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Questions and Answers
What does the notation ∆ followed by a superscript number indicate in fatty acid nomenclature?
What does the notation ∆ followed by a superscript number indicate in fatty acid nomenclature?
What is the primary reason that unsaturated fatty acids have lower melting points than saturated fatty acids?
What is the primary reason that unsaturated fatty acids have lower melting points than saturated fatty acids?
What is the designation for the methyl carbon at the end of an omega fatty acid?
What is the designation for the methyl carbon at the end of an omega fatty acid?
How do kinks from cis double bonds in unsaturated fatty acids affect their interactions?
How do kinks from cis double bonds in unsaturated fatty acids affect their interactions?
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What is linoleic acid known to be a precursor for?
What is linoleic acid known to be a precursor for?
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What is the primary element composition of lipids?
What is the primary element composition of lipids?
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Which type of lipid is characterized by having a carbon skeleton with four fused rings?
Which type of lipid is characterized by having a carbon skeleton with four fused rings?
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What makes fatty acids predominantly nonpolar despite having a carboxylic acid group?
What makes fatty acids predominantly nonpolar despite having a carboxylic acid group?
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What defines simple lipids?
What defines simple lipids?
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Which characteristic is NOT true about pure fats and oils?
Which characteristic is NOT true about pure fats and oils?
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What is the primary negative impact of trans fats on lipoprotein levels?
What is the primary negative impact of trans fats on lipoprotein levels?
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Which lipoprotein is primarily responsible for transporting triglycerides from the digestive tract?
Which lipoprotein is primarily responsible for transporting triglycerides from the digestive tract?
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What is a common dietary source of trans fats?
What is a common dietary source of trans fats?
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Which of the following indicates a risk for atherosclerosis?
Which of the following indicates a risk for atherosclerosis?
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What do HDL lipoproteins primarily do?
What do HDL lipoproteins primarily do?
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Study Notes
Biomolecules: Lipids
- Lipids are essential components of all living organisms
- They are organic molecules composed mainly of carbon, hydrogen, and oxygen
- Lipids are found in plants, animals, and microorganisms
- They are used for cell membrane components, energy storage, insulation, and hormones
- Lipids are a diverse group, insoluble in water but soluble in nonpolar organic solvents
- Lipids are hydrophobic (nonpolar) or amphipathic (both nonpolar and polar regions)
Classification of Lipids
- Lipids aren't polymers; they lack a repeating monomeric unit
- They are classified based on molecular structures
-
Simple lipids:
- Fats and oils: yield fatty acids and glycerol upon hydrolysis
- Waxes: yield fatty acids and long-chain alcohols upon hydrolysis
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Compound lipids:
- Phospholipids: yield fatty acids, glycerol, phosphoric acid, and a nitrogen-containing alcohol upon hydrolysis
- Glycolipids: yield fatty acids, sphingosine or glycerol, and a carbohydrate upon hydrolysis
- Sphingolipids: yield fatty acids, sphingosine, phosphoric acid, and an alcohol component upon hydrolysis
-
Steroids:
- Compounds containing a phenanthrene structure
- Differ from lipids made of fatty acids
- Characterized by a four-fused carbon skeleton
Classification of Lipids (Continued)
- Fatty Acids: in the carboxylic acid family
- Waxes: fatty acids + alcohols
- Triglycerides: 3 fatty acids + glycerol
- Phospholipids and glycolipids: 2 fatty acids + glycerol + phosphate + X
- Steroids: Derivatives of cholesterol
- Eicosanoids: Derivatives of the fatty acid arachidonic acid
- Membranes: Formed from phospholipids and glycolipids
Physical Properties of Lipids
- Lipids can be liquids or solids at room temperature
- Unlike popular belief, pure fats and oils are usually colorless, odorless, and tasteless
- Colors, odors, and flavors in lipids come from foreign substances absorbed
- Fats and oils are usually lighter than water
- They are poor conductors of heat and electricity, acting as insulators in the body
Key Principles of Fatty Acids
- Fatty acids (FAs) are water-insoluble hydrocarbons used for cellular energy storage
- FAs are highly reduced, providing a rich source of stored chemical energy in cells
- Storage of hydrophobic fats as triacylglycerols is very efficient
- Water is not needed to hydrate the stored fat
Fatty Acids
- Carboxylic acids with hydrocarbon chains (4 to 36 carbons long, typically 12-20)
- Contain a carboxylic acid group (polar) and a hydrocarbon tail (nonpolar)
- This makes them overall nonpolar
Fatty Acids: Saturation
- Some chains are fully saturated (no double bonds)
- Others have one or more double bonds (unsaturated)
- Some contain three-carbon rings, hydroxyl groups, or methyl-group branches
Fatty Acid Nomenclature
- Standard nomenclature: numbers carbon atoms and positions of double bonds (omega-3 and omega-6)
Fatty Acids: Physical Properties
- Structure influences melting point: Fully saturated FAs have higher melting points, while unsaturated FAs have lower (due to kinks)
- Unsaturated fats are generally liquid at room temperature, while saturated fats are solid
Common Saturated Fatty Acids
- Different types of saturated fatty acid with varying carbon skeletons (12 to 24 carbons)
- Varying melting points.
Common Unsaturated Fatty Acids
- Include linoleic and linolenic acids (essential fatty acids) and arachidonic acids.
- Many are cis-unsaturated (kinked)
- These often have lower melting points than saturated fatty acids.
Simple Lipids (Fats and Oils)
- Fats and oils are the most abundant lipids in nature.
- Esters composed of fatty acids linked to glycerol
- Classification based on physical state at room temperature (solid fat, liquid oil).
Structure of Triacylglycerols
- Simplest lipids constructed from fatty acids
- Composed of three fatty acids in ester linkage with a single glycerol molecule, these are also known as triglycerides
- Predominantly nonpolar, making them highly insoluble in water.
Esters
- Chemically synthesized by reacting a carboxylic acid with and alcohol
- Distinguished by a functional group with oxygen.
Fatty Acid Compositions of Food Fats
- Natural fats (vegetable oils, dairy, animal fat) are complex mixtures of triacylglycerols
- Containing different lengths and degrees of saturation.
- Melting points are direct functions of compositions.
- Olive oil has more unsaturated fats, leading to its liquid state.
- Butter has more saturated fats, with a higher melting point.
- Beef fat, higher in saturated fats, is a hard solid
Trans Fatty Acids in Foods
- Formed when unsaturated fats are exposed to oxygen, or during processes like partial hydrogenation (to increase shelf life and stability)
- Conversion of cis- to trans-bonds leads to changes in properties and health implications
- Commercial hydrogenation partially converts cis-double bonds into trans-double bonds, increasing the melting point
Lipoproteins
- Transport water-insoluble lipids like triglycerides, phospholipids, and cholesterol in the blood.
- Contain lipids and proteins; categorized by density
- Chylomicrons: transport triglycerides, from digestive tract.
- LDLs (low-density lipoproteins): transport cholesterol and phospholipids to other tissues
- HDLs (high-density lipoproteins): transport cholesterol and phospholipids back to the liver
Triglycerides
- Storage form of fatty acids in mammals.
- Can be measured through blood tests.
- High levels may indicate a risk for atherosclerosis.
Fat Stores in Cells
- Found in cells and tissues as microscopic oily droplets
- Triacylglycerols are stored in adipocytes in vertebrates or seeds of many plants.
- Adipocytes contain enzymes (lipases) that breakdown stored triacylglycerols
- Triacylglycerols provide more energy than carbohydrates.
- Serve as insulation in some animals
Adipose Tissue - Fat
- Cushions major organs
- Provides insulation
- Carries flavors and vitamins from food
Fat - Essential Energy
- Long-term energy storage and metabolism is through body fat (triglycerides).
- Short-term energy is stored as glycogen.
Waxes
- Esters of long-chain (C14-C36) saturated/unsaturated fatty acids and alcohols (C16-C30)
- Function as protective, water-proof coatings in plants and animals.
- Some are used commercially (beeswax, carnauba wax).
Membrane Lipids
- Backbone of glycerol or sphingosine
- Attached to long-chain alkyl groups (yellow) and polar head groups (blue).
Phospholipids and Glycolipids
- Building blocks of biological membranes
- Highly amphipathic, leading to their spontaneous formation of lipid bilayers
Phospholipids
- Two types of phospholipids: Glycerophospholipids and sphingolipids
- Glycerophospholipids: Have a glycerol backbone with two fatty acids and a phosphate group attached.
- Sphingolipids: Have a sphingosine backbone instead of glycerol.
Glycerophospholipids
- Similar to triglycerides, but with one fatty acid replaced with a phosphate group
Sphingolipids
- Similar to glycerophospholipids, but have a sphingosine backbone instead of glycerol.
Glycolipids
- Sphingolipids with sugars attached to the alcohol portion
- Include important cellular markers and components of the myelin sheath
Sterols - Cholesterol
- Structural lipids in membranes of most eukaryotic cells
- Rigid steroid nucleus with an alkyl side chain and a hydroxyl group
- Packs well with other membrane lipids, maintaining membrane fluidity
- Cholesterol is only found in animal cells
Sterols and Their Roles
- Act as precursors for steroid hormones and vitamins
- Also help regulate cell membrane fluidity
- Bile salts are involved in the digestion of fats.
Steroids
- Cyclic organic compounds with 17 carbons in a four-ring structure
- Subtypes are distinguished by substituent groups.
- Sterols/hormones/vitamin D/bile acids all related to this structure.
Saponifiable vs. Non-Saponifiable Lipids
- Saponifiable lipids have ester linkages and can be hydrolyzed by acids, bases, or enzymes
- Non-saponifiable lipids don't have ester linkages and can't be hydrolyzed in the same way.
Lipid Classification
- Lipids can be categorized as Simple, Complex, and Derived
Lipids (- Review)
- Heterogeneous group of compounds, including fats, oils, steroids, waxes, and related compounds
- Related by their physical properties like insolubility in water, and solubility in nonpolar solvents
- Important in biological systems because they form cell membranes, provide energy, and are components of vitamins
- Can be categorized into saponifiable (hydrolyzed by acids/bases) and nonsaponifiable (cannot be hydrolyzed)
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Description
Test your knowledge on fatty acids and lipids with this comprehensive quiz covering key concepts in molecular structure, properties, and dietary implications. Explore topics such as unsaturated vs saturated fatty acids, lipid types, and impacts of trans fats on health.