Lipids Flashcards
*biomolecules that contain fatty acids or a steroid nucleus
*soluble in organic solvents but not in water
*named for the Greek word lipos, which means “fat”
*extracted from cells using organic solvents
Lipids
Types of Lipis
waxes, fats and oils, glycerophospholipids. prostaglandins, steroid
Types of lipids that contain fatty acids
waxes, fats and oils, glycerophospholipids. prostaglandins
The type of lipids that do not contain fatty acids
Steroids
-are long-chain
carboxylic acids
-typically contain 12 to
18 carbon atoms
-are insoluble in water
-can be saturated or
unsaturated
Fatty acids
-single C—C bonds
-molecules that fit closely together
in a regular pattern
-strong attractions between fatty
acid chains
-high melting points that make
them solids at room temperature
Saturated fatty acids
what is these saturated fatty acids?
CH3-(CH2)14-COOH
Palmitic acid
-have one or more double C═C bond
-typically contain cis double bonds
Unsaturated fatty acids
What is this unsaturated fatty acid?
CH3-(CH2)7-CH=CH-(CH2)7-COOH
Oleic acid
-have “kinks” in the fatty
acid chains
-do not pack closely
-have fewer attractions
between chains
-have lower melting points
-are liquids at room
temperature
Unsaturated fatty acids
Give the two monounsaturated fatty acids
Palmitoleic acid and Oleic acid
-20 carbon atoms in their fatty acid chains
-an OH on carbons 11 and 15
-a trans double bond at carbon 13
Prostaglandins
-produced by injured tissues
-involved in pain, fever, and inflammation
-not produced when anti-inflammatory drugs such as aspirin inhibit their synthesis
Prostaglandins
in vegetable oils are mostly _________ with the first C═C at C6
CH3─(CH2)4─CH═CH─CH2─CH═CH─(CH2)7─COOH
Linoleic acid
omega-6
in fish oils are mostly ________with the first C═C at C3
CH3─CH2─(CH═CH─CH2)3─(CH2)6─COOH
Linolenic acid
omega-3
-esters of saturated fatty acids and long-chain alcohols
-coatings that prevent loss of water from leaves of plants
Waxes
-also called triacylglycerols
-esters of glycerol
-produced by esterification
-formed when the hydroxyl
groups of glycerol react with the
carboxyl groups of fatty acids
fats and oil
glycerol forms ester bonds with three fatty acids
triacylglycerol
Glycerol and three stearic acid molecules form a triacylglycerol named
glyceryl tristearate and tristearin
contains a high percentage of oleic
acid, which is a monounsaturated fatty
acid with one cis double bond
olive oil
-is solid at room temperature
-is prevalent in meats, whole milk, butter, and cheese
fat
-is liquid at room temperature
-is prevalent in plants such as olive and safflower
Oil
-have more unsaturated fats
-have cis double bonds that cause “kinks” in the fatty acid chains
-cannot pack triacylglycerol molecules as close
together as in fats
-have lower melting points than do saturated fats
-are liquids at room temperature
Oils
double bonds in unsaturated
fatty acids react with H2 in the presence of a Ni or Pt catalyst.
Hydrogenation
ester bonds are split by water in
the presence of an acid, a base, or an enzyme.
hydrolysis
-converts double bonds to single bonds
-adds hydrogen (H2) to the carbon atoms of double bonds
-increases the melting point
-produces solids such as margarine and shortening
Hydrogenation
-used in foods as an artificial fat
-sucrose linked by ester bonds to several long-chain fatty chains
-not broken down in the intestinal tract
Olestra
-are formed during hydrogenation when cis double bonds are converted to trans double bonds
-in the body behave like saturated fatty acids
-are estimated to make up 2 to 4% of our total
calories
-in several studies are reported to raise
LDL-cholesterol and lower HDL-cholesterol
Trans fatty acids
-the unsaturated fats usually contain cis double
bonds
-during hydrogenation, some cis double bonds are converted to trans double bonds (more stable), causing a change in the fatty acid structure
-a label states “partially” or “fully hydrogenated” if the fats contain trans fatty acids
Vegetable oils
There are more unsaturated fats in vegetable oils. TRUE OR FALSE
TRUE
Vegetable oils have higher melting points than
fats. TRUE OR FALSE
FALSE
Hydrogenation of oils converts some cis-double
bonds to trans-double bonds. TRUE OR FALSE
TRUE
Animal fats have more saturated fats. TRUE OR FALSE
TRUE
-water adds to the ester bonds
-triacylglycerols split into glycerol and three fatty acids
-an acid or enzyme catalyst is required
acid or enzyme hydrolysis
-a triacylglycerol reacts with a strong base
-a triacylglycerol splits into glycerol and the salts of fatty acids
-soaps (salts of fatty acids) form
Base hydrolysis (saponification)
What products are obtained from the complete
hydrolysis of glyceryl trioleate?
Glycerol and 3 oleic acids
-the most abundant lipids in
cell membranes
-composed of glycerol, two
fatty acids, phosphate,
and an amino alcohol
Glycerophospholipids
-two nonpolar fatty acid chains
-a phosphate group
-one of three polar amino alcohols
Glycerophospholipids
-are abundant in brain and nerve tissues
-are found in egg yolk, wheat germ, and yeast
-contain choline (in_____ ) or either ethanolamine or
serine (in _______)
lecithin, cephalins
is an 18-carbon unsaturated amino alcohol.
Sphingosine
the NH2 group in
sphingosine is
attached by an amide
bond to a fatty acid
ceramide
-are similar to glycerophospholipids
-contain sphingosine, a fatty acid, phosphate, and an amino alcohol
Sphingolipids
-is a sphingolipid found in nerve cells
-bonds the —OH of a ceramide to a phosphate ester of choline
Sphingomyelin