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Topic 2: Molecular

2.3 Condensation reactions make bonds. bonds break these bonds.

Watch the following animation and make a generalisation about the processes: - , roles of , roles of http://is.gd/MaltoseGIF 2.3.U1 are linked together by condensation reactions to form and .

Monosaccharide has the formula C6H12O6 #1 It forms a hexagonal ring () Glucose is the form of that fuels respiration Glucose forms the base unit for many polymers

5 of the carbons form corners on the ring with the 6th corner taken by oxygen

http://commons.wikimedia.org/wiki/File:Glucose_crystal.jpg 2.3.U1 Monosaccharide monomers are linked together by condensation reactions to form disaccharides and polysaccharide polymers.

Monosaccharide #2 is also a hexose sugar Spot the difference It has the same

formula C6H12O6 but is less sweet

Most commonly found in milk, but also found in cereals

http://commons.wikimedia.org/wiki/File:Galactose-3D- balls.png

http://commons.wikimedia.org/wiki/File:Alpha-D-glucose-3D- balls.png 2.3.U1 Monosaccharide monomers are linked together by condensation reactions to form disaccharides and polysaccharide polymers.

Fructose is another Monosaccharide #3 sugar

Commonly found in fruits and honey

It is the sweetest naturally occurring 2.3.U1 Monosaccharide monomers are linked together by condensation reactions to form disaccharides and polysaccharide polymers. Monosaccharide #4 is a pentose sugar, it has a pentagonal ring

It forms the backbone of RNA

Deoxyribose differs as shown in the diagram, and forms the backbone of DNA

N.B. the above are included for continuity from statement “2.1.S2 Identification of biochemicals such as , lipids or amino from molecular diagrams.”. They are not referred to in the formation of the following disaccharides and . Original owner of image unknown

2.3.U1 Monosaccharide monomers are linked together by condensation reactions to form disaccharides and polysaccharide polymers. Disaccharides form via condensation reactions producing a water 2.3.U1 Monosaccharide monomers are linked together by condensation reactions to form disaccharides and polysaccharide polymers. #1

Maltose (C12H22O11) is a dimer of glucose

Gosh! Isn’t it sweet?! The two glucose are holding hands.

http://commons.wikimedia.org/wiki/File:Maltose_syrup.jpg http://commons.wikimedia.org/wiki/File:Maltose_Haworth.sv g 2.3.U1 Monosaccharide monomers are linked together by condensation reactions to form disaccharides and polysaccharide polymers.

Disaccharide #2 (C12H22O11) is most (Literally “two sugars”) commonly found in milk

The two subunits that make up lactose are glucose and galactose, our friends from a couple of slides ago.

http://www.flickr.com/photos/vermininc/2764742483/ http://commons.wikimedia.org/wiki/File:Alpha-lactose-from-xtal-3D- balls.png 2.3.U1 Monosaccharide monomers are linked together by condensation reactions to form disaccharides and polysaccharide polymers.

Disaccharide #3 (C12H22O11) is also known as table sugar

The twoThe monosaccharides two subunits thatthat make make it up up are glucosesucrose and are glucose and fructose. 2.3.U1 Monosaccharide monomers are linked together by condensation reactions to form disaccharides and polysaccharide polymers. 2.3.A1 Structure and function of and in and in .

• Cellulose is made by linking together β-glucose Polysaccharide #1 molecules. • Condensation reactions link carbon 1 to carbon atom 4 on the next β-glucose. • The glucose subunits in the chain are oriented Cellulose alternately upwards and downwards. • The consequence of this is that the cellulose molecule is a straight chain, rather than curved.

• Cellulose molecules are unbranched chains of β-glucose. • Hydrogen bonds link the the molecules together. • The linked molecules form bundles called cellulose microfibrils. • They have very high tensile strength. • The tensile strength of cellulose (the basis of walls) prevents cells from bursting, even under very high (water) pressure. 2.3.A1 Structure and function of cellulose and starch in plants and glycogen in humans. and Polysaccharide #2 are both forms of starch and made from repeating glucose units

• Starch is made by linking together α-glucose molecules • Condensation reactions link carbon atom 1 to carbon atom 4 on the next α- glucose • all the glucose molecules in starch can be orientated in the same way • The consequence of this is that the starch molecule is curved, rather than straight. • Size of the molecule is not fixed

http://www.flickr.com/photos/caroslines/5534432762/ http://commons.wikimedia.org/wiki/File:Amylose3.svg 2.3.A1 Structure and function of cellulose and starch in plants and glycogen in humans.

• In amylose the chain of α-glucose Polysaccharide #2 molecules is un-branched and forms a helix. • Typically amylose is made up of 300-3,000 glucose units • In amylopectin the chain is branched, so has a more globular shape. • Due it’s branched nature amylopectin can be much larger consisting of 2,000- 200,000 units

• Starch is only made by plant cells. • Molecules of both types of starch are hydrophilic but are too large to be soluble in water. • Starch does not affect the osmotic balance of cells, i.e. cause too much water to enter them • It is easy to add or remove extra glucose molecules to starch • Therefore starch is useful in cells for glucose, and http://www.flickr.com/photos/caroslines/5534432762/consequently , storage. • In seeds and storage organs such as cells glucose held as starch. 2.3.A1 Structure and function of cellulose and starch in plants and glycogen in humans.

• Polysaccharide #3 Glycogen (C6H10O5)n is a made from repeating glucose subunits • Glycogen is not just a simple chain, it • The molecule varies in size, typically it branches many times consists of 30,000 units • Condensation reactions link carbon atom 1 - 4 on the next α-glucose. Branches occur where a condensation reaction instead links carbon atom 1 – 6. • As a result the molecule is compact

• Glycogen is made by and also some fungi. • It is stored in the and some muscles in humans. • Glycogen does not affect the osmotic balance of cells, i.e. cause too • It is used in cells much water to enter them where large stores of • It is easy to add or remove extra glucose molecules to starch dissolved glucose • Therefore glycogen is useful in cells for glucose, and consequently would cause osmotic energy, storage. problems. Polysaccharides – Starch and Cellulose

Starch Cellulose

• α-D-glucose • β-D-glucose (unbranched) • Helical shaped (branched and • Microfibrils formed by hydrogen unbranched) bonding • Insoluble storage of glucose in • Great tensile strength plants • Make up plant cell walls Polysaccharides – Starch

Amylose Amylopectin

http://www.azaquar.com/sites/default/files/doc/en_images/chemistry/ca_glucides9.gif Polysaccharides - Glycogen

• Glucose storage in mammals (insoluble)

• 1-4 and 1-6 linkages of α-D-glucose

http://www.agsdus.org/assets/images/autogen/a_glycogen-structure.jpg Glycogen is an insoluble storage molecule in the liver. When glucose is high, the releases , telling the liver to capture blood glucose and combine molecules of glucose to make the polysaccharide glycogen, through condensation reactions.

This stores energy for later.

When blood glucose drops, the hormone causes the glycogen to be broken down (hydrolysis reactions) to glucose and then released back into the blood. blood glucose blood glucose too high too low

Liver from: http://en.wikipedia.org/wiki/File:Leber_Schaf.jpg Lactose is a disaccharide produced in mammal mothers. Lactose It consists of glucose and galactose and is easily digested by the lactase in the young ’s digestive system.

By producing a small disaccharide that can be broken down by lactase, the mother can provide her young with a source of energy that can be quickly digested after feeding and then readily used in respiration.

Breastfeeding logo from: http://en.wikipedia.org/wiki/File:Breastfeeding-icon-med.svg Carbohydrates

Form Description Example Monosaccharide • • Glucose, galactose, fructose Disaccharide • Polymer • Glucose + glucose 

• Two monomers linked together by + H2O a • Glucose + galactose  lactose

+ H2O • Glucose + fructose  sucrose

+ H2O Polysaccharide • Polymer • Starch • Long chains of 40-1000 • Glycogen monomers linked together by • Cellulose glycosidic bonds

Jmol: molecular visualization software

1. Download at http://sourceforge.net/projects/j mol/files/latest/download?source =files 2. Open “Jmol.jar” 3. Go to File/Get MOL 4. Type in either glycogen, starch or cellulose 5. Manipulate the molecules so you will be able to identify them

Refer to textbook page 75/6 and answer questions 1-7