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Questions and Answers
What type of glucose form is most prevalent in solution?
What type of glucose form is most prevalent in solution?
- β-pyranose (correct)
- β-furanose
- α-furanose
- α-pyranose
How does cyclisation of monosaccharides primarily occur?
How does cyclisation of monosaccharides primarily occur?
- By forming 5 or 6 membered rings (correct)
- By generating only one stable ring form
- Exclusively as disaccharides
- Through irreversible bond formation
What is the distribution of α‐pyranose and β‐pyranose forms of D-glucose?
What is the distribution of α‐pyranose and β‐pyranose forms of D-glucose?
- 36% α‐pyranose and 64% β‐pyranose (correct)
- 25% α‐pyranose and 75% β‐pyranose
- 50% α‐pyranose and 50% β‐pyranose
- No α‐pyranose form exists in D-glucose
What is the significance of the anomeric carbon in glucose?
What is the significance of the anomeric carbon in glucose?
What is the percentage of α-furanose and β-furanose forms found in D-glucose?
What is the percentage of α-furanose and β-furanose forms found in D-glucose?
What is the first step in identifying a sugar from its molecular structure?
What is the first step in identifying a sugar from its molecular structure?
In a Haworth projection, how are hydroxyl groups arranged around the ring?
In a Haworth projection, how are hydroxyl groups arranged around the ring?
What is the significance of the anomeric carbon in identifying a sugar?
What is the significance of the anomeric carbon in identifying a sugar?
When converting a Haworth projection back to Fischer projection, which rule should be followed?
When converting a Haworth projection back to Fischer projection, which rule should be followed?
Which projection helps illustrate the three-dimensional structure of sugars more clearly?
Which projection helps illustrate the three-dimensional structure of sugars more clearly?
What type of glycosidic bond links the glucose molecules in amylose?
What type of glycosidic bond links the glucose molecules in amylose?
Which of the following statements about cellulose is correct?
Which of the following statements about cellulose is correct?
What role do polysaccharides like amylose and cellulose play in plants?
What role do polysaccharides like amylose and cellulose play in plants?
Why is cellulose considered a major component of dietary fiber?
Why is cellulose considered a major component of dietary fiber?
What structural feature distinguishes cellulose from amylose?
What structural feature distinguishes cellulose from amylose?
What distinguishes glycogen from amylose in terms of structure?
What distinguishes glycogen from amylose in terms of structure?
Which statement is true regarding chitin?
Which statement is true regarding chitin?
What is a significant effect of glycogen depletion during endurance racing?
What is a significant effect of glycogen depletion during endurance racing?
How does the digestibility of cellulose compare to glycogen?
How does the digestibility of cellulose compare to glycogen?
What is a primary function of glycogen in mammals?
What is a primary function of glycogen in mammals?
Which of the following correctly describes the stability of ribose in its furanose form compared to glucose?
Which of the following correctly describes the stability of ribose in its furanose form compared to glucose?
What role does ribose play in RNA and DNA?
What role does ribose play in RNA and DNA?
What is the percentage of the alpha-pyranose form of ribose?
What is the percentage of the alpha-pyranose form of ribose?
Which of the following forms of ribose has the highest percentage representation?
Which of the following forms of ribose has the highest percentage representation?
Which carbon is specifically characterized as the anomeric carbon in ribose?
Which carbon is specifically characterized as the anomeric carbon in ribose?
What is the general formula for monosaccharides?
What is the general formula for monosaccharides?
Which statement about monosaccharides is true?
Which statement about monosaccharides is true?
Glucose is classified as which type of sugar?
Glucose is classified as which type of sugar?
What is the result of photosynthesis as represented in the chemical equation?
What is the result of photosynthesis as represented in the chemical equation?
What kind of energy storage is associated with carbohydrates?
What kind of energy storage is associated with carbohydrates?
Which of the following describes the structure of fructose?
Which of the following describes the structure of fructose?
What is a characteristic of the stereochemistry of monosaccharides?
What is a characteristic of the stereochemistry of monosaccharides?
How many carbon atoms do typical monosaccharides have?
How many carbon atoms do typical monosaccharides have?
Flashcards
Monosaccharide
Monosaccharide
A type of carbohydrate that contains one sugar molecule.
Haworth Projection
Haworth Projection
A projection formula that shows a sugar molecule with a cyclic structure.
Fischer Projection
Fischer Projection
A projection formula that shows a sugar molecule with an open-chain structure.
Anomeric Carbon
Anomeric Carbon
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Converting to Fischer projection
Converting to Fischer projection
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Ribose
Ribose
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Ribose - Pyranose form
Ribose - Pyranose form
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Ribose - Furanose form
Ribose - Furanose form
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Nucleotides
Nucleotides
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Deoxyribose
Deoxyribose
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Carbohydrates
Carbohydrates
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Disaccharide
Disaccharide
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Chiral Centre
Chiral Centre
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Photosynthesis
Photosynthesis
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Amylose
Amylose
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Glycolysis
Glycolysis
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Cellulose
Cellulose
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Glycosidic bond
Glycosidic bond
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Pyranose
Pyranose
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Furanose
Furanose
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Alpha (α) and Beta (β) Anomers
Alpha (α) and Beta (β) Anomers
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Equilibrium of Monosaccharide Forms
Equilibrium of Monosaccharide Forms
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Glycogen/Amylopectin
Glycogen/Amylopectin
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Chitin
Chitin
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What makes cellulose indigestible?
What makes cellulose indigestible?
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Study Notes
Carbohydrates
- Carbohydrates are categorized into monosaccharides, disaccharides, and polysaccharides.
- Monosaccharides are simple sugars, disaccharides are formed from two monosaccharides, and polysaccharides are long chains of monosaccharides.
- Photosynthesis is a process where plants use sunlight to convert carbon dioxide and water into glucose and oxygen (6CO2 + 6H2O + hv → C6H12O6 + 6O2).
- Respiration is a process where cells break down glucose to release energy, producing carbon dioxide and water (C6H12O6 + 6O2 → 6CO2 + 6H2O + energy).
- Biomass stores energy as a combination of covalently bonded biomolecules and oxygen. An example is glucose.
Monosaccharides
- Monosaccharides are 3-6 carbons long and have a formula of CnH2nOn.
- They exist in various isomeric forms.
- They contain a carbonyl group (aldehyde or ketone) and several OH groups.
- Complex stereochemistry requires specialized drawing conventions.
- The n-1 carbon consistently exhibits D stereochemistry (typically R configuration).
- Examples are glucose, fructose, and galactose.
- Fischer projections are a way to represent the structure of monosaccharides.
- Haworth projections are used to represent the cyclic forms of monosaccharides.
Identifying Sugars
- Convert the molecular structure to Fischer projections to identify a sugar.
- Determine the stereochemistry of the ring by breaking the anomeric bond and rotating C6 into the ring. This identifies the spatial arrangement of the sugars
Cyclization of Monosaccharides
- Monosaccharides can convert to ring forms (5 or 6 membered).
- The conversion is reversible, creating an equilibrium in a solution.
- The cyclic forms are represented easily via Haworth projection.
- For glucose, the β-furanose form is predominately the most stable structure.
- Ribose is commonly found in nucleotides.
- The 5-membered furanose form is more stable in Ribose than Glucose.
Nucleotides
- Ribose is a central component in nucleotides, forming the backbone of RNA and DNA.
- Nucleotides are connected via phosphate esters.
Glycosidic Bonds
- Monosaccharides link via glycosidic bonds (most common are C1-C2, C1-C4, and C1-C6).
- Two sugars can link to form disaccharides.
- Glycosidic bonds can also connect sugars to bases (nucleotides) or proteins/peptides (glycoproteins, glycopeptides).
- Examples include: the α-1,2 linkage in sucrose or the β-1,4 linkage in lactose.
Polysaccharides
- They act as energy stores and structural components.
- Examples include amylose (a plant starch)
- Amylose is a polymer of α-glucose molecules connected by α-1,4 glycosidic bonds. The linear structure contributes to its spiral structure
- Cellulose is another important polysaccharide
- Cellulose forms the rigid cell walls in plants.
- It's a polymer of β-glucose molecules arranged in a straight chain via β-1,4 glycosidic bonds.
- Cellulose is not digestible by humans, making it a significant component of dietary fiber
- Other examples include glycogen (mammals) and amylopectin (plant starch).
- These have 1,6 linkages branching the molecules.
- Chitin is a structural polysaccharide in crab shells and fungal cell walls.
- Chitin’s structure resembles cellulose, but it has acetamide groups on the glucose monomers.
Metabolism
- Glucose is a vital carbohydrate, used as an energy carrier and energy storage.
- Glucose metabolism (i.e., respiration) results in the production of ATP, powering various cellular processes.
- Glucose levels are controlled by specific regulatory mechanisms to avoid diabetes.
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