Chapter 11 Lipids

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What do we want to understand?

structures of lipid families

physical properties –how these differ from proteins, nucleic acids, and polysaccharides

understand varied roles (leading up to next chapter on membranes)

A. Lipid characteristics

structure: lipids are molecules that possess long chain "fatty acids" (often with significant modifications). What is a fatty acid? In general, it is any organic carboxylic acid (RCO2H) where R can be a long-chain hydrocarbon (12-24 carbons) with or without double bond(s), hydroxyl groups, keto groups, or branching methyl groups (CH3).

physical properties: weak acids, often but not always with a hydrophobic "tail" (the hydrocarbon portion) and hydrophilic "head" (the carboxylic acid or carboxylate group)

B. Biological functions of lipids

energy storage (e.g., triacylglycerols)

insulation

surface barriers (e.g., waxes)

hormones (e.g., steroids)

membrane structure

cell signalling/recognition

C. Lipid families

The following list of fatty acids (on the left) lead to various lipid family members (shown on the right). We will discuss selected members of these family groups.

arachidonic eicosanoids

acid

mevalonic steroids

acid vitamins

linear triacylglycerols

fatty acids glycerophospholipids

sphingolipids

waxes

1. triacylglycerols

role: energy storage

structure:

 

properties: neutral, hydrophobic

hydrolyzed by lipases

liquid or solid depending on presence

of double bonds

2. eicosanoids

properties: weak acid, some members are quite unstable

fatty acid source: specialized but important family that is derived from one particular fatty acid called arachidonic acid (shown below)

 

role: smooth muscle contraction, blood vessel constriction, blood clotting

structures: major subfamily is the prostaglandins that show a "hairpin-like" shape; some members have no carbocyclic or heterocyclic rings, some do not

 

3. glycerophospholipids

role: membrane component, communication

structure:

 

where Z is a variety of different groups including ethanolamine, choline, serine and inositol

note: cleaved at various points by phospholipases (e.g., snake, bee, wasp venoms) that disrupt membrane structure

4. sphingolipids

role: found in membranes, particularly in nervous system

structure:

where R is a phosphocholine, carbohydrate

properties: amphipathic

5. steroids

fatty acid source: specialized but important family that is derived from mevalonic acid shown below

 

structures: