Q.What products would be formed when a nucleotide from DNA containing thymine is hydrolysed?
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Lactose Hydrolysis Products – From Intuition to Precision
Imagine you have a glass of milk. That slightly sweet taste comes from a sugar called lactose. But lactose is a disaccharide – it's actually two smaller sugar units joined together. If you could "unstick" those two units, you'd get two simpler sugars. That unsticking process is hydrolysis (water + breaking), and the two simpler sugars you get are the hydrolysis products.
The Intuition: Breaking a Sugar Chain
Think of lactose as a train with exactly two carriages. The coupling between them is a chemical bond. When you add water and the right conditions (like an enzyme called lactase, or an acid), that bond snaps. The train splits into two separate carriages. Each carriage is now a free, smaller sugar molecule.
So the hydrolysis products are simply the two individual sugar units that were originally linked to form lactose.
The Precise Statement
Lactose (C12H22O11) is a disaccharide composed of one molecule of D-galactose and one molecule of D-glucose linked by a β(1→4) glycosidic bond. Upon hydrolysis (reaction with water), this bond is cleaved, yielding the two monosaccharides:
Lactose+H2Olactase or acidD-Galactose+D-Glucose
The two hydrolysis products are:
- D-Galactose – a monosaccharide (aldohexose, C6H12O6)
- D-Glucose – a monosaccharide (aldohexose, C6H12O6)
Both are reducing sugars, and both have the same molecular formula (C6H12O6) but differ in the arrangement of the hydroxyl group on carbon 4 (they are C-4 epimers).
In the body, the enzyme lactase (present in the small intestine) performs this hydrolysis so that the resulting glucose and galactose can be absorbed into the bloodstream. Lactose intolerance occurs when lactase activity is low, leaving lactose undigested.
Why This Matters for Exams
- Always name both products: galactose and glucose. Never just "sugars" or "monosaccharides."
- Know the bond: β(1→4) glycosidic linkage. Hydrolysis breaks this specific bond. …
Why this formula?
Lactose Hydrolysis Products — Understanding the Why
Lactose is a disaccharide composed of two monosaccharides linked by a glycosidic bond. When it undergoes hydrolysis, the bond is broken, yielding specific products. Let's build the reasoning step by step.
1. What is lactose chemically?
- Lactose = galactose β(1→4) glucose
- The bond is between:
- Carbon-1 of galactose (in β configuration)
- Carbon-4 of glucose
So the structural formula is:
Galactose−O−Glucose
2. What does hydrolysis do?
Hydrolysis means "splitting with water." The reaction is:
Lactose+H2Olactase or acidGalactose+Glucose
The water molecule adds across the glycosidic bond:
- The H from water attaches to the oxygen of the galactose (forming a free –OH on galactose)
- The OH from water attaches to the carbon-1 of glucose (forming a free –OH on glucose)
3. Why are the products exactly galactose and glucose?
Because the glycosidic bond is between specific carbons:
- Galactose contributes its anomeric carbon (C1)
- Glucose contributes its C4
When the bond breaks, each sugar regains its free anomeric carbon (in the case of galactose) or free hydroxyl at C4 (in the case of glucose). No rearrangement occurs — the monosaccharides are released as they were originally linked.
4. Key formula — the hydrolysis equation
The balanced chemical equation:
CX12HX22OX11+HX2OCX6HX12OX6+CX6HX12OX6
- Lactose: CX12HX22OX11
- Water: HX2O
- Products: two molecules of CX6HX12OX6 (one galactose, one glucose)
Why the same molecular formula?
Both galactose and glucose are aldohexoses — they have the same molecular formula CX6HX12OX6 but differ in the arrangement of –OH groups (epimers at C4).
5. The "why" behind the formula
- Mass conservation: The total number of C, H, O atoms before and after must match. …
A DNA nucleotide containing thymine is built from three parts: the base thymine, the sugar deoxyribose, and a phosphate group, joined by an N-glycosidic bond and a phosphoester bond.
- Complete hydrolysis cleaves both of these bonds. …
Hydrolysis of a DNA nucleotide containing thymine breaks it down into three components: the nitrogenous base thymine, the sugar deoxyribose, and phosphoric acid. The final products are thymine, deoxyribose, and phosphate.
Why This Question Tests a Core Concept
This question isn't about memorising a random reaction — it's about understanding what a nucleotide is. A nucleotide from DNA has three parts: a nitrogenous base (here, thymine), a pentose sugar (deoxyribose), and a phosphate group. Hydrolysis is simply the reverse of the condensation reaction that built the nucleotide. Water molecules break the bonds between these components, releasing each one intact.
The key insight: hydrolysis does not alter the chemical identity of the base, sugar, or phosphate. It just separates them.
Step-by-Step Breakdown
-
Identify the starting material.
The question specifies "a nucleotide from DNA containing thymine". In DNA, the sugar is always deoxyribose, and the base is thymine. The phosphate group is attached to the 5' carbon of the sugar via a phosphoester bond. So the nucleotide is deoxythymidine monophosphate (dTMP).
-
Understand what hydrolysis does.
Hydrolysis uses water to cleave covalent bonds. In a nucleotide, there are two types of bonds that can break:
- The N-glycosidic bond between the base (thymine) and the sugar (deoxyribose).
- The phosphoester bond between the phosphate group and the sugar.
Both bonds are susceptible to hydrolysis under appropriate conditions (e.g., acid, base, or enzymatic catalysis).
-
Break the N-glycosidic bond.
Water attacks the bond connecting the C1' of deoxyribose to N1 of thymine. This releases free thymine and leaves deoxyribose with an –OH group at C1'.
-
Break the phosphoester bond.
Water also attacks the bond between the phosphate and the C5' of deoxyribose. This releases free phosphoric acid (H₃PO₄) and leaves deoxyribose with an –OH at C5'. …
Method: Stepwise Hydrolysis of DNA Nucleotides
This method uses the sequential breakdown of a DNA nucleotide by progressively stronger chemical treatments, identifying products at each stage.
Step 1 – Identify the starting molecule
A DNA nucleotide containing thymine has three components:
- Phosphate group (PO43−)
- Deoxyribose sugar (C5H10O4)
- Thymine nitrogenous base (C5H6N2O2)
Step 2 – Mild hydrolysis (cleaves the weakest bond)
Reagent: Dilute acid or enzyme (e.g., nuclease)
Bond broken: Phosphoester bond between phosphate and sugar
Products formed:
- Phosphoric acid (H3PO4)
- Nucleoside (deoxyribose + thymine) — called thymidine
Step 3 – Strong hydrolysis (cleaves the glycosidic bond)
Reagent: Concentrated acid (e.g., 1M HCl at 100°C) or strong base
Bond broken: C-N glycosidic bond between deoxyribose and thymine …
Here are the common mistakes students make when answering this question, along with how to avoid each one.
Mistake 1: Confusing DNA and RNA sugars
- The error: Students often write ribose (the sugar in RNA) instead of deoxyribose (the sugar in DNA). Since the question specifies "a nucleotide from DNA", the sugar must be deoxyribose.
- Why it happens: The structures of ribose and deoxyribose are very similar, and students memorise the general "sugar + base + phosphate" formula without checking which nucleic acid is being discussed.
- How to avoid: Always check the type of nucleic acid first.
- DNA → deoxyribose (missing an -OH group on the 2' carbon).
- RNA → ribose (has an -OH group on the 2' carbon).
- Memory trick: "DNA is Deoxy — it's missing an oxygen."
Mistake 2: Forgetting that thymine is a pyrimidine
- The error: Students sometimes treat thymine like a purine (adenine or guanine) and incorrectly assume it will break into a larger, two-ring structure upon hydrolysis.
- Why it happens: Students memorise the four bases but don't always classify them into purines (two rings) vs. pyrimidines (one ring). Thymine is a pyrimidine, so its hydrolysis product is a single-ring structure.
- How to avoid: Memorise the classification:
- Purines (two rings): Adenine (A), Guanine (G)
- Pyrimidines (one ring): Cytosine (C), Thymine (T), Uracil (U)
- When a nucleotide is hydrolysed, the base is released intact — it does not break into smaller rings. So thymine remains as thymine.
Mistake 3: Writing the wrong number of products
- The error: Students list only two products (e.g., "thymine and deoxyribose") or four products (e.g., "thymine, deoxyribose, phosphate, and water").
- Why it happens: They either forget the phosphate group or add extra molecules that are not formed.
- How to avoid: Complete hydrolysis of a nucleotide breaks both covalent linkages joining its three components — the N-glycosidic bond (base–sugar) and the phosphoester bond (phosphate–sugar). Two bonds broken, but three products released:
- Phosphoric acid (H3PO4)
- Deoxyribose sugar
- Thymine (the nitrogenous base)
- Formula to remember: Nucleotide → Phosphate + Sugar + Base.
Mistake 4: Writing the sugar as "glucose" or "fructose"
- The error: Students confuse the pentose sugar in nucleic acids with hexose sugars (like glucose) found in carbohydrates.
- Why it happens: The word "sugar" triggers a memory of common monosaccharides, but nucleic acids use a pentose (5-carbon sugar), not a hexose.
- How to avoid: Explicitly learn that: …
- AP EAPCET 2026Set eng-2026-05-15-AN1 markMCQQ.Two statements are given below Statement I: Cane sugar is disaccharide of α−D−glucose and β−D−fructose Statement II: Milk sugar is disaccharide of β−D−galactose and β−D−glucose Correct answer is (A) Statements I and II both are correct (B) Statements I and II both are not correct (C) Statement I is correct, but statement II is not correct (D) statement I is not correct but statement II is correct
›Reveal solutionSolution
Both statements accurately describe the standard disaccharide compositions of sucrose and lactose.
Concept and Intuition
Disaccharides are named by which two monosaccharide units (and in which anomeric form) are joined by a glycosidic bond. Sucrose's non-reducing character comes specifically from the fact that BOTH anomeric carbons (C1 of glucose and C2 of fructose) are involved in the glycosidic bond, locking the ring forms as α-D-glucose and β-D-fructose. Lactose, by contrast, is a reducing sugar because glucose's anomeric carbon is left free; the fixed unit is β-D-galactose joined via β-1,4 linkage to D-glucose, and standard descriptions state it as β-D-galactose and β-D-glucose.
Step-by-Step Solution
- Statement I: Sucrose = α-D-glucopyranose + β-D-fructofuranose, linked C1(glucose)→C2(fructose). This is the textbook description. Correct. …
- AP EAPCET 2025Set eng-2025-05-22-AN1 markMCQQ.Consider the following Statement-I : Lactose is composed of α-D-glucose and β-D-glucose. Statement-II : Lactose is a reducing sugar. The correct answer is (A) Both statement-I and statement-II are not correct (B) Both statement-I and statement-II are correct (C) Statement-I is correct, but statement-II is not correct (D) Statement-I is not correct, but statement-II is correct
›Reveal solutionSolution
Tests whether you remember lactose's actual monomer composition and why it is still classed as a reducing sugar.
Concept and Intuition
Disaccharides are named by which two monosaccharides are linked and through which carbons. Sucrose (glucose + fructose, both anomeric carbons involved) is the classic non-reducing sugar because neither free anomeric OH survives the glycosidic bond. Lactose and maltose are the classic reducing sugars because one anomeric carbon is left free.
Step-by-Step Solution
- Lactose = β-D-galactose + D-glucose, joined β(1→4) between galactose C1 and glucose C4.
- Statement-I claims lactose is "α-D-glucose + β-D-glucose" — this describes maltose's/only-glucose composition, not lactose's actual galactose+glucose composition. False.
- Because the glycosidic bond uses galactose's C1 and glucose's C4, glucose's own C1 (anomeric carbon) stays free with a free -OH. …
- AP EAPCET 2025Set eng-2025-05-23-AN1 markMCQQ.Consider the following Statement-I: Cane sugar is a disaccharide of α-D-glucose and β-D-fructose Statement-II: Milk sugar is a diasaccharide of α-D-glucose and β-D-galactose The correct answer is (A) Both statement-I and statement-II are correct (B) Both statement-I and statement-II are not correct (C) Statement-I is correct, but statement-II is not correct (D) Statement-I is not correct, but statement-II is correct
›Reveal solutionSolution
This tests the exact monosaccharide composition and anomeric forms in sucrose vs lactose. The answer is (C).
Concept and Intuition
Disaccharides are formed by a glycosidic linkage between two monosaccharide units, and the specific anomeric form (α or β) of each unit is a precise structural fact that must be remembered correctly, since sucrose and lactose have different compositions and linkages.
Step-by-Step Solution
- Sucrose (cane sugar): formed by a glycosidic bond between C1 of α-D-glucose and C2 of β-D-fructose. Statement-I matches this exactly — correct.
- Lactose (milk sugar): formed by a glycosidic bond between C1 of β-D-galactose and C4 of β-D-glucose (glucose unit here is in β form as it provides the free anomeric carbon, though the ring can open to α/β equilibrium — the standard textbook description names β-D-galactose and glucose, not α-D-glucose). …
- AP EAPCET 2023Set ap-2023-05-23-AN1 markMCQQ.Given below are two statements Assertion (A): Hydrolysis of sucrose results in change in the optical rotation from dextro (+) to laevo (-) Reason (R): Both the products from the hydrolysis are leavorotatory The correct answer is (A) Both A and R are correct and R in the correct explanation of A (B) Both A and R are correct but R is not the correct explanation of A (C) A is correct but R is incorrect (D) A is incorrect but R is correct
›Reveal solutionSolution
The assertion is correct: sucrose hydrolysis inverts optical rotation from dextro to laevo. The reason is incorrect because one product (glucose) is dextrorotatory, not both laevorotatory. So the correct choice is (C).
Concept & Intuition
Optical rotation measures how a substance rotates plane-polarized light. Sucrose is a disaccharide made of glucose and fructose. When hydrolyzed, it breaks into these two monosaccharides. The key is that sucrose itself is dextrorotatory (rotates light to the right, +), but the mixture of glucose and fructose after hydrolysis is laevorotatory (rotates light to the left, –). This phenomenon is called inversion of sucrose, and the product mixture is called invert sugar. The reason given claims both products are laevorotatory — that’s the trap. In reality, glucose is dextrorotatory, fructose is strongly laevorotatory, and the net effect is laevorotatory because fructose’s leftward rotation outweighs glucose’s rightward rotation.
Step-by-step reasoning
-
Identify the specific rotations
- Sucrose: [α]D=+66.5∘ (dextrorotatory)
- Glucose: [α]D=+52.7∘ (dextrorotatory)
- Fructose: [α]D=−92.4∘ (laevorotatory)
-
Hydrolysis reaction
Sucrose+H2O→Glucose+Fructose
One molecule of sucrose yields one molecule each of glucose and fructose.
- Net rotation after hydrolysis The observed rotation of the mixture is the weighted average of the rotations of the products. Since both are produced in equal molar amounts:
Net rotation=2(+52.7∘)+(−92.4∘)=2−39.7∘=−19.85∘
This is negative (laevorotatory). So the mixture is laevorotatory, even though glucose alone is dextrorotatory.
- Evaluate Assertion (A) …
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- AP EAPCET 2022Set ap-2022-07-12-AN1 markMCQQ.Type of Glycosidic bonds in cellulose and starch respectively ___________________ (A) β-1-4, β-1-6 and α-1-4, α-1-6 glycosidic bonds (B) β-1-4 and α-1-4 glycosidic bonds only (C) β-1-6 and α-1-4, α-1-6 glycosidic bonds (D) β-1-4, α-1-4 and α-1-6 glycosidic bonds
›Reveal solutionSolution
Cellulose has only β-1,4 glycosidic bonds; starch (via amylopectin's branching) has both α-1,4 and α-1,6 bonds.
Concept and Intuition
Both cellulose and starch are glucose polymers, but the way the glucose units are joined determines their structure and digestibility. Cellulose is built entirely of β-D-glucose units connected end to end by β-1,4-glycosidic bonds. This linkage lets the chains lie flat and hydrogen-bond into rigid, fibrous microfibrils — ideal for cell walls, but not digestible by human enzymes (which only cleave α linkages).
Starch, by contrast, is made of α-D-glucose units. Its two components are amylose (a straight chain held together by α-1,4 bonds) and amylopectin (a branched molecule with an α-1,4 backbone plus α-1,6 bonds at branch points, roughly every 24–30 residues). Because starch as a storage polysaccharide is really this combination, both α-1,4 and α-1,6 bonds are correctly attributed to it.
Step-by-Step Solution
- Identify cellulose's bond type: only β-1,4-glycosidic bonds (no branching, no α bonds). …
- AP EAPCET 2022Set ap-2022-07-12-FN1 markMCQQ.Hydrolysis of sucrose gives (A) Dextrorotatory glucose & Laevorotatory fructose (B) Dextrorotatory fructose & Laevorotatory glucose (C) Dextrorotatory glucose & Dextrorotatory fructose (D) Laevorotatory glucose & Laevorotatory fructose
›Reveal solutionSolution
Hydrolysis of sucrose ("inversion") gives dextrorotatory glucose and laevorotatory fructose — the sign flip (net + to net −) is why it's called inversion of sugar.
Concept and Intuition
Sucrose is built from α-D-glucopyranose and β-D-fructofuranose joined C1–C2 through their anomeric carbons, which locks both anomeric centres and makes sucrose a non-reducing sugar with no free aldehyde/ketone. Hydrolysing this glycosidic bond liberates both monosaccharides in their free, mutarotating forms, each with its own intrinsic optical rotation.
Step-by-Step Solution
- Sucrose itself is dextrorotatory, [α]D=+66.5∘.
- Acid hydrolysis (or the enzyme invertase) breaks the glycosidic bond: Sucrose+H2O→Glucose+Fructose.
- Free D-glucose is dextrorotatory, [α]D=+52.5∘.
- Free D-fructose is strongly laevorotatory, [α]D=−92∘ (fructose's rotation is large and negative — it is sometimes called laevulose for this reason). …
- AP EAPCET 2022Set eng-2022-07-07-FN1 markMCQQ.Hydrolysis of which disaccharide in presence of enzyme maltase give glucose only? (A) Sucrose (B) Cellulose (C) Lactose (D) Maltose
›Reveal solutionSolution
Maltose is a disaccharide built from two glucose units, so its enzymatic hydrolysis by maltase produces glucose exclusively — unlike sucrose or lactose, which each yield two different monosaccharides.
Concept and Intuition
Disaccharides hydrolyse into their two constituent monosaccharides, and the specific enzyme named must match the specific glycosidic bond being cleaved. Maltase is the enzyme that hydrolyses the α(1→4) bond in maltose; since maltose's two building blocks are both glucose, hydrolysis gives only glucose as product.
Step-by-Step Solution
- Maltose = glucose + glucose (joined by an α(1→4) glycosidic linkage). Enzyme maltase hydrolyses this bond ⇒ 2 glucose molecules only.
- Sucrose = glucose + fructose, hydrolysed by sucrase/invertase ⇒ gives glucose and fructose, not glucose alone.
- Lactose = glucose + galactose, hydrolysed by lactase ⇒ gives glucose and galactose, not glucose alone. …
- AP EAPCET 2022Set eng-2022-07-08-FN1 markMCQQ.If sucrose is boiled with dilute. HCl in alcoholic solution the ratio in which glucose and fructose are formed is (A) 1:1 (B) 1:2 (C) 2:1 (D) 4:1
›Reveal solutionSolution
Acid hydrolysis of sucrose (inversion) cleaves its single glycosidic linkage to give exactly one glucose and one fructose molecule per sucrose molecule — a 1:1 ratio, option (A).
Concept and Intuition
Sucrose is a disaccharide formed by the condensation of one molecule of alpha-D-glucose and one molecule of beta-D-fructose, joined through a glycosidic linkage between C1 of glucose and C2 of fructose. Because this glycosidic bond is the only bond joining the two monosaccharide units, hydrolyzing it (by boiling with dilute acid, a reaction historically called 'inversion' because the optical rotation changes sign) breaks sucrose into exactly one glucose unit and one fructose unit — there is no possibility of an unequal split, since each sucrose molecule contains precisely one of each monosaccharide.
Step-by-Step Solution
- Recall the structure of sucrose: glucose + fructose joined by one glycosidic bond (1→2 linkage), with the molecular formula C12H22O11.
- Acid hydrolysis reaction: C12H22O11+H2OH+C6H12O6(glucose)+C6H12O6(fructose). …
- AP EAPCET 2021Set eng-2021-08-19-FN1 markMCQQ.Identify the product of the following reaction. (C6H10O5)n+nH2OH+, 393K2-3 atm ? (Starch) (A) Fructose (B) Glucose (C) Lactose (D) Maltose
›Reveal solutionSolution
Complete acid hydrolysis of starch under heat and pressure breaks the glycosidic bonds all the way down to its monosaccharide unit, glucose.
Concept and Intuition
Starch is a polysaccharide made of many glucose units linked by glycosidic bonds (α-1,4 and α-1,6 linkages in amylose/amylopectin). Acid-catalyzed hydrolysis under heat and elevated pressure cleaves all these glycosidic bonds completely, releasing the individual glucose monomer units — this is the industrial process used to make glucose syrup from starch.
Step-by-Step Solution
- Starch's repeating unit formula is (C6H10O5)n.
- Complete hydrolysis adds one water molecule per glycosidic bond broken: (C6H10O5)n+nH2OH+,393K2-3 atmnC6H12O6.
- The product, C6H12O6, is glucose — the single repeating monosaccharide unit of starch. …
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