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Questions and Answers
What type of bond connects the fatty acid to sphingosine in sphingolipids?
What type of bond connects the fatty acid to sphingosine in sphingolipids?
Which of the following is a role of platelet-activating factor?
Which of the following is a role of platelet-activating factor?
What is the primary structural component of sphingolipids?
What is the primary structural component of sphingolipids?
Which of the following accurately describes ether lipids?
Which of the following accurately describes ether lipids?
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What distinguishes sphingomyelin from other types of lipids?
What distinguishes sphingomyelin from other types of lipids?
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What is the main characteristic of lipids in terms of solubility?
What is the main characteristic of lipids in terms of solubility?
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Which statement accurately describes saturated fatty acids?
Which statement accurately describes saturated fatty acids?
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How are fatty acids generally classified based on their structure?
How are fatty acids generally classified based on their structure?
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Which of the following fatty acids is described as 18:1(Δ9)?
Which of the following fatty acids is described as 18:1(Δ9)?
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Where in the human body is fat tissue primarily located?
Where in the human body is fat tissue primarily located?
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What defines the position of double bonds in polyunsaturated fatty acids?
What defines the position of double bonds in polyunsaturated fatty acids?
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How is the structural representation of fatty acids denoted?
How is the structural representation of fatty acids denoted?
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Which of the following is NOT a function of lipids?
Which of the following is NOT a function of lipids?
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What primarily causes vegetable oils to remain liquid at room temperature?
What primarily causes vegetable oils to remain liquid at room temperature?
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What is the main purpose of partial hydrogenation in cooking oils?
What is the main purpose of partial hydrogenation in cooking oils?
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What forms the primary storage component of energy in adipocytes?
What forms the primary storage component of energy in adipocytes?
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What structural change occurs during the partial hydrogenation of vegetable oils?
What structural change occurs during the partial hydrogenation of vegetable oils?
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Which of the following statements about lipases is correct?
Which of the following statements about lipases is correct?
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Why do plant seeds store triacylglycerols as oils?
Why do plant seeds store triacylglycerols as oils?
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What is a consequence of increased stability in partially hydrogenated oils?
What is a consequence of increased stability in partially hydrogenated oils?
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What is the characteristic of saturated fats compared to unsaturated fats in the context of cooking oils?
What is the characteristic of saturated fats compared to unsaturated fats in the context of cooking oils?
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What is a defining characteristic of sphingomyelins?
What is a defining characteristic of sphingomyelins?
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Which type of sphingolipid contains multiple sugar residues?
Which type of sphingolipid contains multiple sugar residues?
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What role do glycosyltransferases play in determining blood groups?
What role do glycosyltransferases play in determining blood groups?
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What type of sphingolipid is characterized by having a single sugar linked to ceramide?
What type of sphingolipid is characterized by having a single sugar linked to ceramide?
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How does Tay-Sachs disease relate to sphingolipids?
How does Tay-Sachs disease relate to sphingolipids?
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Which of the following statements about gangliosides is true?
Which of the following statements about gangliosides is true?
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What distinguishes sphingolipids from other membrane phospholipids?
What distinguishes sphingolipids from other membrane phospholipids?
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Which antigen is produced by individuals lacking active glycosyltransferase?
Which antigen is produced by individuals lacking active glycosyltransferase?
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What type of bond connects the head group to glycerol in glycerophospholipids?
What type of bond connects the head group to glycerol in glycerophospholipids?
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Which of the following correctly describes the charge states of polar head groups in glycerophospholipids?
Which of the following correctly describes the charge states of polar head groups in glycerophospholipids?
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What is a common example of a polar head group in glycerophospholipids?
What is a common example of a polar head group in glycerophospholipids?
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Which glycerophospholipid is particularly prevalent in bacterial membranes?
Which glycerophospholipid is particularly prevalent in bacterial membranes?
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How does glycerol become chiral in the context of glycerophospholipids?
How does glycerol become chiral in the context of glycerophospholipids?
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What type of molecule is phosphatidic acid?
What type of molecule is phosphatidic acid?
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In eukaryotic cells, where is cardiolipin primarily found?
In eukaryotic cells, where is cardiolipin primarily found?
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Which statement regarding phosphatidylcholine is accurate?
Which statement regarding phosphatidylcholine is accurate?
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What determines the blood groups A, B, and O in humans?
What determines the blood groups A, B, and O in humans?
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Which enzyme is responsible for degrading phospholipids in mammalian cells?
Which enzyme is responsible for degrading phospholipids in mammalian cells?
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What is a key structural feature of sterols?
What is a key structural feature of sterols?
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Which of the following correctly describes the role of cholesterol in membranes?
Which of the following correctly describes the role of cholesterol in membranes?
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Which type of lipid anchor is found exclusively on the outer face of the plasma membrane?
Which type of lipid anchor is found exclusively on the outer face of the plasma membrane?
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What happens if gangliosides are not correctly degraded in cells?
What happens if gangliosides are not correctly degraded in cells?
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What is a significant function of bile acids derived from cholesterol?
What is a significant function of bile acids derived from cholesterol?
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Which of the following components can serve as lipid anchors for membrane proteins?
Which of the following components can serve as lipid anchors for membrane proteins?
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Study Notes
Biochemistry II - Lipids
- Lipids are insoluble in polar solvents but soluble in non-polar solvents.
- Lipids have hydrocarbon chains and are classified as simple or complex, composed of fatty acid esters.
- Fats (triglycerides or triacylglycerols) store and supply energy.
- Phospholipids and glycolipids are important components of cell membranes.
- Cholesterol and cholesterol esters are components of cell membranes.
- Lipids are a major source of energy, with oxidation producing more energy than carbohydrates.
- Fat tissue is found under the skin, in the abdominal cavity, and in the mammary glands.
Fatty Acids
- Fatty acids are carboxylic acids with hydrocarbon chains (4 to 36 carbons).
- Most natural fatty acids are even-numbered and unbranched.
- Saturated fatty acids have no double bonds in the hydrocarbon chain.
- Monounsaturated fatty acids have one double bond in the hydrocarbon chain.
- Polyunsaturated fatty acids have more than one double bond in the hydrocarbon chain.
Fatty Acid Nomenclature
- Simplified format for unbranched fatty acids includes chain length and number of double bonds, separated by a colon. (e.g., 16:0; 18:1).
- Example: Palmitic acid (16 carbons, saturated) =16:0; Oleic acid (18 carbons, one double bond)=18:1
- Each line segment in a zigzag represents a single bond between adjacent carbons.
- The carboxyl carbon is labeled C-1.
- Positions of double bonds are expressed relative to C-1 (Δ, delta), with a superscript number.
- Most fatty acids have an even number of carbon atoms (12-24).
- This even number of carbons is due to synthesis involving successive condensations of two-carbon acetyl units.
Double Bond Patterns
- Monounsaturated fatty acids typically have a double bond between Carbon 9 and Carbon 10 (Δ9).
- Polyunsaturated fatty acids have double bonds (generally at Δ12 and Δ15, except arachidonic acid)
- Naturally occurring unsaturated fatty acids usually have cis configuration of double bonds. Exceptions include trans fatty acids produced by fermentation in the rumen of dairy animals.
Omega Carbon
- Omega (ω) carbon is the carbon furthest from the carboxyl group, and it is labeled C-1.
- Double bond positions are specified relative to the ω carbon.
- PUFAs with a double bond between C3 and C4 are ω-3 fatty acids.
- PUFAs with a double bond between C6 and C7 are ω-6 fatty acids. (Example: EPA (Eicosapentaenoic Acid) is 20:5(15,8,11,14,17).
Melting Points and Solubility
- Melting points decrease with decreasing chain length and increasing number of double bonds.
- Solubility decreases as the carbon chain length increases.
- Saturated fatty acids (12:0 to 24:0) are waxy at 25°C.
- Unsaturated fatty acids of the same length are oily liquids at 25°C.
Triacylglycerols
- Triacylglycerols (triglycerides) are the simplest of lipids, produced from fatty acids and glycerol.
- They consist of three fatty acids esterified to a glycerol molecule.
- Most naturally occurring triacylglycerols are mixed, containing two or three different fatty acids.
- They are nonpolar and hydrophobic due to ester linkages and insoluble in water.
Triacylglycerol Functions
- Triacylglycerols serve as energy storage, forming microscopic oil droplets in the cytosol of most eukaryotic cells. , notably in adipocytes.
- Plant seeds use triacylglycerols as oils to provide energy and biosynthesis during germination.
- Lipases catalyze the hydrolysis of triacylglycerols to release fatty acids for energy use.
Partial Hydrogenation
- Partial hydrogenation is used in cooking oils (e.g., vegetable oils) to improve shelf life and stability, especially at high temperatures (e.g., deep frying).
- This process saturates some double bonds, increasing the solid consistency at room temperature.
- However, partial hydrogenation often creates harmful trans fats, which are associated with cardiovascular diseases.
Biological Waxes
- Biological waxes are long-chain fatty acid esters with long-chain alcohols.
- They have high melting points (60-100°C), higher than triacylglycerols.
- In plankton, biological waxes serve as the primary energy storage form.
Membrane Lipids
- Biological membranes are double layers of lipids acting as a barrier to polar molecules and ions.
- Membrane lipids are amphipathic (one end hydrophobic, the other hydrophilic).
- Hydrophobic regions associate with each other, while hydrophilic regions associate with water.
Common Types of Storage and Membrane Lipids
- Diagrams show various classifications of storage and membrane lipids.
- Lipids have glycerol or sphingosine backbones.
- They contain fatty acids, alcohols or sugar components.
Four General Types of Membrane Lipids
- Phospholipids have two hydrophobic fatty acid regions joined to glycerol or sphingosine, and a hydrophilic polar head
- Glycolipids contain a simple sugar or a complex oligosaccharide.
- Archaeal tetraether lipids have two very long alkyl chains linked to glycerol by ethers.
- Sterols are composed of four fused hydrocarbon rings.
Ceramides and Sphingolipids
- Ceramides are the structural parent of sphingolipids, formed when a fatty acid is attached to the amino group of sphingosine.
- Structurally similar to diacylglycerols.
Sphingomyelin
- Sphingomyelin is a major component of myelin sheaths surrounding nerve cells.
- It's structurally similar to phosphatidylcholine.
Cerebrosides and Globosides
- Cerebrosides have a single sugar linked to ceramide.
- Galactose-containing cerebrosides are found in neural tissue and glucose-containing ones in other tissues.
- Globosides are glycosphingolipids with two or more sugars attached to ceramide.
Gangliosides
- Gangliosides contain oligosaccharides and one or more sialic acid (N-acetylneuraminic acid) residues.
- Different ganglioside series are defined by the number of sialic acid residues.
- Important in biological recognition and metabolism (e.g. Tay-Sachs disease).
Glycosphingolipids and Blood Groups
- Glycosphingolipid structure dictates blood types (e.g., A, B, O).
- Differences relate to expression of glycosyltransferases.
Glycerophospholipids
- Glycerophospholipids are major constituents of cell membranes.
- Consist of glycerol, two fatty acids, and a phosphate-containing head group attached through a phosphodiester linkage.
- Different head groups lead to various charges (e.g., negatively charged, neutral, or positively charged).
Phosphatidylcholine
- Phosphatidylcholine is abundant in eukaryotic cell membranes but not usually found in prokaryotic cell membranes.
Some Glycerophospholipids Have Ether-Linked Fatty Acids
- Ether lipids, a type of glycerophospholipid, have one or both fatty acid chains linked to glycerol using ether linkages rather than ester linkages.
- Plasmalogens are a subtype of ether lipids containing a double bond in their saturated or unsaturated alkyl chain.
Ether Lipids: Platelet-Activating Factor
- Platelet-activating factor (PAF) is an ether lipid acting as a potent signaling molecule.
- It's important in inflammation and allergic responses and stimulates platelet aggregation.
Lipid Anchors
- Lipid anchors link protein to the cell membrane.
- These include long-chain fatty acids, isoprenoids, sterols, and glycosylated phosphatidylinositol (GPI).
- The GPI anchor is often found on proteins on the outer face of the plasma membrane.
Sterols
- Sterols are structural lipids in eukaryotic cell membranes, consisting of four fused rings.
- Cholesterol is a major sterol in animal tissues, having a polar head group (hydroxyl group) in the A-ring and other non-polar side-chains.
- Sterols regulate gene expression, act as precursors for steroid hormones, and help emulsify lipids via bile acids, aiding digestion.
Physiological Role of Sterols
- Sterols modulate membrane fluidity and permeability, especially cholesterol in eukaryotic cell membranes.
- In mammals, cholesterol is obtained via food or synthesized in the liver and transported via blood vessels.
- Cholesterol in low-density lipoproteins can deposit and clog arteries, contributing to cardiovascular disease.
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Description
Test your knowledge on the structure and function of lipids, focusing on sphingolipids and fatty acids. This quiz covers topics such as lipid classification, fatty acid structures, and roles of various lipids in biological systems. Perfect for biochemistry students and enthusiasts!