Carbohydrates and their classification
Carbohydrates are optically active polyhydroxy aldehydes or ketones, or compounds that give them on hydrolysis. They are grouped by how many sugar units hydrolysis gives.
What carbohydrates are
Carbohydrates are made by plants and form a large part of our food. Many have the formula Cx(H₂O)y, so they were once called 'hydrates of carbon'. The formula is not a good test. Rhamnose, C₆H₁₂O₅, is a carbohydrate but does not fit it. Acetic acid, CH₃COOH (C₂H₄O₂), fits it but is not a carbohydrate. So chemists define carbohydrates by structure: optically active polyhydroxy aldehydes or ketones, or compounds that give such units on hydrolysis (splitting by water). Sweet carbohydrates are called sugars. Carbohydrates are also called saccharides, from a Greek word for sugar.
Classification by behaviour on hydrolysis
| Class | Hydrolysis gives | Examples |
|---|---|---|
| Monosaccharides | Cannot be hydrolysed further | Glucose, fructose, ribose |
| Oligosaccharides | 2 to 10 monosaccharide units | Disaccharides: sucrose (glucose + fructose), maltose (two glucose), lactose (glucose + galactose); also tri- and tetrasaccharides |
| Polysaccharides | A very large number of monosaccharide units | Starch, cellulose, glycogen, gums |
Classifying monosaccharides
| Carbon atoms | General term | With an aldehyde group | With a keto group |
|---|---|---|---|
| 3 | Triose | Aldotriose (glyceraldehyde) | Ketotriose (dihydroxyacetone) |
| 4 | Tetrose | Aldotetrose | Ketotetrose |
| 5 | Pentose | Aldopentose (ribose) | Ketopentose |
| 6 | Hexose | Aldohexose (glucose) | Ketohexose (fructose) |
| 7 | Heptose | Aldoheptose | Ketoheptose |
Reducing vs non-reducing sugars
Ketoses such as fructose also reduce Fehling's and Tollens' reagents, although simple ketones do not.
Sugars vs non-sugars
The old urine sugar test for diabetes, still seen in some Indian clinics, boils urine with Benedict's solution. A green, orange or red precipitate shows a reducing sugar, glucose.
2 marks: “Define a reducing sugar. Is sucrose one? Give a reason.” Sugars that reduce Fehling's solution and Tollens' reagent. Sucrose is non-reducing, because the reducing groups of glucose (C1) and fructose (C2) are used in the glycosidic bond.
1 marks: “Classify glucose and fructose as aldose or ketose, with the number of carbon atoms.” Glucose: aldohexose. Fructose: ketohexose.
2 marks: “Why is the formula Cx(H₂O)y not a good definition of a carbohydrate? Give two examples.” Rhamnose, C₆H₁₂O₅, is a carbohydrate but does not fit it; acetic acid, C₂H₄O₂, fits it but is not a carbohydrate.
Mono = 1 (cannot split), oligo = 2 to 10, poly = many. Sucrose is the sweet one that will not reduce.