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Lipids

What are lipids?


Non-polar compounds of biologic origin that are insoluble in water.


What are four lipids that you should be familiar with for the MCAT¨?

  1. Steroids
  2. Terpenes
  3. Triacyl glycerols
  4. Free fatty acids



What are steroids?


Very important lipids involved in regulating biological functions, which have a characteristic four-carbon ring system - memorize the shape of steroids and be able to recognize it!

Figure 55.1: The general structure of a steroid.
\includegraphics{img-o-steroid.eps}



What steroid is found in cell membranes and contributes to membrane fluidity?

Cholesterol.


What are three other important steroids?

Sex hormones, vitamin D and cortisol.



What are terpenes and terpenoids?


Also collectively called ``essential oils,'' terpenes are hydrocarbons that include carotenes (precursors for vitamin A). Terpenoids are similar to terpenes but are derived from isoprene units and have odoriferous characteristics (e.g. cinammon):

Figure 55.2: Retinol (vitamin A).
\includegraphics[width=3.5in]{img-o-retinol.eps}

What are triacylglycerols?

Esters of glycerols:

Figure 55.3: Triacylglycerols.
\includegraphics[width=3.5in]{img-o-triacylglycerols.eps}



What unique physical properties do triacylglycerols have?


Hydrophilic and hydrophobic moieties which can be used to create a barrier between polar and non-polar regions, e.g. cell membranes and micelles in the gut:

Figure 55.4: Triacylglycerols: Hydrophilic heads and hydrophobic tails.
\includegraphics[width=3.5in]{img-o-triacylglycerols_illustrated.eps}

What is created when triacylglycerols undergo hydrolysis?


Free fatty acids and glycerol:

Figure 55.5: Products of triacylglycerols hydrolysis in the presence of a base and water followed by an acid: one glycerol molecule and three free fatty acids.
\includegraphics[width=3.5in]{img-o-triacylglycerol_hydrolysis.eps}



What are three properties of fatty acids?

  1. Unbranched
  2. An even number of carbons
  3. Unsaturated vs. saturated fats

Figure 55.6: Saturated (top) vs. unsaturated fats (bottom).
\includegraphics[height=6in]{img-o-unsat_sat_fats.eps}


next up previous contents
Next: Phosphorous Compounds Up: Organic Chemistry Previous: Carbohydrates   Contents
Alfa Diallo 2006-08-04