ACID
FATTY ACID
PHOSPHATE
ALCOHOL
Biosynthesis of glycerophospholipids
Alcohol1 Phosphate Alcohol2
Transfer ~(Phosphate-Alcohol1) to Alcohol2 or
Transfer ~(Phosphate-Alcohol2) to Alcohol1
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Formation of Activated Carrier
Alcohol- P P P P
Ribose-Cytosine
Alcohol- P P
Ribose-Cytosine
P P
CDP-Alcohol Pyrophosphate
~~
~~
Synthesis of Phosphatidyl InositolTransfer or Phosphatidic acid to Inositol
CDP-diacylglycerol + Inositol
CMP Phosphatidyl Inositol
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Synthesis of Phosphatidyl Choline
Transfer or Phosphocholine (Ethanolamine) to Diacylglycerol
CDP-Choline Diacylglycerol
CMP Phosphatidyl Choline
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Alteration of Polar Head Group• Exchange of the Polar Head Group
Phosphatidyl Ethanolamine Serine
• Phosphatidyl Serine Ethanolamine
Alteration of Polar Head Group• Decarboxylation of Phosphatidyl Serine
Phosphatidyl Serine
CO2
Phosphatidyl Ethanolamine
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Alteration of Polar Head Group• Methylation of Phosphatidyl Ethanolamine
S- Adenosyl Methionine (SAM); Methyl donor
Phosphatidyl Ethanolamine
Phosphatidyl Choline
CH3-S-CH2CH2-CH-COO-
I IAdenosine NH3+
S- Adenosyl Homocysteine
S-CH2CH2-CH-COO-
I IAdenosine NH3+H