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Lecture 22

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35 Questions

What is the direction of numbering carbons in the alternative convention for polyunsaturated fatty acids?

From the methyl group to the carboxyl group

Which of the following omega-3 fatty acids can be synthesized from ALA?

Both DHA and EPA

What is the notation for Palmitoleic acid, a C16 mono-unsaturated fatty acid?

16:1(D9)

What is the name of the omega-3 fatty acid found in soybeans and flaxseeds?

ALA

What is the function of the ω notation in the alternative convention for polyunsaturated fatty acids?

Designates the methyl carbon at the end of the chain

What is the primary function of bile acids in the intestine?

To emulsify dietary fats and make them more accessible to lipases

What is the main difference between sterols and steroid hormones?

Sterols have an alkyl side-chain, while steroid hormones lack it

What is the role of cholesterol in the plasma membrane?

To thicken the plasma membrane

What is the source of cholesterol in mammals?

Both from food and de novo synthesis in the liver

What is the primary role of steroid hormones in the body?

To carry messages between tissues

What is the primary function of lipids in storing energy?

To store reduced compounds with high available energy

What is the characteristic of the double bonds in natural unsaturated fatty acids?

They are commonly in cis configuration

What is the role of vitamin K in biological functions of lipids?

It is involved in blood clot formation

What is the characteristic of the hydrocarbon chain in fatty acids?

It is commonly unbranched with an even number of carbon atoms

What is the significance of the hydrophobic nature of lipids in biological functions?

It provides insulation and prevents excessive wetting

What is the common range of carbon atoms in natural fatty acids?

C4 to C36

What is the primary function of eicosanoids in the body?

To act as paracrine hormones, mediating inflammation and vasoconstriction

Which of the following hormones is NOT synthesized in the adrenal gland?

Estradiol

What is the enzyme inhibited by nonsteroidal anti-inflammatory drugs (NSAIDs)?

Cyclooxygenase

What is the role of prostaglandins and thromboxanes in the body?

To mediate inflammation, vasoconstriction, and platelet aggregation

What is the primary source of estradiol in the body?

Ovaries and placenta

What is the function of prednisone and prednisolone?

To act as anti-inflammatory agents

What is the result of the photochemical reactions in the rhodopsin molecule when it is excited by visible light?

Conversion of 11-cis-retinal to all-trans-retinal

What is the primary function of Vitamin E in the body?

Removal of free radicals

What is the role of Vitamin K1 in the body?

Activation of blood-clotting factors

What is the result of the transformation of the rhodopsin molecule in the rod cell of the vertebrate retina?

Sending of an electrical signal to the brain

What is the result of the conversion of 11-cis-retinal to all-trans-retinal in the rhodopsin molecule?

A change in the shape of the rhodopsin molecule

What is the primary function of vitamin E in the body?

To remove free radicals

What is the role of isoprenoids in the body?

To form units of coenzyme Q

What is the result of myristoylation, palmitoylation, and prenylation?

The addition of lipid groups to proteins

What is the function of ubiquinone in the body?

To act as a coenzyme in energy metabolism

What is the role of vitamin K in the body?

To activate blood-clotting factors

What is the result of the transformation of the rhodopsin molecule in the rod cell of the vertebrate retina?

An electrical signal is sent to the brain

What is the function of antioxidants in the body?

To remove free radicals

What is the common characteristic of lipid quinones?

They are antioxidants

Study Notes

Biological Functions of Lipids

  • Lipids provide energy storage: reduced compounds with high energy density and hydrophobic nature for good packing
  • Insulation from the environment: low thermal conductivity, high heat capacity, and mechanical protection
  • Water repellence: hydrophobic nature keeps the surface of the organism dry, preventing excessive wetting and water loss

Structure and Properties of Lipids

  • Fatty acids: carboxylic acids with hydrocarbon chains (C4-C36), even number of carbon atoms, unbranched, and saturated or unsaturated
  • Double bonds: cis configuration, kinking the chain
  • Two conventions for naming fatty acids: standard and alternative
  • Omega-3 fatty acids: essential nutrients, cannot be synthesized by humans, including ALA, DHA, and EPA

Sterols

  • Sterol nucleus: 4 fused rings, almost planar, and relatively rigid
  • Amphipathic: polar (OH at C-3) and non-polar (hydrocarbon side-chain at C-17)
  • Synthesized from acetyl CoA via 5-carbon isoprene units
  • Cholesterol: major sterol in animals, structural lipid, and component of membranes

Physiological Role of Sterols

  • Modulate fluidity and permeability
  • Thicken the plasma membrane
  • Present in the membranes of most eukaryotic cells
  • Mammals obtain cholesterol from food or synthesize it de novo in the liver

Bile Acids

  • Produced in the liver and stored in the gallbladder
  • Act as detergents in the intestine, emulsifying dietary fats
  • Derivatives of cholesterol

Steroid Hormones

  • Oxidized derivatives of sterols
  • Lack the alkyl chain found in cholesterol
  • More polar than cholesterol
  • Synthesized from cholesterol in gonads and adrenal glands
  • Carried through the body in the bloodstream, usually attached to carrier proteins

Lipid-Soluble Vitamins

  • Vitamin D: regulates calcium uptake, plays a role in immunity, and can be synthesized in the skin
  • Vitamin A: plays a role in visual transduction and gene expression
  • Vitamin E: antioxidant, removes free radicals, and protects against nonenzymatic oxidation of macromolecules
  • Vitamin K: involved in carboxyglutamate formation and the activation of blood-clotting factors

Eicosanoids

  • Derivatives of arachidonic acid
  • Paracrine hormones, carrying messages between nearby cells
  • Mediate inflammation, vasoconstriction, and platelet aggregation

Lipid-Modified Proteins

  • Addition of lipid groups by myristoylation, palmitoylation, prenylation, farnesylation, etc.
  • Modulate protein function and localization

Other Lipids

  • Lipid quinones: antioxidants, such as ubiquinone and dolichols
  • Isoprenoid derivatives: units derived from isoprene, found in various lipids

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