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Q1 LONG ANSWER 10M ★ High-yield

Classify lipids with suitable examples. Describe their functions and the properties used to characterise them.

Biochemistry · 1st Professional — Pre-Clinical

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

ClassDefinitionExamples
Simple lipidsEsters of fatty acids with alcoholsFats and oils (with glycerol); waxes (with a higher alcohol)
Compound (complex) lipidsEsters of fatty acids with alcohol, plus an additional groupPhospholipids, glycolipids, lipoproteins, sulpholipids
Derived lipidsProducts of hydrolysis of the aboveFatty 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

TypeContainsExamplesSignificance
Phospholipids — glycerophospholipidsGlycerol + 2 fatty acids + phosphate + baseLecithin (choline), cephalin (ethanolamine), phosphatidylserine, phosphatidylinositol, cardiolipinMembranes; surfactant; IP3/DAG signalling; VDRL antigen
Phospholipids — sphingophospholipidsSphingosine instead of glycerolSphingomyelinMyelin; accumulates in Niemann–Pick disease
GlycolipidsSphingosine + fatty acid + carbohydrate, no phosphateCerebrosides, gangliosides, sulphatidesBrain and nerve; blood group antigens; lysosomal storage diseases
LipoproteinsLipid + apoproteinChylomicron, VLDL, LDL, HDLTransport 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

FunctionDetail
Energy storage9 kcal/g — more than twice carbohydrate or protein; stored anhydrous, so far more compact
StructuralPhospholipids and cholesterol form all biological membranes
InsulationSubcutaneous fat conserves heat
ProtectionCushions kidney, eyeball and other organs
Hormones and signallingSteroid hormones, eicosanoids, IP3 and DAG
Vitamin absorptionCarrier for the fat-soluble vitamins A, D, E and K
Essential fatty acidsLinoleic and α-linolenic acid
SurfactantDipalmitoyl phosphatidylcholine prevents alveolar collapse

Properties Used in the Laboratory

PropertyMeaningUse
SaponificationAlkaline hydrolysis of a fat → soap + glycerolSoap manufacture; the saponification number indicates chain length
Iodine numberGrams of iodine absorbed by 100 g of fatMeasures the degree OF unsaturation
Acid numberFree fatty acid contentIndicates rancidity
RancidityUnpleasant odour and taste from oxidative or hydrolytic breakdownPrevented by antioxidants and airtight storage
HydrogenationAdding hydrogen to double bonds → solid fatVanaspati; 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

  1. Q1Classify lipids with suitable examples. Describe their functions and the properties used to characterise them. ★
  2. Q2Classify fatty acids. Describe the essential fatty acids and the significance of trans fats. ★
  3. Q3Classify amino acids on the basis of side chain, nutritional requirement and metabolic fate. Describe their properties. ★
  4. Q4Describe the structural organisation of proteins from primary to quaternary level. Add a note on denaturation. ★
  5. Q5Classify the plasma proteins. Describe albumin and the acute phase response. Discuss the diagnostic value of serum electrophoresis. ★
  6. SN1Describe the structure, functions and clinical significance of cholesterol. ★
  7. SN2Describe the peptide bond with its characteristics and significance. ★
  8. SN3Describe the structure and types of haemoglobin. Add a note on its abnormal derivatives. ★
  9. SN4Describe the structure and biosynthesis of collagen. Add a note on its disorders. ★
  10. SN5Describe the structure, classes and functions of the immunoglobulins.
  11. SN6Describe the principle and clinical applications of electrophoresis. ★
  12. SN7Classify proteins on the basis of composition, shape and function. Add a note on precipitation reactions.

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