Module 2 Flashcards
are lipids homogenous or heterogenous?
heterogenous
what are the common building blocks of lipids?
they do not have any common building blocks
where do lipids occur frequently in?
nature
where can we find lipids in mammalian cell walls?
cholesterols
where can we find lipids in fungal cell walls?
ergosterol
in terms of chemistry, lipids are…
a mixed bag of compounds that share some properties based on the structural similarities, mainly a preponderance (abundance) of non-polar groups.
two main groups of lipids
hydrolysable lipids and fused-ring compounds
collective term for fixed oil, fats, and waxes
lipids
where are lipids soluble and insoluble in?
soluble in organic (non-polar) solvents and insoluble in water
due to the fact that lipids are not defined by a particular functional group…
they have a variety of structures and functions
why are lipids insoluble in water?
they contain many nonpolar C —– C and C —– H bonds and few polar bonds resulting in their water insolubility
what properties are lipids more related to each other?
physical properties
to the touch, lipids are…
greasy
lipids leave a
permanent oily stain on paper (Grease Spot Test)
which is lighter, lipids or water?
lipids
when pure, this is the color and taste of lipids
colorless and bland
causes the yellow color in fat
carotene (provitamin A)
what happens when lipids are heated strongly?
they undergo decomposition
what sort of vapors and flames do lipids produce once they are heated strongly?
acrid flammable vapors and they burn with a sooty flame
acrid flammable vapors from lipids can lead to
acrolein (propenal)
how do lipids serve within biological membranes?
as structural components (cholesterol)
lipids provide energy reserves, but in what predominant form?
triacylglycerols
both lipid and lipid derivatives serve as…
chemical messengers
aids in lipid solubilization
lipophilic bile acids
stored in adipose tissue
fat
what does fat serve as and where does it serve exactly?
as thermal insulator in the subcutaneous tissues and around certain organs (protection)
act as electrical insulators
nonpolar lipids
what does the act of electric insulation within nonpolar lipids allow?
they allow rapid propagation of depolarization waves along myelinated nerves
occur in both cell membrane and mitochondria
lipoproteins
what do lipoproteins do within our blood?
transport lipids
how are lipids important dietary constituents?
they have high energy value, contain fat soluble vitamins, and essential fatty acids
necessary fats that humans cannot synthesize and must be obtained through diets
essential fatty acids
what are essential fatty acids exactly?
long chain polyunsaturated acids
where are essential fatty acids derived from?
linolenic, linoleic, and oleic acids
in the classification of lipids based on alcohol component, lipids are…
esters
simple lipid; ester of fatty acid and
LMW monohydric alcohols
simple lipids are usually ___ at room temperature
liquid
most simple lipids are liquid in room temperature, except for…
solid vegetable oil (cocoa butter). solid in room temperature, and excellent as suppositories since they melt in human temperatures
fats/fixed oil; ester of fatty acid and
glycerol
fats/fixed oils are usually solid/semisiolids except for…
liquid animal fat (cod liver oil) which are excellent sources in oleo vitamins A and D
esters of three molecules of fatty acids plus one molecule of glycerol
triglycerides
where are triglycerides commonly found?
in adipose tissue, butterfat, lard, suet, fish oils, olive oil, corn oil
waxes; ester of fatty acids and
HMW polyhydric alcohol
examples of waxes
beeswax, (spermacetti) head oil of sperm whale and sperm whale vomit (ambergris), cerumen, carnauba oil, and lanolin
lipids that can be converted into smaller molecules by hydrolysis
hydrolyzable lipids
examples of hydrolyzable lipids
waxes, triacylglycerols, and phospholipids
cannot be cleaved into smaller molecules by aqueous hydrolysis
nonhydrolyzable lipids
examples of nonhydrolyzable lipds
steroids, fat-soluble vitamins, and eicosanoids
hydrolyzable lipids are derived from
fatty acids
fatty acids are…
long chained monocarboxylic acids (RCOOH) with C chains of 4-36 atoms
example of fatty acids
CH2(CH2)14COOH (palmitic acid)
naturally occurring fatty acids have an
even number of C atoms
have no double bonds in their long hydrocarbon chains. formula, suffix
saturated fatty acids
have 1 or more double bond (generally cis) in their long hydrocarbon chain. formula suffix
unsaturated fatty acids
formula for saturated fatty acids
CH3(CH2)nCOOH
formula for unsaturated fatty acids
CH3 (CH2-2#db)nCOOH
as the number of double bonds in the fatty acid increases,
the melting point decreases
simplified nomenclature of fatty acids
chain length:double bonds
carboxyl carbon of fatty acids
C1
specifies the lower-numbered C in the double bonds and helps find the position of any double bond
𐤃n
alternative nomenclature applied in human nutrition
omega-n nomenclature
named for linolenic acid because of the position of the first C-C in the nonpolar chain
omega-3 acid
fatty acid that humans require
omega-3 linolenic acid
fatty acids are precursors in the synthesis of
eicosapentaenoic acid (EPA) nad docosahexaenoic acid (DHA)
melting point of even numbered carbon fatty acids
increases with chain length and decreases according to unsaturation
contains three saturated fatty acids of 12 C or more and is solid at body temperature to below 0 C
triacylglycerol
18:2 fatty residues are…
liquid at body temperature to below 0 C
must be fluid at all environmental conditions
membrane lipids
which are more unsaturated: storage lipids or membrane lipids?
membrane lipids
(monoethenoid, monoenoic) acids containing double bond
monounsaturated
(polyethenoid, polyenoic) acids containing two or more double bonds
polyunsaturated
derived from eicosa- (20 carbon) polyenoic fatty acids
eicosanoids
eicosanoids are major precursors of
arachidonic acid
examples of eicosanoids are
prostanoids, leukotrienes (LTs), lipoxins (LXs)
part of a family of biologically active lipids derived from the twenty-carbon essential fatty acids or eicosanoids
prostanoids
prostanoids relates to the products of the…
cyclooxygenase pathway (COX)
central structural element of prostanoids
prostanoic acid
three main groups of prostanoids
prostaglandins (PGs), prostacyclins (PGIs), thromboxanes (TXs)
behave as lipids but mainly act as local hormones
prostaglandins
where are prostaglandins synthesized from in order to cyclopentane ring?
eicosanoic polyunsaturated fatty acids (arachidonic acid)
numbers are based on the double bond in the side chain of a prostaglandin
PG1, PG2, and PG3
what does the letter component identifies in the nomenclature of prostaglandins?
the functional groups of the cyclopentane ring
prostaglandins with a PGE component have which functional group within its cyclopentane ring?
keto group in 9 position
prostaglandins with a PGF component have which functional group within its cyclopentane ring?
hydroxyl group in 9 position
(review) keto functional groups have what formula?
R-(C=O)-R
cyclopentane ring interrupted with an oxygen atom
thromboxanes
two major thromboxanes?
thromboxane A2 and thromboxane B2
what role does thromboxane have?
clot formation (thrombosis) and is inhibited by blood thinners
what inhibits thromboxanes (and thrombosis in general)
blood thinners and anti thrombotics (clopidogrel, aspirin)
how are leukotrienes and lipoxins formed?
via the lipooxygenase pathway (LOX)
how many conjugated double bonds do leukotrienes and lipoxins have respectively?
three leukotrienes and four lipoxins
a proinflammatory agent and causes bronchoconstriction, and thus plays a part in asthma
leukotrienes
common leukotriene inhibitors
zyflo (zleuton), accolate (zarfirlukast), singulair (montelukast)
(LTIs) zyflo
zileuton