BCHM-3050 Lecture Notes - Lecture 10: Thermodynamics, Sphingomyelin, Glycosylphosphatidylinositol

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Chapter 10: Lipids, Membranes, and Cellular Transport
Lipid Introduction
Major functions:
oEnergy storage
oMembrane Structure
oSignaling (hormones)
UNLIKE amino acids, nucleotides, or carbs, they have LIMITED solubility in aqueous media.
Lipids are amphipathic and contain both hydrophilic (polar) and hydrophobic (nonpolar) regions.
Lipids are long chain, carboxylic acids, known as fatty acids
Fatty Acids
Space Filling Model (saturated or unsaturated)
oSaturated = no double bonds
oUnsaturated = contains at least 1 double bond in the non polar tail, and makes the tail kinked
Condensed Structure
18:1cΔ9 (18 carbons, 1 double bond, and double bond starts at carbon #9)
All fatty acids have an even number of carbons and all double bonds are CIS.
There is an equal ration of # of carbons to # of double bonds.
-COOH = C1
Melting point:
oTm increases with the increase # of carbons
oTm decreases with the increase of double bonds
Saturated fatty acids have C-C single bonds, while unsaturated fatty acids have at least 1 C-C double
bond.
Van der Waals forces
**fatty acids can more or less be considered as the monomers for lipids**
Fatty Acids and Diet
Fatty acids are required for optimal metabolism that eukaryotes cannot synthesize
Fas include omega-3-fatty acids. 2 most important ones are EPA & DHA. ALL CIS DOUBLE BONDS
Esterification of Glycerol + FAs
Esterification is a special condensation reaction between an alcohol and carbocxyllic acid.
Reaction is reversible, so is a hydrolysis reaction
Glycerol is a tri-ol, and contained 3-OH groups
Triacylglycerides
Glycerol esterified with 3 fatty acids = fats/triacylglycerides
oEster Bond
oEster group
Fats are used for metabolic energy storage because the carbon atoms are highly reduced, and can be
biological thermal insulators.
Fats are stored in adipocytes
oUnsaturated FAs = 1 or more CIS double bonds
oSaturated FAs = NO double bond
oThe fluidity DECREASES as the chain length INCREASES and the number of cis double bonds
DECREASES (reverse of Tm)
Tm = Linoleic < Oleic < Stearic
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Document Summary

Major functions: energy storage, membrane structure, signaling (hormones) Unlike amino acids, nucleotides, or carbs, they have limited solubility in aqueous media. Lipids are amphipathic and contain both hydrophilic (polar) and hydrophobic (nonpolar) regions. Lipids are long chain, carboxylic acids, known as fatty acids. Space filling model (saturated or unsaturated: saturated = no double bonds, unsaturated = contains at least 1 double bond in the non polar tail, and makes the tail kinked. 18:1c 9 (18 carbons, 1 double bond, and double bond starts at carbon #9) All fatty acids have an even number of carbons and all double bonds are cis. There is an equal ration of # of carbons to # of double bonds. Melting point: tm increases with the increase # of carbons, tm decreases with the increase of double bonds. Saturated fatty acids have c-c single bonds, while unsaturated fatty acids have at least 1 c-c double bond.

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