Monosaccharides Structure Quiz

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Questions and Answers

What is the significance of prefixes tri-, tetr-, pent- in a monosaccharide?

  • Indicate the number of carbon atoms (correct)
  • Indicate the type of isomerism
  • Indicate the type of sugar
  • Indicate the type of ring structure

What is characteristic of dihydroxyacetone?

  • It has no optical activity
  • It is a ketotriose (correct)
  • It has a chiral carbon
  • It is an aldohexose

What is the purpose of Fischer's projection and Haworth's formation?

  • To show the alpha- and beta- anomers of monosaccharides
  • To show the pyranose and furanose ring structures
  • To show the D- and L- forms of monosaccharides
  • To show the linear and cyclic forms of monosaccharides (correct)

What is the result of monosaccharides having asymmetric carbon atoms?

<p>They become optically active (B)</p> Signup and view all the answers

What is the standard reference molecule used in carbohydrate chemistry?

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

What is the reason for monosaccharides forming rings?

<p>To increase their stability (B)</p> Signup and view all the answers

Which monosaccharide is a structural isomer of glucose?

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

What component leads to cataract if in excess due to enzyme deficiency?

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

Which disaccharide is commonly known as 'table sugar'?

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

Which monosaccharide is a major source of dairy products like milk?

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

In which type of proteins are L-arabinose and L-fucose commonly found?

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

Which type of bond is formed between two monosaccharides when joined together?

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

What type of bond connects the glucose and fructose molecules in sucrose?

<p>α(1à2)β glycosidic bond (C)</p> Signup and view all the answers

What is the main function of oligosaccharides in the cell membrane?

<p>Cell recognition and adhesion (D)</p> Signup and view all the answers

Which type of sugar is less sweet and less soluble, found in mammalian milk?

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

What do blood group ABO substances represent on the surface of red blood cells?

<p>ABO blood group determinants (D)</p> Signup and view all the answers

Which sugar is a 6-carbon L-sugar in the chain gal - nag – gal – fuc?

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

How are polysaccharides characterized in terms of their size?

<p>More than 10 monosaccharide units (B)</p> Signup and view all the answers

What is the main component of chitin?

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

Which polymer is recommended for the prevention and management of osteoarthritis?

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

In which polysaccharide is an anticoagulant found that is used in preventing blood clotting after surgery?

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

What is the second type of monosaccharide present in heparin?

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

Which polysaccharide is used in artificial skin and is composed of glucuronic acid and N-acetylgalactosamine?

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

What type of glycosidic bonds are present in chitin?

<p>Beta (β1-4) (C)</p> Signup and view all the answers

What type of polysaccharides contain only α-glucose units?

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

Which molecule is a mixture of amylose (20%) and amylopectin (80%)?

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

How are glucose units linked in amylopectin?

<p>By α-1,4 glycosidic bonds (C)</p> Signup and view all the answers

Which heteropolysaccharides are commonly called glycosaminoglycans or mucopolysaccharides?

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

What is the primary function of glycogen?

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

What is the difference between ribose and deoxyribose?

<p>Ribose lacks an OH group at C-2, deoxyribose has an OH group at C-2 (C)</p> Signup and view all the answers

Flashcards

Monosaccharides

The simplest form of carbohydrates, consisting of a single sugar molecule.

Triose

A monosaccharide with three carbon atoms.

Aldohexose/Aldopentose

A monosaccharide with six/five carbon atoms and an aldehyde group.

Cyclic form of monosaccharides

The ring-shaped form of monosaccharides, more stable than the linear form.

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Haworth projection

A way to represent the cyclic structure of monosaccharides.

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Isomerism in carbohydrates

Different arrangements of the same atoms in a sugar molecule.

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Aldose-ketose isomerism

Isomerism based on the presence of an aldehyde or ketone group.

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D- and L- forms

Stereoisomers of sugars based on the position of the hydroxyl group on the chiral carbon furthest from the carbonyl group.

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Enantiomers

Stereoisomers that are mirror images of each other.

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Disaccharides

Carbohydrates formed from two monosaccharides linked by a glycosidic bond.

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Glycosidic bond

The bond formed between two monosaccharides in a disaccharide.

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Hydrolysis of disaccharides

The process of breaking a glycosidic bond in a disaccharide to form monosaccharides.

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Sucrose

A disaccharide composed of glucose and fructose.

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Maltose

A disaccharide composed of two glucose molecules.

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Lactose

A disaccharide composed of glucose and galactose.

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Oligosaccharides

Carbohydrates containing 3-10 monosaccharides.

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Polysaccharides

Large carbohydrates with more than 10 monosaccharide units.

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Chitin

A structural polysaccharide found in exoskeletons.

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Hyaluronic acid

A polysaccharide found in connective tissue providing lubrication.

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Heparin

A polysaccharide used as an anticoagulant.

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Study Notes

Monosaccharides

  • Prefixes tri-, tetr-, pent- indicate the number of carbon atoms in the monosaccharide
  • Simplest monosaccharides are trioses: glyceraldehyde (aldotriose) and dihydroxyacetone (ketotriose)
  • Most carbohydrates of interest in human biochemistry are aldohexoses or aldopentoses
  • Monosaccharides can exist in linear and cyclic forms
  • Cyclic form can be represented in Haworth's formation or chair conformation
  • Linear form is not very stable, so pentoses and hexoses tend to form rings for improved stability

Classification of Isomerism

  • Aldose-ketose isomerism
  • D- and L- forms
  • Enantiomers, diastereomers, epimers
  • Pyranose and furanose ring structures
  • α- and β- anomers (anomerism)

Monosaccharide Structure

  • Monosaccharides possess stereogenic centers (asymmetric carbon atoms)
  • All carbohydrates contain at least one asymmetrical (chiral) carbon, except for dihydroxyacetone
  • Glyceraldehyde is the standard reference molecule, and its presence confers optical activity
  • Hormones such as insulin and glucagon are related to diabetes mellitus

Important Monosaccharides

  • Fructose (C6H12O6): fruit sugar, sweeter than glucose, and has a structural isomerism with glucose
  • Galactose (C6H12O6): found in dairy products, a component of lactose and glycoproteins in brain and nerve tissue
  • Galactosemia: excess galactose results in cataract due to enzyme deficiency

Disaccharides

  • Formed via condensation/dehydration reactions
  • A H2O molecule is removed (condensation) from a pair of monosaccharide molecules when joined together
  • The bond formed between 2 monosaccharides is called a glycosidic bond (O-glycosidic bond)
  • Disaccharides can be hydrolyzed to form monosaccharide sub-units (reverse reaction)

Examples of Disaccharides

  • Sucrose: glucose + fructose, commonly called "table sugar"
  • Maltose: glucose + glucose, used to make malted candy
  • Lactose: glucose + galactose, found in cow's milk

Oligosaccharides

  • Contain 3-10 monosaccharide molecules which are liberated on hydrolysis
  • Functions include cell recognition and cell adhesion in the cell membrane
  • Normally present as glycans: oligosaccharide chains are linked to lipids or to amino acid side chains in proteins, by N- or O-glycosidic bonds
  • Blood groups ABO substances are oligosaccharides present in most cells of the body and in certain secretions

Polysaccharides

  • Large molecules > 10 monosaccharide units
  • Joined by O-glycosidic linkages in one continuous chain or the chain may be branched
  • Examples: chitin, hyaluronic acid, chondroitin sulfate, dermatan sulfate, keratan sulfate, and heparin

Examples of Polysaccharides

  • Chitin: second most abundant polysaccharide in nature, found in crustaceans and insects, used as surgical thread that biodegrades as a wound heals
  • Hyaluronic acid (hyaluronate): found in synovial fluid in joints, eye, and in connective tissues, provides lubrication and shock absorption
  • Heparin: anticoagulant used in preventing blood clotting after surgery and in blood sample tubes
  • Chondroitin 6-sulphate: found in connective tissues, tendons, and cartilage, used in artificial skin and recommended for the prevention and management of osteoarthritis

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