Biochem Lipids Lecture 1 Flashcards
Lipids are a chemically diverse group of compounds.
Are they soluble in water?
What about in organic solvents?
No
yes
____ have the simplest structure of all lipids. Other types of lipids contain them or are derived from them
Fatty acids
What lipids are not derived from fatty acids?
Steroids
Lipid Vitamins (A,D,E,K)
Terpenes
What are terpenes derived from?
Isoprene
What are the functions of lipids?
Storage (fats and oils)
Structural elements of biological membranes (phospholipids)
Signals (hormones), enzyme cofactors, and pigments
Describe the structure of fatty acids
Carboxylic acids with long hydrocarbon chains (4 to 36 carbons)
Are all fatty acid chains unbranched and saturated?
No, some are unbranched and saturated
Stearic acid has 18 carbons in its chain with no double bonds, so its designated as
Other fatty acids contain one or more double bonds
18:0
Oleic acid has 18 carbons in its chain with one double bond between the 9th and 10th carbon. It is described as…
18:1(Δ9)
Linoleic acid is a polyunsaturated fatty acid containing 18 carbons and 2 double bonds, between the 9th and 10th and 12th and 13th carbons. it is abbreviated as
18:2 (Δ9,12)
The double bonds are in the ___ conformation for nearly all naturally occurring unsaturated fatty acids
Cis
____ fatty acids are obtained from dairy products and meat
Trans
trans fatty acids are associated with _____ LDL and decreased _____
LDL (bad cholesterol)
HDL (good cholesterol)
Do most fatty acids have an even or odd number of carbohydrates? Why?
Even because the are synthesized by condensation of two carbon units
The melting points of saturated fatty acids INCREASES/DECREASES as the number of carbon atoms increases
Why?
Increases
The increased number of van der Waals interactions increases with each C
The melting point INCREASES/DECREASES as the number of double bonds increases for 18 carbon chain fatty acids
Decreases
______ fatty acids can pack tightly while ___ fatty acids have kinks in their hydrocarbon chains due to the cis double bonds. Their interactions with each other are weaker
Saturated
Unsaturated
Triglycerols are composed of:
Three fatty acids
Each fa is an ester linkage with a single glycerol
Simple triacylglycerols contain the samy fatty acids in all three positions and are named after that fatty acid
For 18:0 (stearic acid) the triacyl glycerol is
Stearin
Most naturally occuring triacylglycerols are UNIFORM/MIXED
Mixed, they contain a mixture of saturated and unsaturated fatty acids of different chain length
triacylglycerols are CHARGED/UNCHARGED, POLAR/NONPOLAR, HYDROPHILIC/HYDROPHOBIC
uncharged, nonpolar, hydrophobic
The polar ____ of glycerol and the ___ of the fatty acids are bound in ester linkages
Hydroxyls
Carboxylates
Depending on their melting point, triacylglycerols may be liquids or solids at RT. The melting point depends upon the type of ___ present
Unsaturated —>
Saturated—->
Fatty acids
Liquid
Solid
Vegetable oils are mainly triacylglycerols with SATURATED/UNSATURATED
Thus, they are liquid/solid at RT
Unsaturated FAs
Liquid
High lipid containing food spol “rancid” when exposed to
Why?
Oxygen
Double bonds in unsaturated fatty acids may undergo oxidative
cleavage yielding aldehydes and carboxylic acids of shorter chain
length and higher volatility (odor)
Commercial vegetable oils undergo _______ to improve shelf-life
and high temperature stability
What two things result?
hydrogenation
Catalytic hydrogenation reduces some double bonds to single
bonds “saturated”
Catalytic hydrogenation converts others to trans double bonds
(french fries, donuts and cookies have historically contained trans fatty
acids).
Two advantages to using triacylglycerols as energy stores rather than polysaccharides
- Carbon atoms of fatty acids are more reduced
then those of sugars. Oxidation of triacylglycerols
yield twice as much energy as carbohydrates. - Triacylglycerols are hydrophobic and
unhydrated. No extra water needs to be stored in contrast to polysaccharides
These are esters of long chain (C14 to C36) saturated and unsaturated fatty acids with long chain (C16 to C30) alcohols
Their melting points are HIGHER/LOWER than triacylglycerols
Waxes
Higher
Are waxes water repellant?
Are they firm?
Yes
Yes
Lanolin, beeswax, carnauba wax and wax
extracted from spermaceti oil (whales) are used to make lotions, ointments and polishes.
What are the two major components of biological membranes
Glycerophospholipids and Sphingolipids
These are membrane lipids with two fatty acids esterified to the first and second carbons of glycerol, and a highly polar or charged group attached through a phosphodiester bond to the third carbon.
Glycerophospholipid
Glycerophospholipids are named as derivatives of their parent compound _____, according to the nonpolar/polar alcohol in the heat group
One example is
Phosphatidic acid
Polar
Phosphatidylserine
T/F: the polar alcohol in glycerophospholipids may be negatively charged, positively charged, or neutral
True
What three glycerophospholipids are the most common?
Do the fatty acids on them vary?
Choline, ethanolamine, and serine
Yes widely
Sphingolipids are composed of
sphingosine (a long chain amino alcohol)
a long chain fatty acid
a polar head group joined by either a glycosidic or
phosphodiester linkage