Q1
LONG ANSWER
10M
★ High-yield
Classify lipids with suitable examples. Describe their functions and the properties used to characterise them.
Definition
Lipids = a heterogeneous group of organic compounds, insoluble in water but soluble in organic solvents such as ether, chloroform and benzene, related either actually or potentially to the fatty acids.
- They are grouped by solubility, not by structure — which is why the class is so chemically varied
Bloor’s Classification
| Class | Definition | Examples |
|---|---|---|
| Simple lipids | Esters of fatty acids with alcohols | Fats and oils (with glycerol); waxes (with a higher alcohol) |
| Compound (complex) lipids | Esters of fatty acids with alcohol, plus an additional group | Phospholipids, glycolipids, lipoproteins, sulpholipids |
| Derived lipids | Products of hydrolysis of the above | Fatty acids, glycerol, steroids, cholesterol, ketone bodies, fat-soluble vitamins |
Simple Lipids
- Triacylglycerol (triglyceride) — three fatty acids esterified to glycerol; the storage form of fat and about 95% of dietary lipid
- Fats are solid at room temperature (mostly saturated); oils are liquid (mostly unsaturated)
- Waxes — esters of fatty acids with long-chain monohydric alcohols; not digestible by man; found in cerumen and sebum
Compound Lipids
| Type | Contains | Examples | Significance |
|---|---|---|---|
| Phospholipids — glycerophospholipids | Glycerol + 2 fatty acids + phosphate + base | Lecithin (choline), cephalin (ethanolamine), phosphatidylserine, phosphatidylinositol, cardiolipin | Membranes; surfactant; IP3/DAG signalling; VDRL antigen |
| Phospholipids — sphingophospholipids | Sphingosine instead of glycerol | Sphingomyelin | Myelin; accumulates in Niemann–Pick disease |
| Glycolipids | Sphingosine + fatty acid + carbohydrate, no phosphate | Cerebrosides, gangliosides, sulphatides | Brain and nerve; blood group antigens; lysosomal storage diseases |
| Lipoproteins | Lipid + apoprotein | Chylomicron, VLDL, LDL, HDL | Transport of lipids in plasma |
Derived Lipids
- Fatty acids — saturated and unsaturated
- Steroids — based on the cyclopentanoperhydrophenanthrene ring: cholesterol, bile acids, steroid hormones, vitamin D
- Ketone bodies — acetoacetate, β-hydroxybutyrate, acetone
- Fat-soluble vitamins — A, D, E, K
- Eicosanoids — prostaglandins, thromboxanes, leukotrienes
Functions of Lipids
| Function | Detail |
|---|---|
| Energy storage | 9 kcal/g — more than twice carbohydrate or protein; stored anhydrous, so far more compact |
| Structural | Phospholipids and cholesterol form all biological membranes |
| Insulation | Subcutaneous fat conserves heat |
| Protection | Cushions kidney, eyeball and other organs |
| Hormones and signalling | Steroid hormones, eicosanoids, IP3 and DAG |
| Vitamin absorption | Carrier for the fat-soluble vitamins A, D, E and K |
| Essential fatty acids | Linoleic and α-linolenic acid |
| Surfactant | Dipalmitoyl phosphatidylcholine prevents alveolar collapse |
Properties Used in the Laboratory
| Property | Meaning | Use |
|---|---|---|
| Saponification | Alkaline hydrolysis of a fat → soap + glycerol | Soap manufacture; the saponification number indicates chain length |
| Iodine number | Grams of iodine absorbed by 100 g of fat | Measures the degree OF unsaturation |
| Acid number | Free fatty acid content | Indicates rancidity |
| Rancidity | Unpleasant odour and taste from oxidative or hydrolytic breakdown | Prevented by antioxidants and airtight storage |
| Hydrogenation | Adding hydrogen to double bonds → solid fat | Vanaspati; produces harmful trans fats |
Amphipathic Lipids and Micelles
- Amphipathic = possessing both a polar (hydrophilic) and a non-polar (hydrophobic) region — phospholipids, cholesterol, bile salts, free fatty acids
- In water they orient with the polar heads outward, forming micelles, bilayers or liposomes
- Micelle formation is essential for fat digestion — bile salts emulsify fat and carry the products to the mucosal surface
- The lipid bilayer of every membrane is the direct consequence of this property
- Liposomes are used as drug delivery vehicles, as in liposomal amphotericin B and doxorubicin
- Neutral lipids such as triglyceride and cholesteryl ester are not amphipathic — they form the core of a lipoprotein, not its surface
Applied Aspects
- Trans fats, produced by partial hydrogenation, raise LDL and lower HDL — the worst combination; now legally restricted in India and many other countries
- Respiratory distress syndrome of the newborn follows deficiency of the phospholipid surfactant
- Lipid storage diseases — Gaucher, Niemann–Pick, Tay–Sachs and Krabbe disease all result from failure to degrade a complex lipid
- Cardiolipin is the antigen used in the VDRL test for syphilis, and antibodies to it explain the biological false positive in lupus
- Essential fatty acid deficiency causes scaly dermatitis and poor wound healing, seen in prolonged fat-free parenteral nutrition
- Steatorrhoea — failure to digest or absorb fat gives bulky, pale, offensive stools that float; caused by pancreatic insufficiency, bile salt deficiency or mucosal disease
All questions in Chemistry of Lipids, Proteins & Amino Acids
- Q1Classify lipids with suitable examples. Describe their functions and the properties used to characterise them. ★
- Q2Classify fatty acids. Describe the essential fatty acids and the significance of trans fats. ★
- Q3Classify amino acids on the basis of side chain, nutritional requirement and metabolic fate. Describe their properties. ★
- Q4Describe the structural organisation of proteins from primary to quaternary level. Add a note on denaturation. ★
- Q5Classify the plasma proteins. Describe albumin and the acute phase response. Discuss the diagnostic value of serum electrophoresis. ★
- SN1Describe the structure, functions and clinical significance of cholesterol. ★
- SN2Describe the peptide bond with its characteristics and significance. ★
- SN3Describe the structure and types of haemoglobin. Add a note on its abnormal derivatives. ★
- SN4Describe the structure and biosynthesis of collagen. Add a note on its disorders. ★
- SN5Describe the structure, classes and functions of the immunoglobulins.
- SN6Describe the principle and clinical applications of electrophoresis. ★
- SN7Classify proteins on the basis of composition, shape and function. Add a note on precipitation reactions.