Podcast
Questions and Answers
What type of bond is formed when an aldose undergoes cyclization?
What type of bond is formed when an aldose undergoes cyclization?
- Covalent bond
- Hemiacetal bond (correct)
- Ether bond
- Hemiketal bond
Which of the following compounds can form a hemiketal bond?
Which of the following compounds can form a hemiketal bond?
- Ribose
- Glucose
- Fructose (correct)
- Galactose
In the context of cyclization, what does the term 'intramolecular' refer to?
In the context of cyclization, what does the term 'intramolecular' refer to?
- Reactions occurring within the same molecule (correct)
- Reactions that involve free radicals
- Reactions that occur in solution
- Reactions between two different molecules
Which of the following represents the cyclized form of glucose?
Which of the following represents the cyclized form of glucose?
What characterizes the cyclization of a ketose compared to an aldose?
What characterizes the cyclization of a ketose compared to an aldose?
Which of the following types of carbohydrates does NOT include glucose in its structure?
Which of the following types of carbohydrates does NOT include glucose in its structure?
What type of bond is formed during the creation of disaccharides like maltose?
What type of bond is formed during the creation of disaccharides like maltose?
Which carbohydrate is characterized by both α(1 4) and α(1 6) glycosidic bonds?
Which carbohydrate is characterized by both α(1 4) and α(1 6) glycosidic bonds?
What is the primary product of the dehydration process that forms glycosidic bonds?
What is the primary product of the dehydration process that forms glycosidic bonds?
Which of the following disaccharides is composed of two glucose molecules linked by an α(1 4) bond?
Which of the following disaccharides is composed of two glucose molecules linked by an α(1 4) bond?
Which type of bond is found in cellulose, distinguishing it from starch?
Which type of bond is found in cellulose, distinguishing it from starch?
Which carbohydrate serves as a storage form of glucose in animals?
Which carbohydrate serves as a storage form of glucose in animals?
What distinguishes fructose from other monosaccharides discussed?
What distinguishes fructose from other monosaccharides discussed?
Which sugar is classified as a reducing sugar and consists of two glucose units linked by a β(1-4) glycosidic bond?
Which sugar is classified as a reducing sugar and consists of two glucose units linked by a β(1-4) glycosidic bond?
What distinguishes sucrose from maltose in terms of glycosidic linkage?
What distinguishes sucrose from maltose in terms of glycosidic linkage?
Which of the following foods are known to contain high amounts of glucose?
Which of the following foods are known to contain high amounts of glucose?
What is the structural difference in the anomeric carbon of glucose between maltose and cellobiose?
What is the structural difference in the anomeric carbon of glucose between maltose and cellobiose?
Which sugar mentioned is a non-reducing sugar?
Which sugar mentioned is a non-reducing sugar?
Which statement is true about cellobiose?
Which statement is true about cellobiose?
How is the structure of the β(1-4) glycosidic bond in cellobiose described?
How is the structure of the β(1-4) glycosidic bond in cellobiose described?
What is the main cleavage product of starch?
What is the main cleavage product of starch?
What type of sugar is cellulose classified as?
What type of sugar is cellulose classified as?
Which type of linkage is primarily found in glycogen?
Which type of linkage is primarily found in glycogen?
What structural feature of cellulose promotes hydrogen bonding?
What structural feature of cellulose promotes hydrogen bonding?
Cellulose is a major component of which plant structure?
Cellulose is a major component of which plant structure?
Glycogen is primarily stored in which type of animal tissue?
Glycogen is primarily stored in which type of animal tissue?
What is the primary function of glycogen in animals?
What is the primary function of glycogen in animals?
What is the primary structural similarity between glycogen and amylopectin?
What is the primary structural similarity between glycogen and amylopectin?
In cellulose, every other glucose unit is flipped over due to which type of linkages?
In cellulose, every other glucose unit is flipped over due to which type of linkages?
What type of polysaccharide is primarily used as an energy storage form in animals?
What type of polysaccharide is primarily used as an energy storage form in animals?
What type of hydrogen bonds are formed in cellulose due to its structure?
What type of hydrogen bonds are formed in cellulose due to its structure?
Which sugar is the D-isomer when the OH on the bottom chiral center points to the right?
Which sugar is the D-isomer when the OH on the bottom chiral center points to the right?
What is the primary structural difference between enantiomers?
What is the primary structural difference between enantiomers?
What distinguishes epimers from other stereoisomers?
What distinguishes epimers from other stereoisomers?
Which two sugars differ specifically at the C4 position?
Which two sugars differ specifically at the C4 position?
What type of ring structure do pentoses and hexoses form?
What type of ring structure do pentoses and hexoses form?
Which sugar is considered an epimer of D-glucose?
Which sugar is considered an epimer of D-glucose?
How many carbon atoms are present in a pyran structure?
How many carbon atoms are present in a pyran structure?
What is the shape of the furanose structure?
What is the shape of the furanose structure?
How many chiral centers does D-glucose have?
How many chiral centers does D-glucose have?
What is the formula for both D-glucose and D-fructose?
What is the formula for both D-glucose and D-fructose?
What is the relationship between stereoisomers and the number of chiral carbons in a monosaccharide?
What is the relationship between stereoisomers and the number of chiral carbons in a monosaccharide?
Which molecular structure represents the carbonyl group in D-fructose?
Which molecular structure represents the carbonyl group in D-fructose?
What is the total number of stereoisomers for D-glucose?
What is the total number of stereoisomers for D-glucose?
Which of the following best describes a chiral carbon atom?
Which of the following best describes a chiral carbon atom?
What is the common characteristic of stereoisomers?
What is the common characteristic of stereoisomers?
Flashcards
Aldohexose
Aldohexose
A sugar with an aldehyde group as its most oxidized functional group.
Ketohexose
Ketohexose
A sugar with a ketone group as its most oxidized functional group.
Stereoisomers
Stereoisomers
Molecules with the same chemical formula but different spatial arrangements of atoms.
Chiral Carbon
Chiral Carbon
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Number of Stereoisomers
Number of Stereoisomers
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Carbonyl Carbon
Carbonyl Carbon
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Glucose
Glucose
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Structural Configuration
Structural Configuration
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Enantiomers
Enantiomers
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Epimers
Epimers
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Hexoses
Hexoses
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Pentoses
Pentoses
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Pyranoses
Pyranoses
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Furanoses
Furanoses
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Bottom chiral center
Bottom chiral center
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D-Isomer
D-Isomer
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Hemiacetal formation in monosaccharides
Hemiacetal formation in monosaccharides
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Hemiketal formation in monosaccharides
Hemiketal formation in monosaccharides
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Fisher Projection
Fisher Projection
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Monosaccharide
Monosaccharide
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Disaccharide
Disaccharide
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Polysaccharide
Polysaccharide
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Glycosidic bond
Glycosidic bond
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α(1→4) glycosidic bond
α(1→4) glycosidic bond
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β(1→4) glycosidic bond
β(1→4) glycosidic bond
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α(1→2) glycosidic bond
α(1→2) glycosidic bond
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Dehydration reaction
Dehydration reaction
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Maltose
Maltose
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Cellobiose
Cellobiose
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Reducing Sugar
Reducing Sugar
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Anomeric Carbon
Anomeric Carbon
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Beta (1->4) Linkage
Beta (1->4) Linkage
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Alpha (1->4) Linkage
Alpha (1->4) Linkage
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Alpha (1->6) Linkage
Alpha (1->6) Linkage
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Polymer Structure
Polymer Structure
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Acidity
Acidity
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Electrophilic
Electrophilic
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Aldehyde group
Aldehyde group
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Ketone group
Ketone group
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Chiral molecule
Chiral molecule
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Optical activity
Optical activity
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Pyranose ring
Pyranose ring
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Furanose ring
Furanose ring
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Cyclization of sugars
Cyclization of sugars
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Ketone group
Ketone group
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Aldehyde group
Aldehyde group
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Configuration
Configuration
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Fischer to Haworth conversion
Fischer to Haworth conversion
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Study Notes
Carbohydrates: Types, Structure, Function, and Metabolism
- Carbohydrates have the basic composition (CH₂O)ₙ
- They are classified into four types: monosaccharides, disaccharides, oligosaccharides, and polysaccharides
- Monosaccharides: Simple sugars with multiple hydroxyl (-OH) groups. They can be aldoses (aldehyde group) or ketoses (ketone group). Examples include glucose, fructose, galactose, and ribose. Their classification is based on the number of carbon atoms (e.g., triose, pentose, hexose)
- Disaccharides: Two monosaccharides covalently linked by a glycosidic bond. Examples include sucrose, lactose, and maltose.
- Oligosaccharides: A few (3-10) monosaccharides covalently linked by glycosidic bonds.
- Polysaccharides: Polymers consisting of chains of more than 10 monosaccharides covalently linked by glycosidic bonds. Examples include starch (amylose and amylopectin), cellulose, and glycogen.
Sugar Nomenclature
- The suffix "-ose" designates a carbohydrate
- Prefixes like "tri," "tetra," "penta," and "hexa" indicate the number of carbon atoms in the monosaccharide.
- Monosaccharides are named as aldoses or ketoses, depending on whether they have an aldehyde or a ketone group, respectively.
Monosaccharides: Aldoses and Ketoses
- Aldoses have an aldehyde group, usually at C1
- Ketoses have a ketone group, typically at C2
Stereoisomers (Isomers)
- Stereoisomers: Monosaccharides with the same chemical formula but different spatial arrangements of atoms.
- Chiral carbons are asymmetric carbon atoms attached to four different atoms or groups.
- The number of stereoisomers for a monosaccharide is 2ⁿ, where n is the number of chiral carbons.
D and L Isomers
- D and L isomers are stereoisomers relating to the asymmetric carbon atom farthest from the aldehyde or ketone group.
- Most naturally occurring sugars are D isomers.
Epimers
- Epimers are stereoisomers that differ only in the configuration about one chiral centre
- Examples include D-mannose and D-galactose, which are epimers of D-glucose.
Cyclic Forms of Sugars
- Haworth projections: Used to represent the cyclic forms of monosaccharides.
- Fischer projections: Used to represent the open-chain forms of monosaccharides.
- Anomers: Cyclized monosaccharides differing only at the anomeric carbon (C1 for aldoses, C2 for ketoses). Occur as alpha (α) and beta (β) forms. Mutarotation is the interconversion between these forms in solution.
Chair Configuration
- The chair configuration represents the actual shape of the pyranose ring.
Monosaccharides: Glucose, Fructose
- Glucose is an aldohexose; a six-carbon sugar with an aldehyde group
- Fructose is a ketohexose; a six-carbon sugar with a ketone group
Disaccharides: Maltose, Sucrose, Lactose, Cellobiose
- Maltose: Two glucose molecules linked by an α(1→4) glycosidic bond
- Sucrose: Glucose and fructose linked by an α(1→2) glycosidic bond, a nonreducing sugar
- Lactose: Galactose and glucose linked by a β(1→4) glycosidic bond, a reducing sugar
- Cellobiose: Two glucose units linked by a β(1-4) glycosidic bond
Polysaccharides: Starch, Cellulose, Glycogen
- Starch: Plants store glucose as amylose or amylopectin
- Amylose: Linear glucose polymer with α(1→4) linkages
- Amylopectin: Branched glucose polymer with α(1→4) and α(1→6) linkages
- Cellulose: Linear glucose polymer with β(1→4) linkages, major constituent of plant cell walls
- Glycogen: Animals store glucose as glycogen; highly branched glucose polymer with α(1→4) and α(1→6) linkages.
Digestion of Carbohydrates
- Complex carbohydrates are broken down into simpler sugars via enzymatic hydrolysis.
- Enzymes like amylase (saliva and pancreas), sucrase, lactase, and maltase break down disaccharides and polysaccharides into monosaccharides.
Glyco-conjugates
- Glycolipids: Carbohydrates and lipids
- Glycoproteins: Carbohydrates and proteins
Functions of Carbohydrates in Biological Systems
- Energy source/storage
- Cellular signaling and adhesion
- Structural components (e.g., cellulose, chitin)
Human Diseases Related to Carbohydrate Metabolism
- Diabetes mellitus
- Lactose intolerance
- Fructose intolerance
- Galactosemia
- Glycogen storage disease
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