Carbohydrate Chemistry Basics

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Questions and Answers

Which sugar is classified as a non-reducing sugar?

  • Sucrose (correct)
  • Lactose
  • Maltose
  • Glucose

What distinguishes homopolysaccharides from heteropolysaccharides?

  • Types of glycosidic linkages
  • Composition of building blocks (correct)
  • Presence of proteins
  • Solubility in water

What is the primary structure of glycogen?

  • Uniform linear glucose structure
  • β(1,4) glucose linkage
  • α(1,4) glucose linkage with α(1,6) branching (correct)
  • Branched β(1,6) linkage every 5-8 residues

What is the unbranched form of starch called?

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

What type of bond links b-D-glucose in cellulose?

<p>β-(1,4) glycosidic bond (C)</p> Signup and view all the answers

What type of carbohydrate consists of two monosaccharide units?

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

Which of the following is an example of a pentose monosaccharide?

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

What is the relationship between aldoses and ketoses in monosaccharides?

<p>Aldoses contain a carbonyl group at the end of the carbon chain. (D)</p> Signup and view all the answers

Which of these is not a classification of carbohydrates?

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

What defines polysaccharides?

<p>Contains hundreds of monosaccharide units (B)</p> Signup and view all the answers

What functional groups allow carbohydrate molecules to interact with the aqueous environment?

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

What type of sugars contain at least one asymmetric carbon?

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

Which term describes sugar molecules that differ in configuration at only one chiral center?

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

Which carbohydrate is classified as a hexose?

<p>Glucose (B), Galactose (D)</p> Signup and view all the answers

In which way can carbohydrates combine with proteins?

<p>To form glycoproteins (A)</p> Signup and view all the answers

What are the cyclic forms that aldehydes or ketones can form called?

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

Which disaccharide is made up of glucose and fructose?

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

What is true about reducing sugars?

<p>They contain a reactive carbonyl group. (B)</p> Signup and view all the answers

Which form of monosaccharides is physiologically important?

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

What does the term 'anomeric carbon' refer to in cyclic sugars?

<p>The carbon that determines the alpha or beta configuration. (B)</p> Signup and view all the answers

Which of the following is NOT a type of stereoisomer associated with monosaccharides?

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

Flashcards

Monosaccharides

Simplest carbohydrates with a chemical formula of Cn(H2O)n, characterized by the presence of a polyhydroxyaldehyde (aldose) or a polyhydroxyketone (ketose).

Aldose

The type of monosaccharide with a polyhydroxyaldehyde structure. The aldehyde group is found at one end of the carbon chain.

Ketose

The type of monosaccharide with a polyhydroxyketone structure. The ketone group resides within the carbon chain.

Disaccharide

A carbohydrate composed of two monosaccharides linked by a glycosidic bond.

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Oligosaccharides

Carbohydrates containing 3 to 10 monosaccharide units connected by glycosidic bonds.

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Polysaccharides

Carbohydrates containing hundreds or thousands of monosaccharide units linked by glycosidic bonds.

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Glycosidic Bond

A type of chemical bond that joins two monosaccharides in disaccharides, oligosaccharides, and polysaccharides.

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Glycoconjugates

Carbohydrates can form complex molecules when they combine with lipids to form glycolipids or proteins to form glycoproteins. These molecules are called glycoconjugates.

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Non-reducing sugar

A type of sugar where both anomeric carbons are involved in a glycosidic linkage, preventing them from readily oxidizing. A common example is sucrose.

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Homopolysaccharide

A polysaccharide made up of only one type of monosaccharide building block, like glycogen, which is composed entirely of glucose units.

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Heteropolysaccharide

A polysaccharide made up of different types of monosaccharide building blocks, like glycosaminoglycans, which contain various sugars.

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Glycogen

The major form of energy storage in animals. It's a highly branched polymer of glucose units linked by α(1,4) and α(1,6) bonds.

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Starch

The main form of energy storage in plants. It's similar to glycogen but less branched, with two main forms: amylose (unbranched) and amylopectin (branched).

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Enantiomers

Stereoisomers are molecules with the same chemical formula but different arrangements of atoms in space. Enantiomers are a specific type of stereoisomer that are mirror images of each other.

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Epimers

Epimers are a type of stereoisomer where two sugar molecules differ only in the configuration around one specific chiral center.

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Anomers

Anomers are cyclic forms of monosaccharides that differ in the configuration at the anomeric carbon, which is the carbon atom involved in ring formation. Alpha (α) and beta (β) anomers are the two main forms.

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Reducing Sugars

Reducing sugars have a reactive carbonyl group that can be readily oxidized. This means they can reduce metal ions like Cu+2 to insoluble products. They are often involved in chemical reactions that lead to the formation of other molecules.

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Study Notes

Carbohydrate Chemistry

  • Carbohydrates are compounds with the general formula C : Hâ‚‚O, with a ratio of 1:2:1 for carbon, hydrogen, and oxygen.
  • Common examples of carbohydrates include glycerol, glyceraldehyde, and dihydroxyacetone.
  • Carbohydrates are classified as monosaccharides, disaccharides, oligosaccharides, and polysaccharides.

Carbohydrates Classifications

  • Monosaccharides are the simplest carbohydrates, which can be polyhydroxyaldehydes (aldoses) or polyhydroxyketones (ketoses).
  • Disaccharides consist of two monosaccharide units bonded by glycosidic bonds.
  • Oligosaccharides contain 3-10 monosaccharide units linked by glycosidic bonds.
  • Polysaccharides are larger carbohydrates composed of hundreds of monosaccharides. Examples include glycogen and starch.

Carbohydrate Structure

  • Hydroxyl groups (OH) in carbohydrates allow interaction with aqueous environments.
  • Derivatives of carbohydrates can include nitrogen (N), sulfur (S), and phosphorus (P).
  • Carbohydrates can combine with lipids to form glycolipids and proteins to form glycoproteins (glycoconjugates).

Monosaccharides

  • Monosaccharides are classified based on the number of carbon atoms: Trioses (3 carbons), Tetroses (4 carbons), Pentoses (5 carbons), and Hexoses (6 carbons).
  • Specific examples of monosaccharides and their classifications based in aldehydes (Aldose) and ketones (Ketose) are provided.

Properties of Monosaccharides

  • Physical Properties: They are soluble in water, exhibit optical activity, and have ring or cyclic structures.
  • Chemical Properties: Monosaccharides can undergo oxidation, reduction, reactions with sulfuric acid (Hâ‚‚SOâ‚„), and form osazones. They also exhibit optical isomerism.

Monosaccharides (Continued)

  • Optical Activity: Monosaccharides rotate polarized light due to the presence of chiral carbons (asymmetric carbon atoms).
  • Stereoisomers (Isomers): Different forms of carbohydrates with the same chemical formula but different structures.
  • Enantiomers: Non-superimposable mirror images of each other.
  • Epimers: Stereoisomers that differ in the configuration around only one carbon atom.
  • Anomers: Stereoisomers that differ only at the anomeric carbon (the carbon atom that was part of the aldehyde or ketone).

Monosaccharides (Enantiomers)

  • Monosaccharides can exist in D or L forms based on the configuration of the hydroxyl group on the penultimate carbon.
  • D-forms are physiologically important.

Monosaccharides (Epimers)

  • These are monosaccharides that differ in the configuration around only one carbon.
  • Examples are D-glucose and D-mannose, which differ in their stereochemistry at carbon two.
  • They have a similar structure but differ in the arrangement of the hydroxyl groups around the carbon atoms.

Monosaccharides (Anomers)

  • Cyclic structures of monosaccharides create anomers.
  • Anomers arise from the formation of a cyclic ring (furanose or pyranose) from a linear form.
  • Result in two forms or anomers: α and β.

Disaccharides

  • Two monosaccharides can combine through a glycosidic bond to form disaccharides.
  • Examples of disaccharides include sucrose, lactose, and maltose, each with a specific monosaccharide composition.

Polysaccharides

  • Polysaccharides are large polymers of monosaccharides.
  • Homopolysaccharides contain only one kind of monosaccharide. Examples are glycogen and starch.
    • Glycogen: A highly branched storage polysaccharide in animals, essential for energy storage.
    • Starch: A storage polysaccharide in plants with both branched (amylopectin) and unbranched (amylose) forms.
  • Heteropolysaccharides contain various types of monosaccharides. An example is glycosaminoglycans (GAGs) like hyaluronan, chondroitin sulfates, and heparin.
    • Proteoglycans are molecules comprised of proteoglycans and core proteins predominantly contained in the extracellular matrix (ECM).

Cellulose

  • A structural polysaccharide in plants, with a linear form, and β-D-glucose linked by β (1-4) glycosidic bonds.
    • Cellulose is indigestible by humans, increasing stool bulk and promoting intestinal motility.

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