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Questions and Answers
What percentage of alpha D glucose is present at equilibrium after mutarotation?
What percentage of alpha D glucose is present at equilibrium after mutarotation?
Which test is considered a confirmatory test for identifying monosaccharides?
Which test is considered a confirmatory test for identifying monosaccharides?
What is the initial specific rotation of the plane polarized light when passed into a fresh solution of alpha D glucose?
What is the initial specific rotation of the plane polarized light when passed into a fresh solution of alpha D glucose?
Which reagent is NOT part of the Benedict’s test for detecting reducing substances?
Which reagent is NOT part of the Benedict’s test for detecting reducing substances?
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What color change indicates the presence of glucose in urine when performing Benedict’s test?
What color change indicates the presence of glucose in urine when performing Benedict’s test?
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What is the resultant structure formed when glucose reacts with itself to create an intramolecular hemiacetal?
What is the resultant structure formed when glucose reacts with itself to create an intramolecular hemiacetal?
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Which term describes the isomeric forms of monosaccharides that differ in configuration about the anomeric carbon?
Which term describes the isomeric forms of monosaccharides that differ in configuration about the anomeric carbon?
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What describes the leftward rotation of polarized light by a sugar solution?
What describes the leftward rotation of polarized light by a sugar solution?
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Which carbon atom becomes asymmetric when glucose forms an intramolecular hemiacetal?
Which carbon atom becomes asymmetric when glucose forms an intramolecular hemiacetal?
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What are hemiacetals and hemiketals derived from?
What are hemiacetals and hemiketals derived from?
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What color indicates a severe concentration of sugar in Benedict's test?
What color indicates a severe concentration of sugar in Benedict's test?
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Which disaccharide is produced during the digestion of starch by pancreatic alpha amylase?
Which disaccharide is produced during the digestion of starch by pancreatic alpha amylase?
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What is the bond type between the units in sucrose?
What is the bond type between the units in sucrose?
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Which clinical condition results from a defect in the enzyme lactase?
Which clinical condition results from a defect in the enzyme lactase?
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Which of the following is true about trehalose?
Which of the following is true about trehalose?
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What is the result of lactose accumulating in the gut due to lactose intolerance?
What is the result of lactose accumulating in the gut due to lactose intolerance?
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Which disaccharide is commonly known as malt sugar?
Which disaccharide is commonly known as malt sugar?
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What distinguishes sucrose from other disaccharides?
What distinguishes sucrose from other disaccharides?
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Which of the following statements accurately describes carbohydrates?
Which of the following statements accurately describes carbohydrates?
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What is the significance of glucose in biological systems?
What is the significance of glucose in biological systems?
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Which of the following is true about D sugars?
Which of the following is true about D sugars?
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What are the products of hydrolysis of carbohydrates?
What are the products of hydrolysis of carbohydrates?
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In which type of carbohydrate classification would lactose fall?
In which type of carbohydrate classification would lactose fall?
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Which carbohydrate is recognized as an intermediate of the HMP shunt?
Which carbohydrate is recognized as an intermediate of the HMP shunt?
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What is a key structural role of carbohydrates in organisms?
What is a key structural role of carbohydrates in organisms?
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What characterizes the empirical formula of carbohydrates?
What characterizes the empirical formula of carbohydrates?
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Which polysaccharide serves as the major storage form of energy in animals?
Which polysaccharide serves as the major storage form of energy in animals?
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What is the optical activity of dextrorotatory sugars?
What is the optical activity of dextrorotatory sugars?
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What are the two main components of starch?
What are the two main components of starch?
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Which statement accurately describes the structure of glycogen?
Which statement accurately describes the structure of glycogen?
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What is the primary dietary role of cellulose in humans?
What is the primary dietary role of cellulose in humans?
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What type of glycosidic bond connects the glucose units in amylose?
What type of glycosidic bond connects the glucose units in amylose?
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During digestion, starch is broken down to form what primarily?
During digestion, starch is broken down to form what primarily?
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What is the primary interaction of starch with iodine solution during a laboratory test?
What is the primary interaction of starch with iodine solution during a laboratory test?
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Which of the following statements about inulin is correct?
Which of the following statements about inulin is correct?
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Which carbohydrate serves as the stored nutrient in plant tissues?
Which carbohydrate serves as the stored nutrient in plant tissues?
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What is the primary function of inulin in clinical tests?
What is the primary function of inulin in clinical tests?
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Which sugar units are primarily joined by β-1,4 glycosidic linkages in chitin?
Which sugar units are primarily joined by β-1,4 glycosidic linkages in chitin?
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What role does hyaluronic acid play in the human body?
What role does hyaluronic acid play in the human body?
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Which statement about heparin is accurate?
Which statement about heparin is accurate?
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Which property is true regarding mucopolysaccharides or glycosaminoglycans (GAGs)?
Which property is true regarding mucopolysaccharides or glycosaminoglycans (GAGs)?
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Hyaluronidase, an enzyme released by some pathogens, has what effect on hyaluronic acid?
Hyaluronidase, an enzyme released by some pathogens, has what effect on hyaluronic acid?
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Which of the following is NOT a function of chondroitin sulfate?
Which of the following is NOT a function of chondroitin sulfate?
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What type of linkage connects the units in heparin?
What type of linkage connects the units in heparin?
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Study Notes
Carbohydrates: Structure and Classification
- Carbohydrates are hydrates of carbon (H₂O of C).
- They are the most abundant organic molecules in nature.
- Their empirical formula is (CH₂O)ₙ.
- They are classified as monosaccharides, disaccharides, and polysaccharides.
Definition
- Carbohydrates are defined as polyhydroxyaldehydes or ketones, or compounds that produce them on hydrolysis.
Importance of Carbohydrates
- They are the most abundant dietary source of energy (4 Cal/g) for organisms.
- They are precursors for many organic compounds (e.g., fats, amino acids, ketone bodies).
- Carbohydrates (e.g., glycoproteins and glycolipids) participate in cell structure, cell growth, adhesion, and fertilization.
- They are structural components of many organisms (e.g., plant fiber (cellulose), insect exoskeletons, and microorganism cell walls).
- They serve as the storage form of energy (e.g., glycogen) to meet immediate energy needs.
Structure of Carbohydrates
- Examples include D-glyceraldehyde, D-glucose, and D-fructose.
- Molecular structures are shown in the slides.
Classification of Carbohydrates
- Classification is based on the number of carbon atoms.
- Monosaccharides are further categorized into aldoses and ketoses, with examples of trioses, tetroses, pentoses, hexoses, and heptoses.
- Disaccharides are formed from two monosaccharides linked by glycosidic bonds. Examples include maltose, sucrose, lactose, and trehalose.
- Polysaccharides are long chains of monosaccharides. They are categorized into homopolysaccharides (e.g., starch, glycogen, cellulose, inulin, dextrans, chitin), and heteropolysaccharides (e.g., hyaluronic acid, heparin, chondroitin sulphate, dermatan sulphate, keratan sulphate).
Importance of Monosaccharides
- Key monosaccharides include glyceraldehyde, erythrose, ribose, glucose, and galactose.
- Glyceraldehyde and erythrose are intermediates in glycolysis and HMP shunt.
- Ribose is an essential component of nucleic acids.
- Glucose provides energy and produces amino acids and fatty acids.
- Galactose is an essential component of milk, used to produce lactate.
Stereoisomers of Glyceraldehyde
- D-glyceraldehyde and L-glyceraldehyde.
D and L Isomerism of Glucose
- Naturally occurring sugars are D-sugars.
- The body can metabolize only D-sugars.
Optical Activity
- Dextrorotatory (d) (+) : sugar solution rotates plane-polarized light to the right.
- Levorotatory (l) (-) : sugar solution rotates plane-polarized light to the left.
Different Representations of Glucose Structure
- Open chain projection.
- Fischer's formula.
- Haworth formula.
Formation of Ring Structure
- Ring structures form via hemiacetal reactions.
- D-glucose exists as an intramolecular hemiacetal.
Anomers/Anomeric Carbon
- Isomers that differ only in their configuration about the anomeric carbon are called anomers.
- The anomeric carbon is the hemiacetal carbonyl carbon.
- For aldoses (e.g., glucose), the 1st carbon is the anomeric carbon; for ketoses (e.g., fructose), the 2nd carbon is the anomeric carbon.
Glucose in Pyranose Form
- α-D-glucose and α-D-glucopyranose.
α and β Forms of D-Glucose
- α-D-glucose and β-D-glucose are shown in different representations.
Fructose in Furanose Form
- α-D-fructose furanose.
α and β Anomers of D-Fructose
- α-D-fructose and β-D-fructose are shown in furanose form.
Epimerism
- Sugars differ only in the configuration around one carbon atom.
- Examples include D-glucose and D-galactose (differ at the 4th carbon), and D-glucose and D-mannose (differ at the 2nd carbon).
Examples for Epimers
- Structures of D-mannose, D-glucose, and D-galactose are shown.
Mutarotation
- A change in the specific rotation of an optically active sugar in solution over time.
Mutarotation (Example)
- A fresh solution of a-D-glucose rotates plane-polarized light at + 112° and changes to +52.5° after 12-18 hours.
Reactions of Monosaccharides
- Oxidation, reduction, dehydration, formation of esters, and glycoside formation are discussed
Reducing Properties
- Sugars with a free aldehyde or ketone group at the anomeric carbon are reducing sugars; their reduction can be tested via Benedict's test, Fehling's test, and Barfoed's test.
- Osazone test is a confirmatory test for monosaccharides.
- Reduction occurs more efficiently in alkaline than acidic solutions.
Benedict's Test: Principle
- The principle of Benedict's test.
Benedict's Test
- A simple method for identifying reducing substances (like glucose) in urine.
Benedict's Test Procedure
- Add the Benedict's reagent followed by the urine sample, heat for a few seconds.
- The color change from green to brick red indicates glucose presence, with color intensity correlating with glucose concentration.
Clinical Applications of Benedict's Test
- Semi-quantitative test to determine sugar concentration in urine.
- Color changes reflect glucose levels:
- 0% sugar – blue
- Mild (0.5-1%) – green
- Moderate (1-1.5%) – yellow
- Severe (1.5-2%) – brick red precipitate
- Used to diagnose diabetes mellitus.
Importance of Disaccharides
- Maltose, lactose, sucrose, and trehalose are highlighted
Maltose
- A malt sugar formed from two α-D-glucose units linked by an α(1→4) glycosidic bond.
- Produced during starch digestion by pancreatic alpha-amylase.
Lactose
- Found in milk.
- Composed of β-D-galactose and α-D-glucose linked by a β(1→4) glycosidic bond.
- Hydrolyzed by the enzyme lactase to glucose and galactose.
- Lactose intolerance is due to insufficient lactase activity.
Sucrose
- A cane sugar formed from an α-D-glucose and a β-D-fructose linked by an α(1→2) glycosidic bond.
- Non-reducing sugar.
Trehalose
- A disaccharide with two glucose units linked by an α(1→1) glycosidic bond.
- Found in some plants, fungi, and insects.
- Non-reducing sugar
Polysaccharide: Homopolysaccharides
- Starch: Stored carbohydrate in plants (e.g., cereals, roots, tubers, vegetables).
- Glycogen: Storage carbohydrate in animals (liver, muscle).
- Cellulose: Plant structural component, dietary fiber.
- Inulin: Found in onion, garlic, etc.
- Dextrans: A polymer of glucose commonly found in microorganisms.
- Chitin: Exoskeleton component in various insects and crustacean.
Starch
- A carbohydrate reserve in plants; found in cereals, roots, tubers, and vegetables.
- Consists of amylose (water-soluble) and amylopectin (water-insoluble) components.
Amylose
- A linear, unbranched chain of glucose units linked by α(1-4) glycosidic bonds -
Amylopectin
- A branched chain of glucose units, with α(1-6) linkages at the branch points.
Test for Starch
- Iodine test: Starch reacts with iodine solution to form a blue-colored complex.
Starch Digestion in the Body
- Starch is digested to dextrins by salivary alpha-amylase and further hydrolyzed into maltose by pancreatic alpha-amylase and glucose units.
Glycogen
- Animal storage carbohydrate in liver and muscles.
- More branched than amylopectin; every 11th glucose unit is branched .
- Synthesized in the body through the process of glycogenesis..
Cellulose
- Plant structural component; made of glucose units linked by β(1-4) glycosidic bonds. - Cannot be digested by humans due to lack of cellulase enzyme.
Inulin
- Found in onion, garlic, etc.
- Composed of fructose units linked by β(2-1) linkages
- Clinical purpose: used to monitor kidney function.
Chitin
- Structural component of exoskeletons of crustaceans (e.g., crabs, lobsters) and insects.
- Composed of N-acetyl glucosamine units joined by β(1→4) glycosidic linkages.
Importance of Heteropolysaccharides (GAGs)
- Hyaluronic acid: lubricant, shock absorber..
- Heparin: anticoagulant.
- Chondroitin sulfate: maintains tissue structure.
- Dermatan sulfate: maintains tissue structure.
- Keratan sulfate: important in corneal transparency.
Proteoglycans and Glycoproteins
- Proteoglycans: Heavily glycosylated proteins, found in extracellular matrix (e.g., decorin).
- Glycoproteins: Less glycosylated proteins, found on cell membranes or in body fluids (e.g., mucins).
Structure of a Proteoglycan
Glycoprotein
- A typical membrane glycoprotein.
Clinical Aspects of Mucopolysaccharidoses
- Inborn errors in metabolism; excess accumulation of GAGs in the body tissues.
- Deficiency of lysosomal enzymes that degrade GAGs.
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Description
Test your knowledge on the properties and reactions of monosaccharides, specifically focusing on alpha D glucose. This quiz covers topics such as mutarotation, confirmatory tests, and structural transformations within sugars. Perfect for students studying biochemistry or organic chemistry.