Carbohydrates and Sugars

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Questions and Answers

What structural characteristic distinguishes a ketose from an aldose?

  • Ketoses form cyclic structures, while aldoses remain linear.
  • Aldoses contain more chiral carbons than ketoses.
  • Aldoses contain a carbonyl group at the end of the carbon chain, while ketoses have it elsewhere. (correct)
  • Ketoses contain a carbonyl group at the end of the carbon chain, while aldoses have it elsewhere.

How many water molecules are associated with a carbohydrate molecule containing six carbon atoms?

  • Three
  • One
  • Twelve
  • Six (correct)

What is the relationship between alpha and beta isomers in cyclic sugars?

  • They only differ in the configuration around the anomeric carbon. (correct)
  • They differ in the total number of carbon atoms.
  • They are the same molecule, just in different states of hydration.
  • They are mirror images of each other.

Which statement best describes the process of mutarotation?

<p>The spontaneous change in optical rotation as alpha and beta isomers equilibrate. (D)</p> Signup and view all the answers

What type of linkage is found in amylose?

<p>Alpha 1-4 (D)</p> Signup and view all the answers

Which of the following best explains why humans cannot digest beta 1-4 linkages?

<p>We lack the necessary enzyme to break them down. (A)</p> Signup and view all the answers

If a carbohydrate molecule has 3 chiral carbons, how many stereoisomers are possible?

<p>8 (C)</p> Signup and view all the answers

What is the significance of non-reducing ends in glycogen?

<p>They facilitate rapid glucose mobilization. (C)</p> Signup and view all the answers

In the context of sugar chemistry, what is an epimer?

<p>A pair of molecules differing in configuration around a single chiral carbon. (D)</p> Signup and view all the answers

During cyclization, what part of the carbohydrate attacks the carbonyl carbon?

<p>A hydroxyl group (A)</p> Signup and view all the answers

Which of the following describes the structure of glycogen?

<p>A branched polymer of glucose with alpha 1-4 linkages in the main chain and alpha 1-6 linkages at branch points. (A)</p> Signup and view all the answers

What is the anomeric carbon in aldoses?

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

How does the branching frequency differ between glycogen and amylopectin?

<p>Glycogen has more frequent branching than amylopectin. (B)</p> Signup and view all the answers

Which of the following polysaccharides is a component of plant cell walls?

<p>Cellulose (A)</p> Signup and view all the answers

What type of carbon is a carbonyl carbon?

<p>A carbon with a double bonded oxygen (D)</p> Signup and view all the answers

Which carbon determines whether a sugar is D or L?

<p>The chiral carbon most distant from the carbonyl carbon. (A)</p> Signup and view all the answers

What is the typical length requirement for carbohydrates to form cyclic structures?

<p>5 or more carbons (A)</p> Signup and view all the answers

Which of the following is the primary function of starch in plants?

<p>Energy storage (A)</p> Signup and view all the answers

What characteristic do amylopectin and amylose share?

<p>They are both homopolysaccharides. (B)</p> Signup and view all the answers

If a hydroxyl group is positioned below the plane of the sugar, is it an alpha or beta isomer?

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

Flashcards

Carbohydrates

Hydrates of carbon

Carbonyl carbon

Carbon with a double bonded oxygen

Epimers

Molecules differing in configuration at a single chiral carbon

Ketose

Carbonyl group anywhere other than the end of the chain

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Aldose

Carbonyl group at the end of the chain

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Anomeric carbon

Carbon that becomes chiral during cyclization

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Mutarotation

Interconversion of alpha and beta forms

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Amylose

Linear homopolysaccharide of glucose with alpha 1-4 linkages

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Amylopectin

Glucose residues with alpha 1-4 linkages and alpha 1-6 branches

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Glycogen

Branched polysaccharide with alpha 1-4 and alpha 1-6 linkages

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Structural Polysaccharides

Beta 1-4 linkages in chitin and cellulose

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Study Notes

Sugars

  • Carbohydrates are hydrates of carbon.
  • For every carbon molecule, there is an associated water molecule.
  • Carbohydrates contain numerous chiral carbons.
  • Stereoisomer amount can be calculated using 2^n, where n equals the number of chiral carbons.
  • D or L sugar determination relies on the chiral carbon furthest from the carbonyl carbon.
  • Carbonyl carbon is a carbon atom with a double-bonded oxygen.
  • Epimers are two molecules differing in configuration at one chiral carbon.
  • Ketose sugars have a carbonyl group located anywhere other than the end of the carbon chain.
  • Aldose sugars have a carbonyl group at the end of the carbon chain.
  • Cyclic structures form with carbohydrates containing 5 or more carbons.
  • Cyclization happens when a hydroxyl group within the sugar attacks the carbonyl carbon.
  • Cyclization always involves a carbonyl group.
  • Anomeric carbon becomes chiral due to cyclization.
  • In aldoses, carbon 1 is anomeric.
  • In ketoses, carbon 2 is anomeric.
  • Alpha and beta isomers differ: a hydroxyl group above the plane of the sugar indicates a beta isomer, while below indicates an alpha isomer.
  • Mutarotation involves the interconversion of alpha and beta forms through a cyclic intermediate.
  • Starch functions as energy storage in plants and is composed of amylopectin and amylose.
  • Amylopectin and amylose are both homopolysaccharides.
  • Amylose is a linear homopolysaccharide with glucose joined by alpha 1-4 linkages.
  • Amylopectin consists of glucose residues connected through alpha 1-4 linkages, with alpha 1-6 branch points occurring approximately every 25 residues.
  • Glycogen is a branched homopolysaccharide with an alpha 1-4 main chain and alpha 1-6 branch points.
  • Glycogen exhibits greater branching frequency, with branches occurring every 9 residues, leading to more non-reducing ends.
  • More non-reducing ends facilitate faster glucose store mobilization.
  • Chitin and cellulose utilize beta 1-4 linkages to form elongated structures.
  • Humans cannot break down beta 1-4 linkages due to the absence of the necessary enzyme.

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