Draw the structures of (a) all the possible triacylglycerols that can be formed from glycerol with stearic and arachidonic acid and (b) all the phosphatidylserine isomers that can be formed from palmitic and linolenic acids.

Short Answer

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In total, there are 2 possible triacylglycerols formed from glycerol with stearic and arachidonic acid, and 2 possible phosphatidylserine isomers formed from palmitic and linolenic acids.

Step by step solution

01

Drawing Triacylglycerols

First, draw the structure of glycerol which is a 3-carbon alcohol. Add one stearic acid to each of the hydroxyl groups (-OH) of the glycerol. There are two possibilities: one with stearic acid on carbons 1 and 2 and arachidonic acid on carbon 3, and the other with stearic acid on carbons 1 and 3 and arachidonic acid on carbon 2. This makes two structures.
02

Drawing Phosphatidylserine Isomers

Draw a glycerol molecule with a phosphate group attached to the hydroxyl group at carbon 3. This forms phosphatidic acid. Attach the serine to the phosphate group. There are two possibilities to add the fatty acids to the glycerol moiety: one with palmitic acid at carbon 1 and linolenic acid at carbon 2, and the other with linolenic acid at carbon 1 and palmitic acid at carbon 2. Hence, there are two isomers.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Triacylglycerol Structure
Triacylglycerols, commonly known as triglycerides, are the main form of stored energy in animals and are significant components of natural fats and oils. Understanding their structure is crucial for students of biochemistry.

The core molecule in a triacylglycerol is glycerol, a simple molecule composed of three carbon atoms, each bonded to a hydroxyl group (-OH). In triacylglycerols, each of these hydroxyl groups is esterified, which means it's connected to a fatty acid chain through a dehydration reaction. In the exercise, we consider the combination of two specific fatty acids, stearic and arachidonic acids, with a glycerol molecule.
  • Stearic acid is a saturated fatty acid with a long hydrocarbon chain without double bonds.
  • Arachidonic acid, conversely, is an unsaturated fatty acid with multiple double bonds.
The arrangement of different fatty acids can vary, creating distinct triacylglycerol molecules. There are two main configurations when combining these acids with glycerol: one with stearic acids attaching to the first and second carbons and arachidonic to the third, or vice versa. These arrangements result in different physical properties, which influence how they are processed in biological systems.
Phosphatidylserine Isomers
Phosphatidylserine is a phospholipid component crucial for the structure of cell membranes, and understanding its isomers is fundamental in biochemistry education.

Phosphatidylserine molecules consist of a glycerol backbone to which two fatty acids and a phosphoserine group are attached. The orientation of fatty acids can create different isomers. In the exercise, palmitic acid (a saturated fatty acid with 16 carbons) and linolenic acid (an unsaturated fatty acid with three double bonds) are the variables.
  • One isomer can have palmitic acid on the first carbon and linolenic acid on the second carbon of the glycerol backbone.
  • The alternative isomer has these positions swapped.
Such isomerism can play roles in the cell's functionality by affecting the fluidity and curvature of cell membranes. Being familiar with phosphatidylserine and its isomers is important for students to understand these biological nuances.
Fatty Acids in Lipids
Fatty acids are integral components of lipids, and their molecular structure significantly impacts the properties and functions of the lipid molecules they compose.

Fatty acids in lipids can be classified as saturated or unsaturated based on the presence or absence of double bonds in their hydrocarbon chains. Saturated fatty acids, like stearic and palmitic acids, have single bonds only, making them typically solid at room temperature. Unsaturated fatty acids, such as arachidonic and linolenic acids, contain one or more double bonds and tend to be liquid at room temperature.
  • The degree of saturation influences lipid behavior like melting point, fluidity, and their role in metabolic processes.
  • The kinks introduced by double bonds in unsaturated fatty acids prevent tight packing, hence the increased fluidity of unsaturated fats.
Students of biochemistry should grasp how fatty acid composition can determine the physical and functional aspects of lipids in biological systems.
Glycerol Molecule
The glycerol molecule is a fundamental building block in lipid biochemistry, serving as the backbone to which fatty acids attach to form various lipids, including triacylglycerols and phospholipids.

Glycerol is a small, water-soluble molecule with three carbon atoms and three hydroxyl groups (-OH). These hydroxyl groups are reactive, making glycerol an ideal scaffold for joining with fatty acids via ester bonds. In both triacylglycerols and phospholipids, the glycerol molecule anchors the hydrophobic fatty acid tails, while the remainder of the molecule or its derivatives interact with the aqueous environment. It's crucial for students to visualize the glycerol molecule not just as an inert chain, but as a versatile link that defines lipid structure and function within the cell.

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Mayonnaise is mostly vegetable oil and vinegar. So what's the essential difference between oil and vinegar salad dressing and mayonnaise? Learn for yourself: Combine a half cup of pure vegetable oil (olive oil will work) with two tablespoons of vinegar in a bottle, cap it securely, and shake the mixture vigorously. What do you see? Now let the mixture sit undisturbed for an hour. What do you see now? Add one egg yolk to the mixture, and shake vigorously again. Let the mixture stand as before. What do you see after an hour? After two hours? Egg yolk is rich in phosphatidylcholine. Explain why the egg yolk caused the effect you observed.

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