Biological Molecules: Carbohydrates
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Biological Molecules: Key Terms
- Monomers are the smaller units from which larger molecules are made.
- Polymers are molecules made from a large number of monomers joined together in a chain during a process called polymerisation.
- Organic compounds include carbohydrates, proteins, lipids and nucleic acids as they all contain the elements carbon (C) and hydrogen (H).
- Macromolecules are very large molecules containing 1000 or more atoms, therefore having a high molecular mass.
- Polymers can be macromolecules, however, not all macromolecules are polymers, as the subunits of polymers have to be the same repeating units.
Biological Molecules: Reactions
- Many biological reactions involve the formation of covalent bonds, which add strength and structure to a molecule.
- A condensation reaction (also known as dehydration synthesis) occurs when monomers combine by covalent bonds to form polymers or macromolecules, and water is removed.
- Hydrolysis means ‘lyse’ (to break) and ‘hydro’ (with water); in the hydrolysis of polymers, covalent bonds are broken when water is added.
- Covalent bonds in organic molecules are formed during condensation reactions and broken during hydrolysis reactions.
Monosaccharides
- Carbohydrates are one of the main carbon-based compounds in living organisms; all molecules in this group contain carbon, hydrogen and oxygen.
- The three types of carbohydrates are monosaccharides, disaccharides and polysaccharides.
- A monosaccharide is a single reducing sugar monomer; examples include glucose, fructose and deoxyribose.
- A disaccharide is a sugar formed from two monosaccharides joined by a glycosidic bond during a condensation reaction; examples include maltose, sucrose and lactose.
- A polysaccharide is a polymer formed from many monosaccharides joined by glycosidic bonds during condensation reactions; examples include cellulose, starch and glycogen.
- Reducing sugars can donate electrons (the carbonyl group becomes oxidised), and the sugars become the reducing agent; they can be detected using Benedict’s reagent as they reduce soluble copper sulphate to insoluble brick-red copper oxide.
- Examples of reducing sugars include glucose, fructose and galactose; fructose and galactose have the same molecular formula as glucose but a different structural formula.
- Non-reducing sugars cannot donate electrons, therefore they cannot be oxidised; to be detected, they must first be hydrolysed to break the disaccharide into its two monosaccharides before using Benedict’s reagent. Example: sucrose.
Glucose
- Glucose has the molecular formula C₆H₁₂O₆ and is the most common monosaccharide, of central importance to most forms of life.
- Glucose exists in two structurally different forms – α (α) glucose and β (β) glucose; these structural forms are known as isomers of glucose.
- In α glucose, the hydroxyl (OH) group on carbon 1 is located below the ring.
- In β glucose, the hydroxyl (OH) group on carbon 1 is located above the ring.
- Different polysaccharides are formed from the two isomers: starch and glycogen are formed from α-glucose, while cellulose is formed from β-glucose.
The Glycosidic Bond
- To make monosaccharides more suitable for transport, storage and to have less influence on a cell’s osmolarity, they are bonded together to form disaccharides and polysaccharides.
- Disaccharides and polysaccharides are formed when two hydroxyl (-OH) groups (on different saccharides) interact to create a strong covalent bond called the glycosidic bond.
- Each glycosidic bond is catalysed by enzymes specific to which OH groups are interacting.
- Every glycosidic bond results in one water molecule being removed, thus glycosidic bonds are formed by condensation.
- Different types of glycosidic bonds form (e.g. maltose has an α-1,4 glycosidic bond and sucrose has an α-1,2 glycosidic bond).
- Maltose is a disaccharide formed by the condensation reaction of two glucose molecules.
- Sucrose is a disaccharide formed by the condensation of a glucose molecule and a fructose molecule.
- Lactose is a disaccharide formed by the condensation of a glucose molecule and a galactose molecule.
- Polysaccharides are formed by the condensation of many glucose units: glycogen and starch from α-glucose, cellulose from β-glucose.
- The glycosidic bond is broken when water is added in a hydrolysis reaction; hydrolytic reactions are catalysed by enzymes different to those in condensation reactions.
- Disaccharides and polysaccharides are broken down into smaller molecules in hydrolysis reactions; examples include digestion of food in the alimentary tract and breakdown of stored carbohydrates in muscle and liver cells for use in cellular respiration.
Chromatography: Monosaccharides
- Chromatography is a technique that can be used to separate a mixture into its components, relying on differences in the solubility of the different chemicals (solutes) within a mixture.
- All chromatography techniques use two phases: the mobile phase and the stationary phase; components separate as the mobile phase travels over the stationary phase.
- Components with higher solubility travel further because they spend more time in the mobile phase and are carried further up the paper than less soluble components.
- In paper chromatography, the mobile phase is the solvent (e.g. water or ethanol) and the stationary phase is the chromatography paper.
- Method: a spot of the mixture is placed on chromatography paper and left to dry; the paper is suspended in a solvent; as the solvent travels up, components move at different speeds; larger molecules move more slowly than smaller ones; this produces a chromatogram.
- Paper chromatography can be used to separate a mixture of monosaccharides; mixtures of colourless molecules, such as monosaccharides, have to be stained first.
- Spots of known standard solutions of different monosaccharides are placed beside the sample spot; the unknown monosaccharides can then be identified by comparing and matching them with the chromatograms of the known standard solutions.
- If a spot from the monosaccharide sample mixture is at the same distance from the line as a spot from one of the known standard solutions, then the mixture must contain this monosaccharide.
Disaccharides
- Monosaccharides can join together via condensation reactions to form disaccharides; the new chemical bond that forms between two monosaccharides is known as a glycosidic bond.
- Common examples of disaccharides include maltose (the sugar formed in the production and breakdown of starch), sucrose (the main sugar produced in plants) and lactose (a sugar found only in milk).
- All three common disaccharides have the formula C₁₂H₂₂O₁₁, but are comprised of different monomers.
- Maltose is made from α-glucose and α-glucose.
- Sucrose is made from α-glucose and fructose.
- Lactose is made from α-glucose and galactose.
Starch & Glycogen
- Starch and glycogen are polysaccharides – macromolecules formed by many monosaccharides joined by glycosidic bonds in a condensation reaction to form long chains that may be branched or unbranched, folded, straight or coiled.
- Starch and glycogen are storage polysaccharides because they are compact (so large quantities can be stored) and insoluble (so will have no osmotic effect, unlike glucose, which would lower the water potential of a cell).
- Starch is the storage polysaccharide of plants; it is stored as granules in plastids (e.g. chloroplasts) and takes longer to digest than glucose due to the many monomers.
- Starch is constructed from two different polysaccharides: amylose and amylopectin.
- Amylose comprises 10–30% of starch; it has an unbranched helix-shaped chain with 1,4 glycosidic bonds between α-glucose molecules; the helix shape enables it to be more compact and more resistant to digestion.
- Amylopectin is 70–90% of starch; it has 1,4 glycosidic bonds between α-glucose molecules, but also 1,6 glycosidic bonds form between glucose molecules, creating a branched molecule; the branches result in many terminal glucose molecules that can be easily hydrolysed for use during cellular respiration or added to for storage.
- Glycogen is the storage polysaccharide of animals and fungi; it is highly branched and not coiled; liver and muscle cells have a high concentration of glycogen, present as visible granules, as the cellular respiration rate is high in these cells.
- Glycogen is more branched than amylopectin, making it more compact, which helps animals store more; the branching enables more free ends where glucose molecules can either be added or removed, allowing for condensation and hydrolysis reactions to occur more rapidly, thus the storage or release of glucose can suit the demands of the cell.
- Comparison: Amylose – monomer α-glucose, unbranched, helix shape, 1,4 glycosidic bonds, source plant. Amylopectin – monomer α-glucose, branched, no helix, 1,4 and 1,6 glycosidic bonds, source plant. Glycogen – monomer α-glucose, branched, no helix, 1,4 and 1,6 glycosidic bonds, source animal.
Cellulose
- Cellulose is a polysaccharide found in plant cells; it consists of long chains of the monomer β-glucose, joined together by 1,4 glycosidic bonds.
- As β-glucose is an isomer of α-glucose, to form the 1,4 glycosidic bonds, consecutive β-glucose molecules must be rotated 180° to each other.
- Due to the inversion of the β-glucose molecules, many hydrogen bonds form between the long chains, giving cellulose its strength.
- Cellulose is used as a structural component due to the strength it has from the many hydrogen bonds that form between the long chains of β-glucose molecules.
- Cellulose is the main structural component of cell walls due to its strength, which is a result of the many hydrogen bonds found between the parallel chains of microfibrils.
- The high tensile strength of cellulose allows it to be stretched without breaking, which makes it possible for cell walls to withstand turgor pressure.
- The cellulose fibres and other molecules (e.g., lignin) found in the cell wall form a matrix which increases the strength of the cell walls; the strengthened cell walls provide support to the plant.
- Cellulose fibres are freely permeable, which allows water and solutes to leave or reach the cell surface membrane.
- As few organisms have the enzyme (cellulase) to hydrolyse cellulose, it is a source of fibre.
Biochemical Tests: Sugars & Starch
- Several tests can be carried out to determine if a sample contains a certain type of sugar; the following tests are qualitative – they do not give a quantitative value as to how much of each type of molecule may be present in a sample.
- Sugars can be classified as reducing or non-reducing; this classification is dependent on their ability to donate electrons.
- Test for reducing sugars: Benedict’s reagent is a blue solution that contains copper (II) sulfate ions (CuSO₄); in the presence of a reducing sugar, copper (I) oxide forms, which is not soluble in water, so it forms a precipitate.
- Benedict's test method: add Benedict's reagent to a sample solution in a test tube (an excess must be used); heat the test tube in a water bath or a beaker of water that has been brought to a boil for a few minutes; if a reducing sugar is present, a coloured precipitate will form.
- A positive test result is a colour change somewhere along a colour scale from blue (no reducing sugar), through green, yellow and orange (low to medium concentration of reducing sugar) to brown/brick-red (a high concentration of reducing sugar).
- This test is semi-quantitative as the degree of the colour change can indicate the concentration of reducing sugar present.
- Test for non-reducing sugars: non-reducing sugars are tested differently because they lack the chemical groups necessary for reduction reactions; they cannot directly react with oxidising agents like those in Benedict's test.
- The addition of an acid will hydrolyse any glycosidic bonds present in any carbohydrate molecules; the resulting monosaccharides left will have an aldehyde or ketone functional group that can donate electrons to copper (II) sulfate (reducing the copper), allowing a precipitate to form.
- Method for non-reducing sugars: add dilute hydrochloric acid to the sample and heat in a water bath that has been brought to the boil; neutralise the solution with sodium hydrogencarbonate (use a suitable indicator such as red litmus paper to identify when the solution has been neutralised, and then add a little more sodium hydrogencarbonate as the conditions need to be slightly alkaline for Benedict’s test to work); then carry out the Benedict’s test as normal.
- Test for starch: add a few drops of orange/brown iodine in potassium iodide solution to the sample; if starch is present, iodide ions in the solution interact with the centre of starch molecules, producing a complex with a distinctive blue-black colour.
- The iodine test for starch is useful for determining the digestion of starch.
Finding the Concentration of Glucose
- Benedict’s reagent is used to identify the presence of reducing sugars, such as glucose, through a semi-quantitative method.
- The test relies on a colour change that occurs when reducing sugars reduce blue copper(II) sulfate in the reagent to a brick-red precipitate of copper(I) oxide.
- The intensity of the colour change correlates with the concentration of reducing sugar present: Blue → Green → Yellow → Orange → Brick-red.
- A semi-quantitative method can be carried out by preparing a range of glucose solutions of known concentrations via serial dilution from a stock solution.
- Serial dilution method: label a series of test tubes; add equal volumes of distilled water to each test tube; add a known volume of the stock solution to the first tube and mix thoroughly; transfer the same volume from the first tube to the second, and mix; repeat this process for each remaining tube using the same volume, creating a series of decreasing concentrations; ensure each dilution step is consistent, either by equal volume subtraction or halving (doubling dilutions); use each diluted solution for testing or plotting a calibration curve.
- The same procedure is carried out on a sample with an unknown concentration of reducing sugar, which is then compared to the stock solution colours; an estimate of the concentration of reducing sugar present can then be made.
- To avoid issues with human interpretation of colour, a colorimeter could be used to obtain a quantitative measure of the colour intensity.
- Colorimeters pass light of a specific wavelength (e.g. blue) through a solution of known concentration to establish a range of values of the absorbance or transmission of light; an unknown sample can then be compared using a calibration curve.
- Colorimeter method: select an appropriate filter (e.g. blue light for orange/red solutions); calibrate the colorimeter using a blank sample (e.g. water), which should give a reading of zero absorbance/100% transmission; measure the absorbance/transmission of each standard and unknown sample; plot a calibration curve of absorbance/transmission against known glucose concentrations.
- Use the absorbance of the unknown sample to estimate the concentration of glucose in an unknown sample by locating its absorbance value on the calibration curve and reading off the corresponding concentration; this is called interpolation.
- This method minimises subjective interpretation of colour changes and provides more reliable data.
- Applications of serial dilutions: prepare standard solutions for concentration comparison; count microbial populations (e.g. bacteria or yeast); determine unknown concentrations of glucose, protein, or starch.
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연습 문제
무료 미리 보기 — 60개 중 8개 문제. 가입하면 전부 볼 수 있어요.
1.Which of the following is the monomer present in cellulose?
Easy- Aα glucose
- Bβ glucose
- CFructose
- DGalactose
2.Which of the following is the monomer present in starch?
Easy- Aα glucose
- Bβ glucose
- CFructose
- DGalactose
3.A disaccharide is formed by a condensation reaction between two monosaccharides. In the equation: α glucose + A → sucrose + B, what are molecules A and B?
Easy- AA = fructose, B = water
- BA = galactose, B = water
- CA = fructose, B = hydrogen
- DA = water, B = fructose
4.The equation below shows the reaction catalysed by the enzyme maltase: maltose + A → glucose + B. What is the name of molecule A and the type of chemical reaction shown?
Medium- AA = water, hydrolysis
- BA = water, condensation
- CA = oxygen, hydrolysis
- DA = hydrogen, condensation
5.A laboratory assistant added Benedict’s reagent to a solution of sucrose in a test tube and applied heat. What is the expected result and explanation?
Medium- AA brick-red precipitate forms because sucrose is a reducing sugar.
- BThe solution remains blue because sucrose is a non-reducing sugar.
- CA green precipitate forms because sucrose is partially reducing.
- DThe solution turns blue-black because sucrose reacts with copper ions.
6.A student tested a muscle cell sample for starch using iodine in potassium iodide solution. What is the expected result and reason?
Medium- ABlue-black colour because muscle cells store starch.
- BNo blue-black colour because muscle cells store glycogen, not starch.
- CBrick-red precipitate because muscle cells contain reducing sugars.
- DBlue colour because muscle cells contain sucrose.
7.Which of the following correctly defines a disaccharide?
Medium- AA single reducing sugar monomer.
- BA sugar formed from two monosaccharides joined by a glycosidic bond during a condensation reaction.
- CA polymer formed from many monosaccharides joined by glycosidic bonds.
- DA sugar formed from two monosaccharides joined by a peptide bond.
8.In the reaction catalysed by maltase: maltose + water → glucose + glucose, what is the formula for maltose?
Medium- AC6H12O6
- BC12H22O11
- CC12H24O12
- DC6H12O11