Carbohydrates Chemistry Quiz

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Questions and Answers

What is a primary function of carbohydrates in biological systems?

  • To act solely as structural support
  • To promote the synthesis of hormones
  • To provide energy through oxidation (correct)
  • To serve as a source of genetic information

Which of the following statements accurately describes monosaccharides?

  • They can be hydrolyzed into simpler units
  • They cannot be broken down into simpler sugars (correct)
  • They consist of two monosaccharide units
  • They are exclusively found in proteins

Which classification of carbohydrates includes starch and glycogen?

  • Polysaccharides (correct)
  • Monosaccharides
  • Oligosaccharides
  • Disaccharides

How are aldo sugars primarily characterized?

<p>By the presence of an aldehyde group (A)</p> Signup and view all the answers

Which term refers to carbohydrates that cannot be hydrolyzed into simpler units?

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

What is the chemical composition of carbohydrates based on the elements they contain?

<p>C, H, O (C)</p> Signup and view all the answers

Which of the following is an example of an oligosaccharide?

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

What occurs to excess carbohydrates in the body?

<p>They are converted to fat (A)</p> Signup and view all the answers

What is the number of chiral carbons present in aldotetroses?

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

Which of the following sugars has four chiral carbons?

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

What type of carbohydrate is characterized by the presence of an aldehyde group?

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

In the context of mutarotation, which of the following statements is true?

<p>Anomeric carbon is the 1st carbon in aldoses. (A)</p> Signup and view all the answers

What distinguishes epimers from other stereoisomers?

<p>They differ only in configuration at one specific carbon. (D)</p> Signup and view all the answers

Which of the following is the 4th epimer of glucose?

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

Which monosaccharide is structurally a part of ribonucleic acid (RNA)?

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

What is the principal sugar carried by the blood in normal conditions?

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

What differentiates glycoproteins from mucoproteins based on carbohydrate content?

<p>Glycoproteins have a carbohydrate content of less than 10%, while mucoproteins have more than 10%. (D)</p> Signup and view all the answers

Which of the following statements about heparin is incorrect?

<p>Commercial preparations of heparin are obtained from liver tissues. (B)</p> Signup and view all the answers

What is the primary structure responsible for the synthesis inhibition of the bacterial cell wall by penicillin?

<p>N-acetyl muraminic acid (NAM) and glucosamine (GluNac) (A)</p> Signup and view all the answers

Which of the following is a primary function of hyaluronic acid?

<p>It serves as a lubricant in joint cavities. (A)</p> Signup and view all the answers

Where is chondroitin sulfate primarily found in the human body?

<p>In ground substances of connective tissues. (B)</p> Signup and view all the answers

Which type of isomerism describes compounds with the same molecular formula but differing spatial arrangements?

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

What characteristic defines a chiral carbon?

<p>It is connected to four different groups. (B)</p> Signup and view all the answers

What type of isomer is characterized by having only one chiral carbon difference?

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

Which of the following statements is true regarding the optical activity of substances?

<p>Levorotatory substances are denoted as (-) and rotate light leftward. (D)</p> Signup and view all the answers

How do D- and L- monosaccharides differ in biological systems?

<p>D-monosaccharides can be metabolized; L-monosaccharides cannot. (C)</p> Signup and view all the answers

Which of the following correctly identifies a property that enantiomers do NOT share?

<p>Interaction with polarized light (D)</p> Signup and view all the answers

Which aldotetrose is recognized as the simplest carbohydrate?

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

Which pair of terms describes the relationship between D-lactic acid and its enantiomer?

<p>One is a nutrient, and the other is toxic. (C)</p> Signup and view all the answers

Which sugar is formed from the reduction of fructose?

<p>Sorbitol (B), Mannitol (C)</p> Signup and view all the answers

What is the primary function of phytic acid in the diet?

<p>Form insoluble salts with certain minerals (D)</p> Signup and view all the answers

Which aminosugar is a component of heparin?

<p>Glucosamine-2,6-bisulfate (B)</p> Signup and view all the answers

What is a characteristic feature of D-fructose that distinguishes it from glucose?

<p>It is a ketose (B), Functional group isomer of glucose (D)</p> Signup and view all the answers

Which of the following sugars is incorporated into DNA?

<p>2-Deoxyribofuranose (A)</p> Signup and view all the answers

What happens to glucose when heated with concentrated hydroiodic acid?

<p>It loses all oxygen and converts to Iodohexane (D)</p> Signup and view all the answers

What is the structure formed by mannosamine and pyruvic acid?

<p>N-acetylneuraminic acid (A)</p> Signup and view all the answers

In which form is D-fructose present in semen?

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

Which esters are formed from the hydroxyl groups of monosaccharides?

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

Which type of linkage is formed in glycosides?

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

What property do monosaccharides exhibit when acting as reducing agents in alkaline conditions?

<p>They tautomerize to form enediols (B)</p> Signup and view all the answers

What condition can be linked to the abnormal accumulation of sorbitol?

<p>Cataract of the eye lens (A)</p> Signup and view all the answers

Which aminosugar is part of some blood group antigens?

<p>N-acetylgalactosamine (B)</p> Signup and view all the answers

What is the main chemical change observed in Benedict's reaction?

<p>Reduction of cupric ions while oxidizing the sugar (B)</p> Signup and view all the answers

Which of the following components does not belong in the preparation of Benedict's reagent?

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

What is a significant consequence of the Lobry de Bruyn-Van Ekenstein transformation?

<p>Conversion of glucose to fructose (D)</p> Signup and view all the answers

Flashcards

What are carbohydrates?

Carbohydrates are organic compounds that are made up of carbon, hydrogen, and oxygen. They are classified as polyhydroxy aldehydes or ketones or substances that yield such compounds on hydrolysis.

What are the functions of carbohydrates in the body?

They provide energy through oxidation (breaking down carbohydrates to release energy), supply carbon for the synthesis of cell components, serve as a form of stored chemical energy, form part of the structures of some cells and tissues, and are components of cell membranes and receptors. Excess carbohydrates are converted to fat.

Define monosaccharides.

Monosaccharides are simple sugars that cannot be broken down into simpler units. They are the building blocks for more complex carbohydrates.

What are disaccharides?

Disaccharides are formed when two monosaccharides are joined together by a glycosidic bond, with the loss of a water molecule. Examples include sucrose, lactose, and maltose.

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What are polysaccharides?

Polysaccharides are complex carbohydrates that are made up of many monosaccharide units joined together by glycosidic bonds. They are classified as homopolysaccharides (only one type of sugar) or heteropolysaccharides (different types of sugar).

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What are trioses?

They contain 3 carbon atoms. For example, glyceraldehyde and dihydroxyacetone.

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What are tetroses?

They contain 4 carbon atoms. They are less abundant than other monosaccharides but play a role in various metabolic pathways.

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What are hexoses?

They contain 6 carbon atoms. Examples include glucose, fructose, galactose, and mannose.

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Chiral Carbon

A carbon atom bonded to four different groups. It's like a special carbon center that creates mirror-image versions of molecules.

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Isomers

Molecules with the same molecular formula but different spatial arrangements. They're like twins that look different in the mirror.

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Enantiomers

Mirror images of molecules that can't be superimposed on each other. Think of your left and right hands.

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Epimers

Isomers that differ at only one chiral carbon. Think of two friends who are mostly alike but have different hair colors.

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Anomer

A type of isomer that has a different configuration of the carbonyl group in a cyclic sugar. Think of a change in the sugar's ring structure.

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Aldose-Ketose Isomer

Isomers with the same molecular formula but different functional groups. Think of a sugar with an aldehyde or ketone group.

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Optically Active

Substances that rotate the plane of polarized light. Think of a light beam spinning as it passes through a molecule.

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Glyceraldehyde

The simplest carbohydrate, a 3-carbon sugar with an aldehyde group. It's like the building block of carbohydrates.

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Aldopentose

A five-carbon sugar with three chiral carbons, resulting in eight possible stereoisomers.

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Aldohexose

A six-carbon sugar with four chiral carbons, resulting in sixteen possible stereoisomers.

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Pyranose Form

Cyclic forms of sugars that contain a six-membered ring, resembling a pyran molecule.

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Anomeric Carbon

The carbon in a cyclic sugar that was involved in forming the ring. It's carbon-1 for aldoses and carbon-2 for ketoses.

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Mutarotation of Sugars

The process of interconversion between the alpha and beta anomers of a sugar through the open-chain form.

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Aldose-Ketose Isomerism

Sugars that have the same molecular formula but differ in the functional group at one specific carbon atom.

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D-ribose

A crucial component of RNA and coenzymes such as ATP, NAD, and NADP.

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What is D-Fructose?

D-Fructose is a monosaccharide found in fruit juices and honey. It's obtained from the hydrolysis of starch, cane sugar, maltose, and lactose. It's an isomer of glucose, with the anomeric carbon at C2.

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What is D-Galactose?

D-Galactose is a constituent of galactolipids and glycoproteins. It is found in cell membranes and the extracellular matrix.

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What does the reaction of glucose with concentrated hydroiodic acid reveal?

When glucose is treated with concentrated hydroiodic acid, it loses all its oxygen and converts to iodohexane. This proves that glucose has a linear structure, without any branching.

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How do monosaccharides form esters?

Monosaccharide -OH groups react with acids like phosphoric acid, sulfuric acid, acetic acid, benzoic acid, etc., to form esters. Phosphate esters like glucose-1-phosphate and glucose-6-phosphate are crucial in glucose metabolism. Sulfate esters like galactose-3-sulfate also have biological significance.

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Why are monosaccharides reducing agents in alkaline medium?

Monosaccharides are powerful reducing agents in alkaline conditions. The free aldehyde or keto group tautomerizes to form a reactive enediol group. This reaction is known as the Lobry de Bruyn-Van Ekenstein transformation.

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What happens to sugars in the presence of oxidizing agents?

In the presence of oxidizing agents like cupric ions, sugars break at the double bond of the enediol group, forming a mixture of carboxylic acids. This reaction is the basis for Benedict's test.

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What is Benedict's test and how does it work?

Benedict's reagent is a blue solution containing copper sulfate, sodium carbonate, and sodium citrate. It detects the presence of sugars with free aldehyde or ketone groups. In the reaction, cupric ions are reduced, forming a red copper(I) oxide precipitate. This is the basis for diagnosing diabetes mellitus by testing glucose in urine.

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What is Tollen's test and how does it work?

Tollen's test uses ammoniacal silver nitrate solution. Sugars reduce this solution to metallic silver, forming a silver mirror on the test tube walls.

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What are glycoproteins?

A type of carbohydrate that is formed when long chains of sugars are linked to a protein molecule.

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What are mucoproteins?

A special type of glycoprotein where the sugar content is very high (more than 10%).

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Describe the main components of bacterial cell walls.

The main building blocks of bacterial cell walls are repeating units of N-acetylmuramic acid (NAM) and N-acetylglucosamine (GluNac).

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How does penicillin work against bacteria?

Penicillin works by inhibiting the synthesis of the complex polysaccharides found in bacterial cell walls, effectively preventing the bacteria from building their protective barriers and leading to their death.

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What is hyaluronic acid and what is its function?

Hyaluronic acid is a type of mucopolysaccharide found in connective tissues, tendons, synovial fluid, vitreous humor, and other bodily fluids. It acts as a lubricant in joints, providing smooth movement between bones.

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Sugar Reduction

Reducing agents like Na-amalgam or H2 convert sugars into corresponding alcohols. For example, glucose forms sorbitol, fructose forms both sorbitol and mannitol, and galactose forms dulcitol.

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Phytic Acid

The hexaphosphoric ester of inositol. It forms insoluble salts with essential minerals like calcium, magnesium, iron, and copper. This hinders their absorption from the diet, potentially impacting nutrient availability.

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Deoxysugars

Deoxysugars are modified sugars where an -OH group is replaced by a hydrogen atom. 2-deoxyribofuranose is a vital component of DNA, while L-fucose and 6-deoxy-L-galactose play crucial roles in cell membranes and blood group antigens.

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Aminosugars

Aminosugars are formed by replacing the -OH group at C2 of a monosaccharide with an amino (NH2) group. They are crucial components of GAGs and some glycolipids. They can be further modified by acetylation and sulfation.

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Aminosugar Acids

Aminosugars linked to 3-carbon acids. They are important components of cell membranes and play vital roles in cell recognition and interaction.

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Glycosides

Glycosides are formed when a sugar's anomeric carbon reacts with alcohols or phenols. The sugar involved determines the name, and the linkage is named after the sugar.

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Fructosidic Linkage

A type of glycosidic linkage where the sugar involved is fructose. This is common in disaccharides like sucrose.

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Study Notes

Carbohydrates Chemistry

  • Carbohydrates are polyhydroxy aldehydes or ketones, or substances that yield such compounds on hydrolysis.
  • They include sugars, starches, and substances like bread, pasta, and rice.
  • Carbohydrates are composed of carbon, hydrogen, and oxygen. The elements are referred to as carbon hydrates.
  • Carbohydrates provide tremendous biological importance
  • They have a crucial role in energy oxidation, synthesis of components, storing chemical energy, and forming part of the cell structure, among other functions.
  • They are associated with living organisms.

Classification of Carbohydrates

  • Monosaccharides (simple sugars): Cannot be further hydrolyzed into simpler units. Examples include glucose, galactose, ribose.
  • Disaccharides: Two monosaccharides linked together via a dehydration reaction. Examples include sucrose, maltose.
  • Trisaccharides: Three monosaccharides linked together.
  • Oligosaccharides: Contain from two to ten monosaccharide units.
  • Polysaccharides: Composed of more than ten monosaccharide units. Examples include starch, glycogen.
    • Homopolysaccharides: Contain only one type of sugar monomer.
    • Heteropolysaccharides: Contain different types of sugar monomers.

Monosaccharides Classification

  • Classified by the number of carbon atoms (trioses, tetroses, pentoses, hexoses, heptoses).
  • Classified by their carbonyl group (aldehydes or ketones):
    • Aldoses: Contain an aldehyde group.
    • Ketoses: Contain a ketone group.
    • Examples include glucose, fructose, ribose, deoxyribose (in DNA), galactose

Physical Properties of Monosaccharides

  • Sweet taste
  • Solids at room temperature.
  • Extremely soluble in water.
  • High molecular weights.
  • Glucose can dissolve in minute amounts of water to make a syrup (1g/1ml Hâ‚‚O).

Relative Sweetness of Sugars

  • Fructose is the sweetest monosaccharide, around 73% sweeter than sucrose.
  • Other sugars have varying degrees of sweetness, relative to sucrose (1.00).

D and L Isomers

  • Enantiomers: Mirror images of each other.
  • Carbohydrates are designated as D or L based on the stereochemistry of the highest numbered chiral carbon.
  • D-sugars are the more common form found in nature.

Mutarotation

  • Alpha- and beta-anomers of monosaccharides can interconvert in solution.
  • This process is known as mutarotation.

Reactions of Monosaccharides

  • Hydrolysis: Breaking down disaccharides or polysaccharides into monosaccharides.
  • Oxidation: Changing the aldehyde or ketone group into a carboxylic acid.
  • Reduction: Converting an aldehyde or ketone to an alcohol.
  • Sugar Ester Formation Formation of esters with acids.
  • Osazone Formation: Formation of osazones, which can be used to identify specific sugars.

Other Sugar Derivatives

  • Amino Sugars: Monosaccharides with an amino group instead of a hydroxyl group.
  • Glycosides: Monosaccharides covalently bonded to other molecules (aglycon).
  • Amino Sugar Acids:
  • Deoxysugars: Monosaccharides where one or more oxygen atoms have been replaced by hydrogen atoms.
  • Phytic Acid: An important chemical found in natural foods.

Important Glycosides

  • Some Cardiac Glycoside examples include Digitoxin and digoxin (obtained from different types of digitalis herbs)

Disaccharides

  • They are formed of two monosaccharides by glycosidic linkages. Sucrose, Lactose, Maltose, Isomaltose are examples.
  • Cellobiose, trehalose

Polysaccharides

  • They are macromolecules, formed by joining a large number of monosaccharide units.
  • Starch, Glycogen, Cellulose, Dextrans, Inulin.

Other Carbohydrates

  • Heparin: anticoagulant
  • Hyaluronic acid: connective tissue, synovial fluid as a component of joint lubricants.
  • Chondroitin sulphate: present as ground substance in connective tissues

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