Carbohydrates
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Questions and Answers

Which statement accurately describes the general chemical formula of carbohydrates?

  • (CHOâ‚‚)â‚™, indicating oxides of carbon and hydrogen
  • (Câ‚‚Hâ‚‚Oâ‚‚)â‚™, indicating dioxides of carbon and hydrogen
  • (Câ‚‚Hâ‚‚O)â‚™, indicating dehydrates of carbon
  • (CHâ‚‚O)â‚™, indicating hydrates of carbon (correct)

Which of the following is NOT a primary function of carbohydrates in biological systems?

  • Acting as catalysts in enzymatic reactions (correct)
  • Long-term energy storage as starches
  • Playing roles in cellular recognition and adhesion
  • Structural components in cell walls of plants and bacteria

How does the classification of carbohydrates differ between monosaccharides, oligosaccharides, and polysaccharides?

  • Based on the presence of nitrogen, phosphorus, or sulfur
  • Based on whether they contain an aldehyde or ketone group
  • Based on the number of monosaccharide units they contain (correct)
  • Based on their ability to be hydrolyzed into smaller sugars

Oligosaccharides, by definition, always consist of more than ten monosaccharide units.

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

What structural feature distinguishes aldoses from ketoses?

<p>the position of the carbonyl group</p> Signup and view all the answers

A carbohydrate containing six carbon atoms is classified as a(n) __________.

<p>hexose</p> Signup and view all the answers

Match the carbohydrate class with its defining characteristic:

<p>Monosaccharide = Single sugar unit that cannot be hydrolyzed further Disaccharide = Composed of two monosaccharide units linked together Polysaccharide = Large polymer consisting of many monosaccharide units Oligosaccharide = Carbohydrate composed of 3-10 monosaccharide units</p> Signup and view all the answers

What is the significance of isomerism in monosaccharides regarding their biological functions?

<p>Structural differences due to isomerism can significantly alter their properties and biological roles. (D)</p> Signup and view all the answers

How are enantiomers of monosaccharides designated, and what structural feature determines this designation?

<p>Designated as D- and L- based on the orientation of the hydroxyl group on the chiral carbon farthest from the carbonyl group. (D)</p> Signup and view all the answers

In nature, L-sugars are more commonly found in biological systems than D-sugars.

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

Define epimers and provide a specific example.

<p>Epimers are sugars that differ in configuration at only one chiral carbon. An example is D-glucose and D-galactose, differing only at carbon 4.</p> Signup and view all the answers

__________ are special epimers that differ at the hemiacetal carbon, which is carbon 1 in aldoses.

<p>Anomers</p> Signup and view all the answers

Match the anomeric form with the position of the hydroxyl (OH) group relative to the CHâ‚‚OH group in a cyclic monosaccharide:

<p>α-anomer = OH group is trans to the CH₂OH group β-anomer = OH group is cis to the CH₂OH group</p> Signup and view all the answers

What chemical process leads to the formation of a hemiacetal in monosaccharides, and why is this significant?

<p>A reaction where the carbonyl group reacts with a hydroxyl group within the same molecule, leading to ring formation. (B)</p> Signup and view all the answers

Define mutarotation and explain its significance in the context of monosaccharides.

<p>The spontaneous interconversion between α- and β-anomers of a sugar in solution, leading to a change in optical rotation. (B)</p> Signup and view all the answers

The α-anomer is characterized by the OH group pointing 'up' in the Haworth projection of a cyclic sugar.

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

Describe the formation of a glycosidic bond.

<p>A glycosidic bond is formed when a hydroxyl group from one monosaccharide reacts with a hydroxyl group on another, releasing a molecule of water in a condensation reaction.</p> Signup and view all the answers

Sugars that can donate electrons to other molecules, as in Fehling’s reaction, are known as __________ sugars.

<p>reducing</p> Signup and view all the answers

Match each monosaccharide to its common biological role:

<p>D-glucose = Primary energy source for cells D-fructose = Metabolic intermediate and sweetener D-galactose = Component of lactose (milk sugar)</p> Signup and view all the answers

Why is sucrose considered a non-reducing sugar?

<p>Because it lacks free aldehyde or ketone groups due to the involvement of both anomeric carbons in the glycosidic bond. (B)</p> Signup and view all the answers

What change occurs in Fehling’s reaction when a reducing sugar is present, and how is this observed?

<p>The sugar reduces copper(II) ions to copper(I) oxide, leading to a color change. (C)</p> Signup and view all the answers

Hexose derivatives are formed exclusively through reactions with alcohols.

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

Define a glycoside and give an example of its role.

<p>A glycoside is a compound formed when a hexose reacts with a compound such as an alcohol. Glycosides play roles in cell signaling and structure.</p> Signup and view all the answers

A __________ is a protein to which carbohydrates are covalently attached.

<p>glycoprotein</p> Signup and view all the answers

Match the term with its correct definition related to carbohydrate structure:

<p>Aldose = Monosaccharide with an aldehyde group Ketose = Monosaccharide with a ketone group Enantiomer = Non-superimposable mirror-image isomers Epimer = Isomers differing in configuration at one chiral carbon</p> Signup and view all the answers

How do carbohydrates contribute to energy storage in living organisms?

<p>They are converted into fats and stored as glycogen or starch. (C)</p> Signup and view all the answers

What role does cellulose play in providing structural support in plants?

<p>It is a major component of the cell wall, providing strength and rigidity. (C)</p> Signup and view all the answers

Glycoproteins play a limited role in cell recognition and communication.

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

Describe how blood groups (A, B, AB, and O) are determined at the molecular level.

<p>Blood groups are determined by differing carbohydrate structures on the surface of red blood cells.</p> Signup and view all the answers

When carbohydrates are consumed in excess, the body converts them into __________ for long-term energy storage.

<p>fat</p> Signup and view all the answers

Match each disaccharide with its constituent monosaccharides:

<p>Sucrose = Glucose + Fructose Lactose = Glucose + Galactose Maltose = Glucose + Glucose</p> Signup and view all the answers

How do cells prevent excessive osmotic pressure when storing glucose, and what form does the glucose take?

<p>By storing glucose as large, insoluble polymers like glycogen or starch. (B)</p> Signup and view all the answers

What structural feature of glycogen enables rapid glucose release when needed?

<p>Its extensive branching via α-1,6 glycosidic bonds, providing multiple points for enzymatic cleavage. (A)</p> Signup and view all the answers

Amylose, a component of starch, is characterized by its branched structure with both α-1,4 and α-1,6 glycosidic bonds.

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

Describe the key structural difference between cellulose and chitin and their respective functional roles.

<p>Cellulose is composed of glucose units linked by β-1,4 glycosidic bonds, providing rigidity to plant cell walls, whereas chitin is similar but has an acetylated amino group, forming strong, lightweight structures in fungal cell walls and arthropod exoskeletons.</p> Signup and view all the answers

A bacterial cell wall contains a unique heteropolymer called __________ made of alternating N-acetylglucosamine (NAG) and N-acetylmuramic acid (NAM).

<p>peptidoglycan</p> Signup and view all the answers

Match each type of glycoconjugate with its primary function:

<p>Glycoproteins = Involved in cell recognition, immune response, and signaling Proteoglycans = Provide structural support in cartilage and connective tissues Glycolipids = Involved in cell recognition and immune responses in cell membranes</p> Signup and view all the answers

How do viruses exploit carbohydrates in the context of host cell infection?

<p>Viruses use carbohydrates to bind to specific receptors on host cells, facilitating entry. (B)</p> Signup and view all the answers

What role do altered carbohydrate patterns on cancer cells play in cancer research and potential treatments?

<p>They are studied to identify unique markers that can be targeted for novel cancer treatments. (C)</p> Signup and view all the answers

Lipopolysaccharides (LPS) are commonly found in Gram-positive bacteria and trigger weak immune responses.

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

Define peptidoglycans and explain their primary function in bacterial cells.

<p>Peptidoglycans are heteropolymers found in bacterial cell walls, made of alternating NAG and NAM units linked by β-1,4 bonds. They provide strength and protection against external stressors and antibiotics.</p> Signup and view all the answers

__________ are lipids with attached carbohydrates found in cell membranes that play roles in cell recognition and immune responses.

<p>Glycolipids</p> Signup and view all the answers

Match the polysaccharide with its biological role:

<p>Cellulose = Provides structural support in plant cell walls Glycogen = Serves as the primary short-term energy storage in animal cells Starch = Functions as the principal energy reserve in plant tissues Chitin = Composes exoskeletons of insects and cell walls of fungi</p> Signup and view all the answers

In the context of carbohydrate chemistry, which statement accurately distinguishes between epimers and anomers?

<p>Epimers differ at a single chiral carbon, whereas anomers are a specific type of epimer differing at the hemiacetal or hemiketal carbon formed during cyclization. (B)</p> Signup and view all the answers

Sucrose is classified as a reducing sugar because its glycosidic bond involves the anomeric carbons of both glucose and fructose, which allows it to freely donate electrons in Fehling’s reaction.

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

Explain how the structural differences between amylose and amylopectin contribute to their distinct roles in plant energy storage.

<p>Amylose is a linear polymer that forms a helical structure, allowing for denser packing but slower glucose release. Amylopectin is highly branched, which provides more non-reducing ends for faster enzymatic breakdown and glucose release, making energy mobilization quicker but packing less efficient.</p> Signup and view all the answers

In bacterial cell walls, peptidoglycans are composed of alternating units of N-acetylglucosamine (NAG) and ________, which are cross-linked to provide structural integrity and protection.

<p>N-acetylmuramic acid (NAM)</p> Signup and view all the answers

Match each polysaccharide with its primary function:

<p>Glycogen = Short-term energy storage in animals Cellulose = Structural component of plant cell walls Chitin = Structural component of fungal cell walls and arthropod exoskeletons Starch = Energy storage in plants</p> Signup and view all the answers

Flashcards

What are Carbohydrates?

Organic compounds with the formula (CHâ‚‚O)â‚™, essential for energy storage and structural components.

Monosaccharides

Simplest sugars that cannot be hydrolyzed into smaller sugars.

Oligosaccharides/Disaccharides

Carbohydrates consisting of 2–10 monosaccharide units.

Polysaccharides

Large polymers used for long-term energy storage or as structural components

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Aldoses

Carbohydrates with an aldehyde group at the end of the molecule.

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Ketoses

Carbohydrates containing a ketone group.

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Isomerism

Molecules with the same molecular formula but different structures.

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Enantiomers

Mirror-image isomers.

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Epimers

Sugars that differ at only one specific carbon.

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Anomers

Special epimers that form when a sugar goes from a straight-chain to a ring.

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D-Sugars

OH group on the right in enantiomers.

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L-Sugars

OH group on the left in enantiomers.

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α (alpha) anomer

OH group is opposite to the CHâ‚‚OH group (trans) in ring form.

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β (beta) anomer

OH group is on the same side as the CHâ‚‚OH group (cis) in ring form.

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Hemiacetal Formation

Ring structure formed when the carbonyl group reacts with a hydroxyl group within the same molecule.

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Mutarotation

The α- and β- forms of the sugar can interconvert in solution.

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Glycosidic Bonds

Monosaccharides link together through these bonds, formed by a condensation reaction.

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Reducing Sugars

Sugars with free aldehyde or ketone groups that can act as reducing agents.

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Fehling’s Reaction

Chemical test used to distinguish reducing sugars from non-reducing sugars.

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Most Common Monosaccharides

Include D-glucose, D-fructose, and D-galactose, which serve as primary energy sources.

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Hexose Derivatives

Hexoses react with compounds to form glycosides, amino sugars, and sugar phosphates.

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Monosaccharide

The simplest form of carbohydrate; a single sugar unit.

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Oligosaccharide/Disaccharide

Carbohydrates composed of a few (2–10) monosaccharide units.

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Polysaccharide

A large, complex carbohydrate composed of many monosaccharide units.

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Aldose

A monosaccharide with an aldehyde group

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Ketose

A monosaccharide with a ketone group

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Enantiomer

Non-superimposable mirror images of each other.

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Epimer

Stereoisomer that differs in configuration at only one specific chiral carbon.

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Hemiacetal

Cyclic form of a sugar from the reaction of aldehyde (or ketone) with an –OH group.

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Anomer

Subtype of epimer that specifically differs at the hemiacetal carbon.

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Mutarotation

Interconversion between the α and β anomers of a sugar in solution.

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O-Glycosidic Bonds

Covalent bonds that link monosaccharide units together via an oxygen atom.

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Reducing Sugar

Sugar with a free aldehyde or ketone group capable of acting as a reducing agent.

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Reducing End

End of a carbohydrate chain with a free aldehyde or ketone group.

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Carbohydrates

Biomolecules composed of carbon, hydrogen, and oxygen, typically in a 1:2:1 ratio.

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Short-term energy storage

Stored in the body as glycogen in animals and as starch in plants.

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Long-term energy storage

Converted into fat (lipids) for long-term storage.

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Cellulose

Major component of plant cell walls, providing plants strength and rigidity.

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Chitin

Forms protective exoskeletons and fungal cell walls.

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Glycoproteins

Proteins attached to carbohydrates that help recognize self vs. foreign cells.

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Glycoproteins

Proteins that have carbohydrates covalently attached.

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Glycoproteins Function

Attached carbohydrates affect cell recognition, immune response, and signaling

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Glycolipids

Lipids with attached carbohydrates found in cell membranes.

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Carbohydrates in Disease

Used by viruses to bind to host cells

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Study Notes

  • Carbohydrates are organic compounds with the general formula (CHâ‚‚O)â‚™, hydrates of carbon.
  • They are polyhydroxy aldehydes or ketones, sometimes containing nitrogen, phosphorus, or sulfur.
  • Carbohydrates are vital for energy storage, structural components, and cellular signaling.

Classes of Carbohydrates

  • Monosaccharides are the simplest sugars.
  • Oligosaccharides consist of 2–10 monosaccharide units.
  • Polysaccharides are large polymers for long-term energy storage or structural components.

Carbohydrate Nomenclature

  • Carbohydrates are named as aldoses or ketoses based on the carbonyl group.
  • Aldoses have an aldehyde group (e.g., D-glucose).
  • Ketoses contain a ketone group (e.g., fructose).
  • Carbohydrates are classified by carbon number: triose (3C), tetrose (4C), pentose (5C), hexose (6C), and heptose (7C).

Structure of Monosaccharides

  • Isomerism: Molecules with the same formula but different structures.
  • Enantiomers are mirror images labeled as D- and L- based on the hydroxyl group orientation on the chiral carbon farthest from the carbonyl group.
    • D-sugars have the OH group on the right.
    • L-sugars have the OH group on the left.
  • Most naturally occurring sugars are D-sugars.
  • Epimers differ at one specific carbon.
    • D-glucose and D-galactose differ at carbon 4.
  • Anomers are epimers formed when a sugar goes from a straight-chain to a ring.
    • α-anomer: OH group is opposite to the CHâ‚‚OH group (down).
    • β-anomer: OH group is on the same side as the CHâ‚‚OH group (up).

Hemiacetal Formation and Mutarotation

  • Monosaccharides form rings when the carbonyl group reacts with a hydroxyl group.
  • Mutarotation is the interconversion between α- and β- forms in solution.

Bonding Within and Between Monosaccharides

  • Monosaccharides link together through O-glycosidic bonds via a condensation reaction.
  • Reducing sugars have free aldehyde or ketone groups that can act as reducing agents.
  • Sucrose is a non-reducing sugar because its glycosidic bond involves the anomeric carbons of both glucose and fructose.

Fehling’s Reaction

  • Fehling’s reaction distinguishes reducing sugars from non-reducing sugars via a color change.

Common Monosaccharides and Their Derivatives

  • Common monosaccharides include D-glucose, D-fructose, and D-galactose.
  • Hexoses react to form glycosides, amino sugars, and sugar phosphates.
  • These derivatives play roles in cell signaling, energy storage, and structural polymers.

Key terms

  • Monosaccharide: A single sugar unit.
  • Oligosaccharide/Disaccharide: Carbohydrates with 2–10 monosaccharide units.
  • Polysaccharide: A complex carbohydrate with many monosaccharide units
  • Aldose: Monosaccharide with an aldehyde group.
  • Ketose: Monosaccharide with a ketone group.
  • Enantiomer: Non-superimposable mirror images.
  • Epimer: Stereoisomers differing at one chiral carbon.
  • Hemiacetal: Cyclic form of a sugar.
  • Anomer: Epimer differing at the hemiacetal carbon
  • Mutarotation: Interconversion between α and β anomers.
  • O-Glycosidic Bonds: Covalent bonds linking monosaccharides via oxygen.
  • Reducing Sugar: Sugar with a free aldehyde or ketone group.
  • Reducing End: End of a carbohydrate chain with a free aldehyde or ketone group.

Carbohydrates: Structure, Function, and Linkages

  • Simple carbohydrates link to form complex carbohydrates.
  • Carbohydrates link to proteins to form glycoproteins.
  • Bonding affects carbohydrate functions like storage, structure, and recognition

Carbohydrates and Their Functions

  • Carbohydrates are composed of carbon, hydrogen, and oxygen (1:2:1 ratio).
    • Energy Storage: Primary energy source for organisms.
      • Short-term: Glucose stored as glycogen (animals) and starch (plants).
      • Long-term: Excess carbohydrates convert to lipids (fat).
    • Structural Support:
      • Cellulose in plant cell walls provides rigidity.
      • Chitin in fungi and arthropods forms exoskeletons.
    • Cell Recognition and Communication:
      • Glycoproteins recognize self vs. foreign cells.
      • Blood groups are determined by surface carbohydrates.
    • Cell Adhesion: Aids tissue formation and immune cell travel.
    • Signaling Molecules: Glycoproteins and glycolipids enable signal transduction.

Forming Complex Carbohydrates

  • Simple sugars (monosaccharides) link to form larger structures.
    • Monosaccharides: Single sugar molecule (e.g., glucose, fructose).
    • Disaccharides: Two monosaccharides bonded via a glycosidic bond.
      • Sucrose = glucose + fructose.
      • Lactose = glucose + galactose.
      • Maltose = glucose + glucose
    • Oligosaccharides: Short chains of 3–10 monosaccharides for signaling.
    • Polysaccharides: Long chains of monosaccharides.
      • Storage polysaccharides:
        • Glycogen (animals) – stored in liver and muscle cells.
        • Starch (plants) – for energy use.
      • Structural polysaccharides:
        • Cellulose (plant cell walls) – rigidity.
        • Chitin (fungi and arthropods) – protective structures.

Carbohydrate Storage in Cells

  • Glucose stored as polymers to prevent osmotic pressure.
    • Polysaccharides prevent osmotic pressure, efficiently pack, and remain insoluble.
    • Glycogen (animals): Branched polymer with α-1,6 glycosidic bonds for rapid glucose release.
    • Starch (plants): Consists of amylose (unbranched) and amylopectin (branched).

Structural Polysaccharides

  • Cellulose (plant cell walls): β-1,4 glycosidic bonds form rigid fibers, humans cannot digest it.
    • Chitin (fungi and arthropods): Acetylated amino group at C-2 position.

Carbohydrates Linked to Proteins

  • Glycoproteins: Proteins with attached carbohydrates for recognition and signaling.
    • Important in blood groups and protective mucus.
    • Proteoglycans: High carbohydrate content for structural support.
    • Peptidoglycans (bacterial cell walls): Alternating NAG and NAM linked by β-1,4 bonds.

Other Glycoconjugates

  • Glycolipids: Lipids with attached carbohydrates in cell membranes.
    • Involved in cell recognition and immune responses.
    • Lipopolysaccharides (LPS): Trigger immune responses.

Carbohydrates in Disease and Medicine

  • Viruses use carbohydrates to bind to host cells.
  • Cancer cells have altered carbohydrate patterns.

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Explore carbohydrates: organic compounds vital for energy and structure. Learn about monosaccharides, oligosaccharides, and polysaccharides. Understand carbohydrate nomenclature, aldoses, ketoses, and isomerism.

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