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Lipids 1 
Dr. K. A. Sukalski 
February 25, 2002
Objectives 
 Know the common names and structures of the 
following fatty acids: 
• C16, C16:1 
• C18, C18:1, C18:2, C18:3 
• C20:4 
 Understand the relationship between fatty acid chain 
length, unsaturation and melting point. 
 Recognize a TAG, MAG, and DAG (triacylglycerol, 
monoacylglycerol, diacylglycerol). 
 Recognize a phospholipid. You will not need to be 
able to differentiate among the different kinds of 
phospholipids.
What are the sites of action and products of the 
phospholipases A1, A2, C, and D? 
 Define amphipathic (amphiphilic means the same 
thing) (see textbook). 
 What are the main lipid components of the average 
diet? 
 Understand how the actions of pancreatic lipase, 
phospholipase and bile acids (same as bile salts for 
our purpose) contribute to the digestion and 
absorption of lipid. 
 What happens to the absorbed products of dietary 
lipid inside the intestinal cell? Know the basic 
composition of chylomicrons. 
 Why is a special, complicated mechanism of 
transporting TAGs and cholesterol in the blood 
necessary? What is this mechanism?
Major Macromolecules 
 Carbohydrates 
 Proteins 
 Nucleic Acids 
 Lipids
Fig 9.1 Structural relationships 
of major lipid classes 
Signals 
Energy 
Structure
Most Important Lipids: 
My Choice 
 Fatty Acids 
– oxidized for energy 
– building blocks for TAGS and PL 
– precursors to hormones - Eicosenoids 
 Triacylglycerols - TAGS 
– storage form of fatty acids which are used for 
energy 
 Phospholipids – PLs 
– For membranes 
 Cholesterol
This is a fatty acid. 
Amphipathic – contains both 
polar and nonpolar parts 
Even Number of carbons 
Melting Point 
chain length 
saturation (=) 
Nomanclature: C1, α, β, ω 
Figure 9-2 
p. 266
Table 9.1 
Note: 
oleate = oleic acid 
stearate = stearic acid
Saturated vs 
Unsaturated 
Fatty Acids 
C18 stearate 
C18:1 oleate 
C18:3 linolenate 
MP = 70 MP = -17 
MP = 13
Triacylglycerols: a Family with 
Many Members 
Note these are very hydrophobic!!! 
More so than the fatty acids from 
which they are made 
Energy Storage
Glycerolphos-pholipids 
Amphipathic!!! 
Membrane 
Components
Fig 9.9 Phospholipases hydrolyze 
phospholipids 
 PLase A1 or A2 gives a lysophospholipid 
 (lacking a fatty acid) 
 PLase C gives a diacylglycerol 
 PLase D gives a phosphatidate
Other Classes of Lipids 
 Lipids Important in Membrane Structure 
– Sphingolipids (Fatty acids and 
Carbohydrates) 
– Steroids, especially cholesterol 
 Specialized functions 
– Waxes 
– Prostaglandins
Lipid Metabolism 
Chapter 16
Chapter 16 
Fatty Acids 
– oxidized for energy 
– building blocks for TAGS and PL 
– precursors to hormones - Eicosenoids 
Triacylglycerols - TAGS 
– storage form of fatty acids which are 
used for energy
Composition of Lipid in the Diet 
90% TAGs 
PLs 
Cholesterol
Digestion and Absorption of 
Dietary Lipids 
We have a problem. 
– Think “oil and water” or “cutting a cow from 
a herd” 
How do we get from large fat globules 
to small molecules which can be 
absorbed across the intestinal cell?
Break the hydrophobic TAGs down to a 
monoacylglycerol + 2 fatty acids 
Break Phospholipids down to 
lysophospholipid and a fatty acid 
Coat the particles with amphipathic 
molecules (bile salts or bile acids) to make 
micelles 
– hydrophobic part meshes with the lipid 
– hydrophilic part presents to the water 
compartment
Fig 16.2 Action of pancreatic 
lipase
Fig 16.3 Dietary phospholipids are 
degraded by phospholipases
Fig 16.1 Bile salts are amphipathic derivatives of 
cholesterol and amino acids. 
• Taurocholate and glycocholate (cholesterol derivatives) are the 
most abundant bile salts 
• Amphipathic: hydrophilic (blue), hydrophobic (black) 
Synthesized in Liver 
Stored in gall bladder 
Secreted into intestine 
Forms micelles
Absorbed from Micelles 
Monoacylglycerol 
Free fatty acids 
Lysophospholipids 
Cholesterol
In the Intestinal Cell 
monoacylglycerol + 2 fatty acids-- 
TAGs 
cholesterol + fatty acid -- cholesterol 
ester 
lysophospholipid + fatty acid -- PL 
apolipoprotein B 
And we have a special kind of 
lipoprotein called a chylomicron to 
transport lipids around the body
Why Do We Need Lipoprotein 
Particles to Transport Lipid? 
Solubility of cholesterol as an example of functional 
importance of lipoprotein particles. 
0.2 mg/dL in water at 250. 
150 – 200 mg/dL in plasma 
30% free 
70% esterified 
In Bile: Bile salts and phosphatidyl- choline 
maintain cholesterol in solution. 
390 mg/d: in bile 
96% free 
4% esterified
Fig 16.5 Structure of a lipoprotein
Fig 16.6 Summary of lipoprotein 
metabolism 
Lipoprotein Lipase
Major Classes of Lipoprotein 
Particles

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Sukalski lipids11complete with metabolism much detail

  • 1. Lipids 1 Dr. K. A. Sukalski February 25, 2002
  • 2. Objectives Know the common names and structures of the following fatty acids: • C16, C16:1 • C18, C18:1, C18:2, C18:3 • C20:4 Understand the relationship between fatty acid chain length, unsaturation and melting point. Recognize a TAG, MAG, and DAG (triacylglycerol, monoacylglycerol, diacylglycerol). Recognize a phospholipid. You will not need to be able to differentiate among the different kinds of phospholipids.
  • 3. What are the sites of action and products of the phospholipases A1, A2, C, and D? Define amphipathic (amphiphilic means the same thing) (see textbook). What are the main lipid components of the average diet? Understand how the actions of pancreatic lipase, phospholipase and bile acids (same as bile salts for our purpose) contribute to the digestion and absorption of lipid. What happens to the absorbed products of dietary lipid inside the intestinal cell? Know the basic composition of chylomicrons. Why is a special, complicated mechanism of transporting TAGs and cholesterol in the blood necessary? What is this mechanism?
  • 4. Major Macromolecules Carbohydrates Proteins Nucleic Acids Lipids
  • 5. Fig 9.1 Structural relationships of major lipid classes Signals Energy Structure
  • 6. Most Important Lipids: My Choice Fatty Acids – oxidized for energy – building blocks for TAGS and PL – precursors to hormones - Eicosenoids Triacylglycerols - TAGS – storage form of fatty acids which are used for energy Phospholipids – PLs – For membranes Cholesterol
  • 7. This is a fatty acid. Amphipathic – contains both polar and nonpolar parts Even Number of carbons Melting Point chain length saturation (=) Nomanclature: C1, α, β, ω Figure 9-2 p. 266
  • 8. Table 9.1 Note: oleate = oleic acid stearate = stearic acid
  • 9. Saturated vs Unsaturated Fatty Acids C18 stearate C18:1 oleate C18:3 linolenate MP = 70 MP = -17 MP = 13
  • 10. Triacylglycerols: a Family with Many Members Note these are very hydrophobic!!! More so than the fatty acids from which they are made Energy Storage
  • 12. Fig 9.9 Phospholipases hydrolyze phospholipids PLase A1 or A2 gives a lysophospholipid (lacking a fatty acid) PLase C gives a diacylglycerol PLase D gives a phosphatidate
  • 13. Other Classes of Lipids Lipids Important in Membrane Structure – Sphingolipids (Fatty acids and Carbohydrates) – Steroids, especially cholesterol Specialized functions – Waxes – Prostaglandins
  • 15. Chapter 16 Fatty Acids – oxidized for energy – building blocks for TAGS and PL – precursors to hormones - Eicosenoids Triacylglycerols - TAGS – storage form of fatty acids which are used for energy
  • 16. Composition of Lipid in the Diet 90% TAGs PLs Cholesterol
  • 17. Digestion and Absorption of Dietary Lipids We have a problem. – Think “oil and water” or “cutting a cow from a herd” How do we get from large fat globules to small molecules which can be absorbed across the intestinal cell?
  • 18. Break the hydrophobic TAGs down to a monoacylglycerol + 2 fatty acids Break Phospholipids down to lysophospholipid and a fatty acid Coat the particles with amphipathic molecules (bile salts or bile acids) to make micelles – hydrophobic part meshes with the lipid – hydrophilic part presents to the water compartment
  • 19. Fig 16.2 Action of pancreatic lipase
  • 20. Fig 16.3 Dietary phospholipids are degraded by phospholipases
  • 21. Fig 16.1 Bile salts are amphipathic derivatives of cholesterol and amino acids. • Taurocholate and glycocholate (cholesterol derivatives) are the most abundant bile salts • Amphipathic: hydrophilic (blue), hydrophobic (black) Synthesized in Liver Stored in gall bladder Secreted into intestine Forms micelles
  • 22. Absorbed from Micelles Monoacylglycerol Free fatty acids Lysophospholipids Cholesterol
  • 23. In the Intestinal Cell monoacylglycerol + 2 fatty acids-- TAGs cholesterol + fatty acid -- cholesterol ester lysophospholipid + fatty acid -- PL apolipoprotein B And we have a special kind of lipoprotein called a chylomicron to transport lipids around the body
  • 24. Why Do We Need Lipoprotein Particles to Transport Lipid? Solubility of cholesterol as an example of functional importance of lipoprotein particles. 0.2 mg/dL in water at 250. 150 – 200 mg/dL in plasma 30% free 70% esterified In Bile: Bile salts and phosphatidyl- choline maintain cholesterol in solution. 390 mg/d: in bile 96% free 4% esterified
  • 25. Fig 16.5 Structure of a lipoprotein
  • 26. Fig 16.6 Summary of lipoprotein metabolism Lipoprotein Lipase
  • 27. Major Classes of Lipoprotein Particles