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Questions and Answers
What is the difference between epimers of glucose?
What is the difference between epimers of glucose?
What is the structural difference between glucose and fructose?
What is the structural difference between glucose and fructose?
What is characteristic of deoxy sugars?
What is characteristic of deoxy sugars?
What are amino sugars components of?
What are amino sugars components of?
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What is the result of condensation between a monosaccharide and a second compound?
What is the result of condensation between a monosaccharide and a second compound?
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What is the difference between an O-glycosidic bond and an N-glycosidic bond?
What is the difference between an O-glycosidic bond and an N-glycosidic bond?
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Which of the following antibiotics contain amino sugars?
Which of the following antibiotics contain amino sugars?
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What is the role of amino sugars in antibiotics?
What is the role of amino sugars in antibiotics?
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What is an example of a deoxy sugar?
What is an example of a deoxy sugar?
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What is the significance of epimers in biology?
What is the significance of epimers in biology?
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Study Notes
Carbohydrates
- Carbohydrates are widely distributed in plants and animals, fulfilling both structural and metabolic roles.
- Plants synthesize glucose from CO2 and H2O through photosynthesis, storing it as starch or cellulose.
- Animals synthesize some carbohydrates from fat and protein, but most carbohydrates come from plants.
Definition and Importance
- Carbohydrates are defined as polyhydroxy aldehydes or ketones, or substances that yield them upon hydrolysis.
- They are the major source of energy in most animal tissues, including the brain and RBCs.
- Glucose is the most important sugar in the blood and the universal fuel for fetuses.
- Carbohydrates have highly specific functions, such as glycogen for storage, ribose in nucleic acids, galactose in lactose, and combination with protein in glycoproteins and proteoglycans.
Classification
- Carbohydrates are classified into four categories:
- Monosaccharides (simple carbohydrates): cannot be hydrolyzed into simpler carbohydrates.
- Disaccharides: yield two molecules of monosaccharide upon hydrolysis (e.g., maltose, sucrose, and lactose).
- Oligosaccharides: yield three to ten monosaccharide units upon hydrolysis (e.g., maltotriose).
- Polysaccharides: yield more than ten molecules of monosaccharides upon hydrolysis (e.g., starch and dextrins).
Monosaccharides
- Simple carbohydrates found naturally in foods, such as fruits, vegetables, milk, and milk products, and added during food processing and refining.
- May be subdivided based on the number of carbon atoms (e.g., trioses, tetroses, pentoses, hexoses, heptoses, or octoses).
- Classified as aldoses or ketoses depending on the presence of an aldehyde or ketone group.
- Glucose is the most important monosaccharide, with three ways to represent its structure: straight chain, Haworth projection (cyclic structure), and chair form.
Isomerism
- Stereoisomers: compounds with the same structural formula but differing in spatial configuration.
- Asymmetric carbon atoms allow the formation of isomers, with the number of possible isomers depending on the number of asymmetric carbon atoms.
- Glucose, with 4 asymmetric carbon atoms, has 16 isomers.
- Optical activity: the presence of asymmetric carbon atoms confers optical activity, causing rotation of plane-polarized light.
- Types of isomerism:
- D and L isomerism: depends on the orientation of —H and —OH groups around the carbon atom adjacent to the terminal primary alcohol carbon.
- Pyranose and furanose ring structures: similar to the ring structures of pyran or furan.
- Alpha and beta anomers: isomerism about position 1 (the anomeric carbon atom).
- Epimers: isomers differing in configuration of —OH and —H on carbon atoms 2, 3, and 4 of glucose.
- Aldose-ketose isomerism: differs in the structural formula due to the presence of an aldehyde or ketone group.
Deoxy Sugars and Amino Sugars
- Deoxy sugars: lack an oxygen atom, replacing it with hydrogen (e.g., deoxyribose in DNA).
- Amino sugars: contain amino groups, found in glycoproteins, gangliosides, and glycosaminoglycans (e.g., D-glucosamine, D-galactosamine, and D-mannosamine).
Glycosides
- Formed by condensation between the hydroxyl group of the anomeric carbon of a monosaccharide and a second compound.
- O-glycosidic bond: formed with a hydroxyl group.
- N-glycosidic bond: formed with an amine group (e.g., between adenine and ribose in nucleotides like ATP).
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Description
This quiz covers the basics of carbohydrates, including their definition, biomedical importance, classes, monosaccharide structure, stereoisomers, and types of isomerism.