Carbohydrates Overview Quiz

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Questions and Answers

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?

  • 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?

  • 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?

<p>It determines the type of glucose cyclic form (A)</p> Signup and view all the answers

What is the percentage of α-furanose and β-furanose forms found in D-glucose?

<p>Around 0% for both (C)</p> Signup and view all the answers

What is the first step in identifying a sugar from its molecular structure?

<p>Find the anomeric carbon (A)</p> Signup and view all the answers

In a Haworth projection, how are hydroxyl groups arranged around the ring?

<p>OH groups are drawn according to their orientations in Fischer projection (C)</p> Signup and view all the answers

What is the significance of the anomeric carbon in identifying a sugar?

<p>It allows for the conversion between Fischer and Haworth projections (A)</p> Signup and view all the answers

When converting a Haworth projection back to Fischer projection, which rule should be followed?

<p>Place hydroxyl groups on the right and hydrogen on the left (D)</p> Signup and view all the answers

Which projection helps illustrate the three-dimensional structure of sugars more clearly?

<p>Haworth projection (D)</p> Signup and view all the answers

What type of glycosidic bond links the glucose molecules in amylose?

<p>α‐1,4 glycosidic bonds (D)</p> Signup and view all the answers

Which of the following statements about cellulose is correct?

<p>Cellulose is used to form rigid cell walls in plants. (A)</p> Signup and view all the answers

What role do polysaccharides like amylose and cellulose play in plants?

<p>They function as both energy stores and structural biomaterials. (A)</p> Signup and view all the answers

Why is cellulose considered a major component of dietary fiber?

<p>It is not digestible by humans and is tightly packed. (C)</p> Signup and view all the answers

What structural feature distinguishes cellulose from amylose?

<p>Cellulose contains β‐1,4 glycosidic bonds. (C)</p> Signup and view all the answers

What distinguishes glycogen from amylose in terms of structure?

<p>Glycogen has branching from a-1,6 glycosidic bonds. (A)</p> Signup and view all the answers

Which statement is true regarding chitin?

<p>Chitin consists of N-Acetylglucosamine linked by β-1,4 glycosidic bonds. (B)</p> Signup and view all the answers

What is a significant effect of glycogen depletion during endurance racing?

<p>Notable energy crash. (B)</p> Signup and view all the answers

How does the digestibility of cellulose compare to glycogen?

<p>Cellulose is not digestible by humans. (A)</p> Signup and view all the answers

What is a primary function of glycogen in mammals?

<p>Main energy store in muscles and liver. (D)</p> Signup and view all the answers

Which of the following correctly describes the stability of ribose in its furanose form compared to glucose?

<p>Ribose is more stable than glucose in its furanose form. (D)</p> Signup and view all the answers

What role does ribose play in RNA and DNA?

<p>It forms the backbone of nucleotides. (D)</p> Signup and view all the answers

What is the percentage of the alpha-pyranose form of ribose?

<p>20 % (B)</p> Signup and view all the answers

Which of the following forms of ribose has the highest percentage representation?

<p>Beta-pyranose (D)</p> Signup and view all the answers

Which carbon is specifically characterized as the anomeric carbon in ribose?

<p>Carbon 1 in the pyranose form (D)</p> Signup and view all the answers

What is the general formula for monosaccharides?

<p>CnH2nOn (B)</p> Signup and view all the answers

Which statement about monosaccharides is true?

<p>They contain at least one carbonyl group. (A)</p> Signup and view all the answers

Glucose is classified as which type of sugar?

<p>Aldose (B)</p> Signup and view all the answers

What is the result of photosynthesis as represented in the chemical equation?

<p>6CO2 + 6H2O -&gt; C6H12O6 + O2 (A)</p> Signup and view all the answers

What kind of energy storage is associated with carbohydrates?

<p>Stored chemical energy (B)</p> Signup and view all the answers

Which of the following describes the structure of fructose?

<p>It is a ketose sugar. (C)</p> Signup and view all the answers

What is a characteristic of the stereochemistry of monosaccharides?

<p>They can have multiple chiral centers. (D)</p> Signup and view all the answers

How many carbon atoms do typical monosaccharides have?

<p>3 to 6 carbon atoms (D)</p> Signup and view all the answers

Flashcards

Monosaccharide

A type of carbohydrate that contains one sugar molecule.

Haworth Projection

A projection formula that shows a sugar molecule with a cyclic structure.

Fischer Projection

A projection formula that shows a sugar molecule with an open-chain structure.

Anomeric Carbon

The carbon atom that joins the ring and the side chain in Haworth projection and the carbon atom at the top in Fischer projection.

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Converting to Fischer projection

To convert from a Haworth projection to a Fischer projection, draw an open chain of carbon atoms, placing OH groups on the right in the Fischer projection if they were down in the Haworth and left if they were up.

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Ribose

A sugar molecule with a 5-carbon ring structure, found in RNA and DNA.

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Ribose - Pyranose form

The most common form of ribose found in nucleotides, a 6-membered ring.

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Ribose - Furanose form

The 5-membered ring form of ribose, more stable in nucleotides compared to glucose.

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Nucleotides

A key component of nucleotides, which are the building blocks of DNA and RNA.

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Deoxyribose

A sugar with a 5-carbon ring structure found in DNA, similar to ribose but lacks an oxygen atom on the 2' carbon.

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Carbohydrates

A type of biomolecule consisting of carbon, hydrogen, and oxygen atoms, primarily used as an energy source in living organisms.

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Disaccharide

A sugar molecule formed by the combination of two monosaccharides.

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Chiral Centre

A carbon atom with four different groups attached to it, causing the molecule to exist in two mirror-image forms.

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Photosynthesis

The process by which plants convert light energy into chemical energy stored in glucose molecules.

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Amylose

A type of polysaccharide that forms a spiral structure due to the 1,4 glycosidic bonds between glucose units.

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Glycolysis

The process of breaking down glucose to produce energy (ATP) in the body.

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Cellulose

A straight chain polymer of glucose linked by 1,4 glycosidic bonds. It forms the structural material of plants.

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Glycosidic bond

A type of bond that connects carbohydrate monomers together.

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Pyranose

A six-membered ring structure formed by the cyclization of a monosaccharide like glucose.

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Furanose

A five-membered ring structure formed by the cyclization of a monosaccharide.

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Alpha (α) and Beta (β) Anomers

Cyclization of monosaccharides like glucose leads to the formation of two different configurations at the anomeric carbon, alpha (α) and beta (β) forms.

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Equilibrium of Monosaccharide Forms

The relative proportions of each form of the cyclic sugar in solution at equilibrium. For glucose, β-pyranose is the most abundant form, followed by α-pyranose.

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Glycogen/Amylopectin

A type of polysaccharide that is made up of glucose units linked by alpha-1,4 glycosidic bonds and branched by alpha-1,6 glycosidic bonds. It is a storage form of glucose in animals and plants.

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Chitin

A type of polysaccharide that is made up of N-acetylglucosamine units linked by beta-1,4 glycosidic bonds.

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What makes cellulose indigestible?

A type of polysaccharide that is not digestible by humans due to its tight structure and extensive hydrogen bonding. It is found in plant cell walls and is a major source of dietary fiber.

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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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