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Phosphoacylglycerol also known as Glycerophospholipids or Phosphoglycerides Faisal Khatib MD; PhD Faculty of Medicine, University of Jordan G L Y C E R O L FATTY ACID FATTY ACID PHOSPHOACYLGLYCEROL PHOSPHATE ALCOHOL

Lipid Metabolism-3 Phosphoglycerol Handouts

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Page 1: Lipid Metabolism-3 Phosphoglycerol Handouts

Phosphoacylglycerolalso known as

Glycerophospholipids or Phosphoglycerides

Faisal Khatib MD; PhD

Faculty of Medicine, University of Jordan

G

L

Y

C

E

R

O

L

FATTY ACID

FATTY ACID

PHOSPHOACYLGLYCEROL

PHOSPHATE

ALCOHOL

Page 2: Lipid Metabolism-3 Phosphoglycerol Handouts

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

Page 3: Lipid Metabolism-3 Phosphoglycerol Handouts

O║

O CH2O-C-R1║ I

R2C-OCH +I - CH3CH2O- - O-CH2 CH2 –NCH3

CH3

Phosphatidyl Choline (Lecithin)

P

Page 4: Lipid Metabolism-3 Phosphoglycerol Handouts
Page 5: Lipid Metabolism-3 Phosphoglycerol Handouts
Page 6: Lipid Metabolism-3 Phosphoglycerol Handouts

Cardiolipin: Two molecules of Phosphatidic Acid Connected through Glycerol

Page 7: Lipid Metabolism-3 Phosphoglycerol Handouts

G

L

Y

C

E

R

O

L

FATTY ACID

FATTY ACID

Degradation of Phospholipids:Phospholipase A1Phospholipase A2Phospholipase C

Phospholipase D

PHOSPHATE

ALCOHOL

Page 8: Lipid Metabolism-3 Phosphoglycerol Handouts
Page 9: Lipid Metabolism-3 Phosphoglycerol Handouts

Biosynthesis of Triacylglycerol & Phosphoacylglycerol

G

L

Y

C

E

R

O

L

FATTY ACID

FATTY ACID

FATTY ACID

TRIACYLGLYCEROL

G

L

Y

C

E

R

O

L

FATTY ACID

FATTY ACID

PHOSPHOACYLGLYCEROL

PHOSPHATE

ALCOHOL

Page 10: Lipid Metabolism-3 Phosphoglycerol Handouts

Phosphotadic Acid is Common Intermediate

G

L

Y

C

E

R

O

L

FATTY AC ID

FATTY AC ID

PHOSPHOACYLGLYCEROL

PHOSPHATE

G

L

Y

C

E

R

O

L

FATTY ACID

FATTY ACID

PHOSPHATE

ALCOHOL

Biosynthesis of glycerophospholipids

Alcohol1 Phosphate Alcohol2

Transfer ~(Phosphate-Alcohol1) to Alcohol2 or

Transfer ~(Phosphate-Alcohol2) to Alcohol1

Page 11: Lipid Metabolism-3 Phosphoglycerol Handouts

Synthesis of Phosphatidyl Inositol

Transfer or Phosphatidic acid to Inositol

CDP-diacylglycerol + Inositol

CMP Phosphatidyl Inositol

Synthesis of Phosphatidyl Choline

Transfer or Phosphocholine (Ethanolamine) to Diacylglycerol

CDP-Choline Diacylglycerol

CMP Phosphatidyl Choline

Page 12: Lipid Metabolism-3 Phosphoglycerol Handouts

Formation of Activated Carrier

Alcohol- P P P P

Ribose-Cytosine

Alcohol- P P

Ribose-Cytosine

P P

CDP-Alcohol Pyrophosphate

~~

~

~

Page 13: Lipid Metabolism-3 Phosphoglycerol Handouts

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

Page 14: Lipid Metabolism-3 Phosphoglycerol Handouts

Alteration of Polar Head Group• Methylation of Phosphatidyl EthanolamineS- Adenosyl Methionine (SAM); Methyl donor

Phosphatidyl Ethanolamine

Phosphatidyl Choline

CH3-S-CH2CH2-CH-COO-

I IAdenosine NH3+

S- Adenosyl Homocysteine

Page 15: Lipid Metabolism-3 Phosphoglycerol Handouts

Remodeling Phospholipids: Changing the Fatty Acid

Ether Glycerophospholipids

Page 16: Lipid Metabolism-3 Phosphoglycerol Handouts

Platelet-activating Factor

Page 17: Lipid Metabolism-3 Phosphoglycerol Handouts

Surfactant Action of Phospholipids

Page 18: Lipid Metabolism-3 Phosphoglycerol Handouts