(A) (a) Reducing sugar
Definition : A carbohydrate that contains a free aldehyde or free ketone group (or a potential one at a free anomeric carbon) and is therefore able to reduce Tollens' reagent and Fehling's solution is called a reducing sugar.
The sugar itself is oxidised while it reduces $Ag^+$ to metallic silver (a silver mirror) or $Cu^{2+}$ to $Cu_2O$ (a red-brown precipitate).
Which sugars qualify : all monosaccharides are reducing. Among disaccharides, maltose and lactose are reducing, but sucrose is not — both its anomeric carbons are locked in the glycosidic linkage.
(A) (b) (i) Fibrous versus globular proteins
| Fibrous protein | Globular protein |
|---|
| Chains lie parallel, giving a thread-like shape | Chains coil into a spherical shape |
| Generally insoluble in water | Generally soluble in water |
| Structural role | Functional role — enzymes, hormones |
| Examples : keratin, myosin, collagen | Examples : insulin, haemoglobin, albumin |
(A) (b) (ii) Nucleotide versus nucleoside
| Nucleoside | Nucleotide |
|---|
| Two components : base + sugar | Three components : base + sugar + phosphate |
| Base joins C-1 of the sugar by a glycosidic linkage | Phosphate esterifies the $-OH$ at C-5 |
| Not the repeating unit of nucleic acids | Is the repeating unit of DNA and RNA |
$$\text{Base} + \text{Sugar} \rightarrow \text{Nucleoside} \xrightarrow{H_3PO_4} \text{Nucleotide}$$
OR
(B) (a) Glucose with hydroxylamine
The aldehyde group condenses with $H_2N-OH$, eliminating water to give an oxime :
$$\underset{\text{glucose}}{CHO-(CHOH)_4-CH_2OH} + H_2N-OH \rightarrow \underset{\text{glucose oxime}}{CH=N-OH-(CHOH)_4-CH_2OH} + H_2O$$
What it proves : glucose contains a carbonyl group.
(B) (b) Glucose with acetic anhydride
All five hydroxyl groups are acetylated :
$$C_6H_{12}O_6 + 5(CH_3CO)_2O \rightarrow \underset{\text{glucose pentaacetate}}{C_6H_7O(OCOCH_3)_5} + 5CH_3COOH$$
What it proves : glucose has five $-OH$ groups, each on a different carbon — two on the same carbon would form an unstable gem-diol.
(B) (c) Glucose with concentrated $HNO_3$
This strong oxidising agent attacks both terminal groups :
$$\underset{\text{glucose}}{CHO-(CHOH)_4-CH_2OH} \xrightarrow{\text{conc. }HNO_3} \underset{\text{saccharic acid}}{COOH-(CHOH)_4-COOH}$$
What it proves : glucose has one aldehyde group and one primary alcoholic group, at the two ends of the chain.