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Questions and Answers
What is glucosamine derived from?
What is glucosamine derived from?
What type of acid is produced by the oxidation of both the aldehyde and the last CH2OH group in a monosaccharide?
What type of acid is produced by the oxidation of both the aldehyde and the last CH2OH group in a monosaccharide?
Which of the following statements correctly describes sugar alcohols?
Which of the following statements correctly describes sugar alcohols?
Which sugar acid is obtained by oxidizing the last carbon (C6) of glucose?
Which sugar acid is obtained by oxidizing the last carbon (C6) of glucose?
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Which statement about mannitol's clinical application is true?
Which statement about mannitol's clinical application is true?
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What distinguishes the D-isomer from the L-isomer in terms of the hydroxyl (OH) group attachment?
What distinguishes the D-isomer from the L-isomer in terms of the hydroxyl (OH) group attachment?
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Which statement correctly describes anomers?
Which statement correctly describes anomers?
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Which of the following statements about optical activity is correct?
Which of the following statements about optical activity is correct?
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What is the primary characteristic of monosaccharides that gives them reducing properties?
What is the primary characteristic of monosaccharides that gives them reducing properties?
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In the context of the Haworth formula, what configuration characterizes the α-form of an anomer?
In the context of the Haworth formula, what configuration characterizes the α-form of an anomer?
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Which of the following monosaccharides is classified as a ketotriose?
Which of the following monosaccharides is classified as a ketotriose?
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Which of the following is an example of an aldohexose?
Which of the following is an example of an aldohexose?
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What type of isomerism involves a change in the position of the hydroxyl group around an epimeric carbon?
What type of isomerism involves a change in the position of the hydroxyl group around an epimeric carbon?
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In terms of stereoisomers, which statement is true about D- and L- isomers?
In terms of stereoisomers, which statement is true about D- and L- isomers?
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Which carbon count corresponds with a pentose sugar?
Which carbon count corresponds with a pentose sugar?
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Which statement accurately defines carbohydrates?
Which statement accurately defines carbohydrates?
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Which carbohydrate type consists of a single monomer unit?
Which carbohydrate type consists of a single monomer unit?
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Which monosaccharide has the aldehyde group configuration necessitating it to be classified as an aldo-sugar?
Which monosaccharide has the aldehyde group configuration necessitating it to be classified as an aldo-sugar?
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What is the defining feature of a ketose monosaccharide?
What is the defining feature of a ketose monosaccharide?
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What is a primary role of carbohydrates in the human body?
What is a primary role of carbohydrates in the human body?
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Which of the following pairs represent epimers?
Which of the following pairs represent epimers?
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Which of the following is not classified as a monosaccharide?
Which of the following is not classified as a monosaccharide?
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What distinguishes oligosaccharides from polysaccharides?
What distinguishes oligosaccharides from polysaccharides?
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Which of the following derivatives of monosaccharides is involved in lubrication of joints?
Which of the following derivatives of monosaccharides is involved in lubrication of joints?
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Which structure primarily categorizes aldehyde sugars?
Which structure primarily categorizes aldehyde sugars?
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Which of the following is a characteristic of polysaccharides?
Which of the following is a characteristic of polysaccharides?
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Study Notes
Carbohydrate Definition
- Carbohydrates are polyhydroxy aldehydes, polyhydroxy ketones, or derivatives of these.
- They can also be defined as aldehyde or ketone derivatives of polyhydroxy alcohol.
- They are organic compounds composed only of carbon, hydrogen, and oxygen.
- They are also called saccharides.
- Examples are polyhydroxy aldehyde (PHA) and polyhydroxy ketones (PHK).
Importance
- Main energy source
- Serve a structural and protective role (Insoluble carbohydrate polymers “Mucopolysaccherides” )
- Lubrication of joints and tendons (Glycoproteins & Proteoglycans).
- Adhesion between cells and recognition.
- Glycoconjugates (Glycoproteins or Glycolipids).
- Participate in (Pentose Sugars):
- Nucleic Acids (DNA, RNA)
- Coenzymes (NAD, FAD)
- Regulatory molecules (cAMP, cGMP)
- High energy compounds (ATP, GTP).
Carbohydrate Classification
- According to the number of sugar units:
- Monosaccharides: Cannot be hydrolyzed to simpler forms, consist of a single (PHA) or (PHK).
- Disaccharides: Formed from two monosaccharide units, linked together by a glycosidic bond.
- Oligosaccharides: Carbohydrates formed from 3 to 10 monosaccharide units.
- Polysaccharides: Polymers of monosaccharide units > 10. They may be linear (e.g., cellulose) or branched (e.g., glycogen).
Classification of Monosaccharides
- Classified according to the presence of an aldehyde or ketone group, the number of carbon atoms, and both:
- Aldoses: Aldehyde group (-CHO)
- Ketoses: Ketone group (C=O)
- Trioses (3C)
- Tetroses (4C)
- Pentoses (5C)
- Hexoses (6C)
- Examples:
- Dihydroxyacetone - ketotriose
- Glyceraldhyde - aldotriose
Examples of Monosaccharides
- Trioses (C3): Glyceraldehyde and Dihydroxyacetone
- Tetroses (C4): Erythrose
- Pentoses (C5): Ribose
- Hexoses (C6): Glucose, galactose, mannose, and fructose
Characters of Monosaccharides
-
Physical characters:
- Stereoisomers: Compounds that have the same general formula (same number and type of atom), but with different arrangements of atoms in space.
- Examples of stereoisomers:
- Aldo-keto isomers
- Epimers: Change in the position of OH around the epimeric carbon.
- Enantiomers (or mirror image isomer) (D & L Isomers): The best example is Glyceraldehydes which is present in 2 isomers: D- and L- forms. The L-isomer has an OH attached to the left of the asymmetric C atom, while the D-isomer has it on the right. N.B.: The D form is the physiologically predominant form.
- Anomers (a & b): If the OH group of the anomeric carbon is on the right (down), the anomer is called the α-form. If the OH of the anomeric carbon is on the left (up), it is the β-form.
Asymmetric Carbon Atom
- A carbon atom is considered asymmetric when it is attached to four different chemical groups.
Optical Activity
- Optical activity is the ability of a compound to rotate plane-polarized light either to the right [dextrorotatory or d (+)] or to the left [levorotatory or l (-)].
- All monosaccharides are optically active except dihydroxyacetone (as it does not contain an asymmetric carbon atom).
Chemical Properties of Monosaccharides
-
Reducing character:
- Due to the presence of a free aldehyde or free ketone group, all monosaccharides have reducing properties.
-
Monosaccharide derivatives:
-
OH is replaced by an amino group:
- Glucose → glucosamine
-
OH is replaced by H:
- Ribose → 2-deoxyribose
- RNA → DNA
- Ribose → 2-deoxyribose
-
Sugar acids: Sugars that contain a carboxylic group (COOH) by oxidation of a monosaccharide.
- Aldonic acid: Oxidation of aldehyde C1
- Uronic acid: Oxidation of the last C6 CH2OH
- Saccharic acid: Oxidation of both the aldehyde and the last CH2OH
- Examples:
- Gluconic acid
- Glucuronic acid
- Glucaric acid
-
Sugar Alcohol (Reduction):
- The aldehyde or ketone group in monosaccharides can be reduced to the corresponding alcohol.
- CHO or C=O → CH2OH.
- Examples:
- Ribose
- Glucose
- Mannose
-
OH is replaced by an amino group:
Clinical Applications of Monosaccharide Derivatives
- Sorbitol → Artificial sweeteners (to reduce weight)
- Mannitol → Reduces acutely raised intracranial pressure by its osmotic effect (treatment of brain edema) and as an osmotic diuretic.
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Description
This quiz explores the fundamental definitions, importance, and classification of carbohydrates. Topics include their chemical structure, functions in biological systems, and their roles in cellular processes. Test your understanding of these essential organic compounds.