Exam 3 Ch 10, 11, 12 Flashcards
What are fatty acids
Hydrocarbon derivatives
-carboxylic acids with hydrocarbon tails from 4 to 36 carbons long
-can be saturated or unsaturated, branched or unbranched
Oxidation of fatty acids (to CO2 and H2O) is highly…
Exergonic
most common fatty acids have ___ number of C atoms in an _____ chain of __ to __ C’s
even
unbranched
12 to 24
in monosaturated fatty acids, the double bond is usually between
c9 and c10
in polysaturated fatty acids
the double bonds are usually c 12 and c 15
double bonds seperated by a methylene group
double bonds in general in fatty acids
in cis config
describe poly unsaturated fatty acids
-have more than one double bond in their backbone
-omega 3 have db between c3 and c4 relative to the most distant carbon
-omega 6 have db between c6 and c7
PUFA and human nutrition
-humans must obtain omega 3 PUFA a-linolenic acid (ALA) 18:3 from diet
-humans use ALA to make EPA and DHA
-the optimal diet ratio of omega6 to omega3 PUFA is between 1:1 and 4:1
triaclyglycerols
simplest lipids made from fatty acids
-made of 3 fatty acids, each in ester linkage with a glycerol
-can be one kind of fatty acid or mixed of 2-3 kinds
-non polar, hydrophobic
solubility of fatty acids
poor solubility in water bc of nonpolar HC chain
-increased chain length dec solubility
-dec db number dec solubility
-carboxylic acid group is polar and ionized at neutral pH
melting points of fatty acids
at RT: saturated fatty acids are waxy
-unsat fatty acids are oily liquids
triclyglycerols provide…
stored energy and insulation against low temp
-vertebrates store triclyglycerols as lipid droplets in fat cells
-plants store triclyglycerols in the seeds
lipases…
enzymes that catalyze hydrolysis of stored triclyglycerols, releasing fatty acids for export to sites where theyre required as fuel
-fat cells and germinating seeds contain lipases
advantages of triclyglycerols uses as stored fuels
-oxidation of fatty acids yields more energy
-triclyglycerols are hydrophobic and unhydrated, so the organism doesnt have to carry the extra weight of water hydration thats associated with stored polysaccharides
partial hydrogenation
process that converts many of the cis db in the fatty acids to single bonds
______________________ to aldehydes and carboxylic acids causes lipid rich food to become rancid
oxidative cleavage of db in unsaturated fatty acids
effects of partial hydrogenation
-improves shelf life
-increases the melting temp
-converts some cis db to trans db
trans fatty acids
dietary intake of trans fatty acids= cardiovasc disease
and:
-level of triaglycerols in the blood
-raise level of LDL- bad cholesterol in the blood
-lower level of HDL- good cholestreol in the blood
-inc body inflammatory response
waxes serve as…
energy stores and water repellant
biological waxes
esters of long chain saturated and unsat fatty acids with long chain alcohols
-have higher mp than triaglycerols
-firm consistency
features of linoleic acid
-two db
-one carbox acid group
-C-C db between carbons 9 and 10
membranes are
double layer of lipids that acts as a barrier to polar molecules and ions
membrane lipids
-amphipathic (one end is Np, the other polar)
-hydrophobic regions associate w e/o
-hydrophilic regions associate w water
general types of membrane lipids 3
-phospholipids- hydrophobic regions with 2 fatty acids joined to glycerol or sphingosene
-glycolipids- contain simple sugar or a complex oligosaccharide at the polar ends
-sterols- rigid system of 4 fused HC rings
glycerophospholipids are derivatives of …
phosphodatic acid
glycerophospholipids
membrane lipids that have two fatty acids are attached using ester linkage to the 1st and 2nd carbons of glycerol and a highly polar or charged group is attached through phosphodiester linkage to the 3rd carbon
glycerol is…
prochiral
-attachment of phosphate at one end of glycerol converts it to a chiral compound
glycerophospholipds are named as…
derivatives of phosphodatic acid
-a phosphodiester bond joins the head group to a glycerol
-the phosphate group can bear a negative, neutral, or positive change
the fatty acids in glycerophospholipds
-can be wide variety
-in general contain:
c16 or c18 saturated fatty acid at c1
c18 or c20 unsat fatty acid at c2
ether lipids (some glycerophospholipds have ether linked fatty acids)
one of the 2 acyl chains is attached to a glycerol in ether linkage rather than ester linkage
-chain may be saturated
-may have a db between c1 and c2 as in plasmalogens
platelet activating factor
an ether lipid that serves as a potent molecular signal
-released from basophils
-stimulates platelet aggregation and serotonin release
-plays a role in inflammation
sphingolipids are a derivative of…
sphingosine
what are sphingolipids?
large class of membrane phospholipids and glycolipids
-they have a polar head group and 2 non polar tails
-no glycerol
-one molecule of long chain amino alcohol sphingosine or one of its derivatives
_________ are the structural parent of all sphingolipids
ceramides
what is a ceramide
-created when a fatty acid is attached in an amide linkage to the NH2 on the C2
(structure is similar to diaclyglycerol)
__, __, and ___ of sphingosine are structurally analogous of the 3 carbons of glycerol in glycerophospholipids
C1 , C2, and C3
sphingomyelins
subclass of sphingolipids that have phosphocholine or phosphoethanolamine as their polar head group
glycosphingolipids
have head groups with 1+ sugars connected to the OH at C1 of the ceramide moiety
(dont have a phosphate, and they occur in the outer face of plasma membranes)
cerebrosides
have single sugar linked to ceramide
no charge at pH 7
cerebrosides with galactose
are found in the plasma membrane of cells in neural tissue
cerebrosides with glucose
are found in the plasma membrane of cells in non neural tissues
globosides
glycosphingolipids with 2+ sugars, usually D glucose, D galactose, or N-acetyl-D-galactosamine
gangliosides
oligosaccharides as their polar head group and 1+ residue of N-acetylneuraminic acid (Neu5Ac), a sialic acid, at the termini
gangliosides:
1 sialic acid residue
Gm (mono)
gangliosides:
2 sialic acid residue
GD (di)
gangliosides:
3 sialic acid residue
GT (tri)
sphingolipids at cell surfaces are sites of…
recognition.
-they’re prominent in the plasma membranes of neurons
-human blood groups are determined partly by the oligosaccharide head groups of these glycosphingolipids
phospholipids and sphingolipids are _____ in lysosomes
degraded.
-phospholipases of the A type remove one of the 2 fatty acids
-lysophospholipases remove the remaining fatty acid
-lysosomal enzymes catalyze the stepwise removal of sugar units of gangliosides
sterols have four….
fused carbon rings
what are sterols?
structural lipids that are in the membranes of most euk cells
steroid nucleus consists of …
-four fused rings
-almost planar
-relatively rigid
explain cholesterol
-major sterol in animal tissue
-amphipathic
-polar head group
-NP hydrocarbon body
-membrane constituents
-similar to stigmasterol in plants and ergosterol in fungi
______ hormones regulate gene expression
steroid
bile acids
polar derivatives of cholesterol that emulsify dietary fats in the intestine to make them more readily accessible to digestive lipases
__________ are a parent compound of sphingolipids
ceramides
what are the products of phospholipase D’s degradation of phospphatidylethanolamine
phosphatidate and ethanolamine
phosphatidylinositols and sphingosine derivatives act as…..
intracellular signals
phosphatidylinositol and its phosphorylated derivatives regulate…
cell structure and metabolism
phosphatidylinositol 4, 5 Biphosphate (PIP2)
-exists in the cytoplasmic face of plasma membranes
-serves as a reservoir of messenger molecules that release in response to extracellular signals
_____________ hydrolyzes PIP2 to IP3 and diaclyglycerol, which are intracellular messengers
phospholipase C
Inositol phospholipids serve as points of….
nucleation
signaling proteins bind to ____________________ in the plasma membrane to initiate the forming of multienzyme complexes at the membranes cytosol surface
(PIP3)
ceramide and sphingomyelin are regulators of…
protein kinases
ceramide/its derivatives are involved in the regulation of:
-cell division
-differentiation
-migration
-programmed cell death
eicosanoids
paracrine hormones, act only on cells near the point of hormone synthesis instead of being transported in the blood
eicosanoids are involved in:
-reproductive function
-inflammation
-forming blood clots
-regulating blood pressure
-gastric acid secretion
eicosanoids are derived from…
arachidonic acid
what are the 4 classes of eicosanoids
prostaglandins
thromboxanes
leukotrines
lipoxins
prostaglandins
class of eicosanoids that have a 5 carbon ring
prostaglandins functions
-stimulate contraction of smooth muscle of uterus
-affect blood flow to specific organs, wake/sleep cycle, hormone responsiveness
-elevate body temp
-cause inflammation/pain
thromboxanes
class of eicosanoids that have a 6 carbon ring with an ether
-produced by platelets AKA thrombocytes
thromboxanes functions
act in formation of blood clots and reduction of blood flow to site of clot
leukotrines
class of eicosanoids that have 3 conjugated double bonds
leukotrines functions
-theyre powerful biological signals
-leukotrine D4 induces the contraction of smooth muscle lining airways to the lung
lipoxins, and their function
class of eicosanoids that are linear and have several hydroxyl groups
-potent anti inflammatory agent
what are steroids
oxidized derivatives of sterols.
-dont have the alkyl chain thats attached to ring D of cholesterol
-more polar than cholesterol
-they move through the blood stream on protein carriers to target tissues
what are the steroids derived from cholesterol
-testosterone
-cortisol
-prednisone
-B-Estradiol
-Aldosterone
-Brassinolide
Vitamins A and D are…
hormone precursors
what are vitamins?
compounds essential to health that cant be synthesized
fat soluble vitamins
A, D, E, K
Vitamin D3 (cholecalciferol)
formed in skin from 7-deydrocholesterol, in a photochemical reaction driven by UV
-not biologically active
-converted by enzymes in the liver/kidney to calcitriol
what is calcitriol
hormone that regulates calcium uptake in the intestine, and calcium levels in kidney/bones
vitamin A1 - all trans retinol
acts in processes of development like cell growth and differentiation and vision
-can be stored for some time in the body
-can be converted enzymatically to all trans retinoic acid
all trans retinoic acid
retinoid hormone that acts thru a family of nuclear receptor proteins to regulate gene expression
carotenoids
natural products, extensive system of conjugated db’s, to make strong absorption of visible light
-B carotene pigment is a source of vitamin A
precursors of retinoids
B Carotene and Vitamin A1
Vitamins E and K and the liquid quinones are
oxidation reduction cofactors
vitamin E
collective name for a group of lipids- the tocopherols
tocopherols
hydrophobic compounds, containing a substituted aromatic ring and a long isoprenoid side chain.
-associated w cell membranes, lipid deposits, and lipoproteins
-biological antioxidants
vitamin K
has an aromatic ring that undergoes cycle of oxidation and reduction during the formation of prothrombin
prothrombin
blood plasma protein essential in blood clotting
ubiquinone (coenzyme Q) and plastoquinone
isoprenoids.
-they function as lipophilic electron carriers in the ox-redux reactions that drive ATP synthesis in mitochondria and chloroplasts
dolichols
isoprenoid alcohols.
-they activate and anchor sugars to cellular membranes.
-sugar groups are used in the synthesis of complex carbs, glycolipids, and glycoproteins
-they allow attached sugars to participate in sugar transfer reactions
conjugated dienes
-have carbon chains with alternating single and double bonds
-allow delocalization of electrons
-compounds can be excited by light
-many natural pigments are lipidic conjugated dienes
eicosanoids are made from _____ and act as ______ hormones
-arachidonate
-paracrine