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41 Cards in this Set

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What is a general definition of Lipids?
Defined by Solubility, not structures (unlike carbs, proteins, NA)

heterogeneous
organic (diethyl ether, acetone, dichloromethane)
insoluble in water

soluble in non polar
What are some functions of Lipids?
Storage of energy - 9 kcal/gram compared to 4 for carbs, efficient
ex. triglycerides

Membrane components - hydrophobic, provide membranes that separate aqueous compartments
ex. complex lipids, cholesterol

Messengers -
1: signals from one part of body to another, ex. steroid hormones
2: mediate local hormone response, ex. prostaglandins
What are some structural classifications of lipids?
Simple: esters of fatty acids w/ glycerol
ex. triglyceride = 3 FA + Glycerol

Complex: simple + non lipid
ex. phospholipids, glycolipids

Steroids: cholesterol and hormones

Derived Lipids: prostaglandins, leukotrienes, thromboxanes
What is a Fatty Acid and some important ones?
Hydrophobic hydrocarbon chain + hydrophillic carboxyl group: CH3(CH2)n COO-

Butyric and Capric Acid - FA w/ chain lengths of 4-10 C are found in milk

Palmitic Acid - structural lipids and triacylglycerols contain primary FA of at least 16 C

Linoleic & Linolenic Acid - examples of PUFA, Essential fatty acids (must be obtained from diet), humans can synthesize saturated and mono-unsaturated FA

Arachidonic Acid - precursor of prostaglandins
What is a Triglyceride?
also called triacylglycerol

major component of human diet & most abundant lipid in plant and animal cells

contain even number C (10-20) [hydrophobic] because built from acetate (2C)

only have COOH group, no other function group but some have double bond, 2-3 types FA present

cis predominates
What are the physical state properties of triglycerides?
inc # C, dec double bond, inc MP

FATS: saturated FA
-semisolid or solid at RT
-animal fats

OILS: unsaturated FA
-liquid at RT
-vegetable oils

Pure fats and oils are colorless, odorless, and tasteless

saturated lie parallel, stronger forces, inc MP

unsaturated less ordered, weaker, low MP
What is Hydrogenation of Triglycerides?
hardening of lipids

reduction of double bonds using H2 and catalyst

ex. fats for kitchen, margarine
What is Saponification of Triglycerides?
hydrolysis using a base produces glycerol and FA salts called soaps

TG + 3NaOH --> Glycerol + 3 R Coo Na (soap)
What is rancidity of lipids?
decomposition due to oxidation, leading to foul taste and odors

double bonds in fats and oils are subject to oxidation by air

hydrolysis of TG may produce short chain FA, such as butyric acid, producing bad smells

prevention: refrigeration, dark containers, antioxidants
What are waxes?
contains variety of long-chain alkanes, esters, polyesters of long chain alcohols and FAs

soild due to high MW
higher melting points than Fats

ex. animal and plant waxs, provide protective coatings, bee wax, feathers of birds

used to make cosmetics, polishes, candles, and ointments
What are Phospholipids?
complex lipids, main components of membranes

contains alcohol, FA, and a phosphate ester

glycerophospholipid - alcohol is glycerol
sphinogolipid - alcohol is sphingosine

Glycolipids: alcohol is sphingosine and contains a carbohydrate
What is a Glycerophospholipid?
also called phosphoglycerides

2nd most abundant of naturally occurring lipids

found exclusively in membranes, 40-50 % GPL and 50-60 % proteins
What is the structure of Glycerophospholipid and some common GPLs?
similar structure to triglyceride

most abundant derived from phosphatidic acid (glycerol esterified by 2 FA and 1 H3PO4)

alcohol = glycerol
C1 - usually SFA
C2 - always UFA
C3 - phosphate group

3 most abundant FA in phosphatidic acid are Palmitic, stearic, and oleic

Varioud GPLs:
Phosphatidylcholine (Lecithin) - egg yolk, yellow-brownish occurring in animal and plant tissues
Phosphatidylethanolamine (Cephalin) - membrane component
Phosphatidylserine (Cephalin) - membrane component
Phosphatidylinositol - membrane component, chemical communications
What are Sphingolipids?
alcohol is sphingosine

Ceramide = sphingosine + FA, component of cerbrosides in NT

sphigomyelin - Ceramide + Phosphocholine, component of myelin, coating of nerve axons
What are Glycolipids?
Glycolipid = ceramide + carbohydrates (glucose or galactose)

cerebroside - ceramide + mono/oligosaccharide, impt component of NT, 7 % of brain's dry weight

ganglioside - ceramide + complex oligosaccharide, cellular recognition and communication
What are some Lipid Storage Diseases?
Gaucher's disease:
accumulated lipid - glucocerebroside
missing enzyme - Beta glucosidase

Krabbe's Leukodystrophy:
accumulated lipid - galactocerbroside
missing enzyme - beta galactosidase

Fabry's disease:
accumulated lipid - ceramide trihexoside
missing enzyme - alpha galactosidase

Tay-Sach's disease:
accumulated lipid - ganglioside (ceramic oligosaccharide)
missing enzyme - hexosaminidase A

Niemann-Pick disease:
accumulated lipid - sphigomyelin
missing enzyme - shingomyelinase
What are properties of lipid solubility?
amphipathic - hydrophillic and hydrophobic

can be arranged in mono or bilayer, or micelle

membranes are made up of lipids, proteins, and few carbs

complex lipids play important role in structure and function of membranes (highly selective permeability)
What are some features of membrane structure?
hydrophillic head, hydrophobic tail

hydrocarbon tail can be rigid (rich in saturated FA) or fluid (rich in UFA)
What is the fluid Mosaic Model?
Fluidity:
-UFAs prevent tight packing
-helps in endo and exo cytosis
Mosaic:
-because proteins dispersed in lipid bilayer
What are the types of membrane transport?
permeability determined by:
-lipid solubility
-molecular size

Simple diffusion:
Carrier required - No
With or Against gradient? With
Energy Required? No
Examples - Gases, water

Facilitated Diffusion:
Carrier required - Yes
With/Against conc. gradient? With
Energy required? No
Examples - glucose transporters

Primary Active:
Carrier required? Yes
With/Against gradient? Against
Energy required? Yes, directly
Example - Sodium/Potassium ATPase

Secondary Active:
Carrier required? Yes
With/Against conc. gradient? Against
Energy required? Yes, indrectly
Example - glucose absorption

Ion Channels:
Carrier required? Yes
WIth/Against conc. gradient? Both
Energy required? No
Example - Sodium and Calcium channels
What are steroids?
compounds having a tetracyclic ring structure

3 cyclohexane rings are connected in same way as Phenanthrene

fused cyclopentane ring is also present

the 4 rings combined make up the "steroid nucleus"

include: cholesterol, hormones, bile salts
What is Cholesterol?
most abundant steroid in body

function:
-structural component in cell membranes
-synthesis of steroid hormones (corticosteroid and sex hormones), bile salts, and Vit D

exists in:
-free form or esterified with FA

high serum level is associated with atherosclerosis

need water-soluble carrier (lipoproteins)
What are Lipoproteins?
transport cholesterol and fats

spherically shaped clusters containing lipids and protein molecules

contain:
-core of hydrophobic lipid molecules surrounded by hydrophilic molecules such as proteins and phospholipids

classified in 4 types:
HDL
LDL
VLDL
chylomicrons
What is HMG-CoA reductase?
synthesizes cholesterol, blocked by statin drugs to provent accumulation of cholesterol in plasma
How are steroid hormones formed?
cholesterol loses a 6C unit, and alcohol of carbon 3 is oxidized to a ketone: C27 --> C21 (progesterone)

forming progesterone, starting compound for sex (testosterone and estradiol) and adrenocorticoid hormones (cortisol and aldosterone)
What are the Adrenocortcoid hormones?
secreted from adrenal cortex

aldosterone - one of minerolocorticoids. retains Na and Cl, eliminates K

Cortisol - major glucocorticoid, control carbohydrate metabolism, antiinflammatory, increase synthesis of glucose and glycogen

Cortisone - antiinflammatory
What are the Sex Hormones?
testosterone - male sex hormone, anabolic steroids abused by athletes mimic effects of testosterone

estradiol - female sex hormone, along with progesterone regulate menstrual cycle

progesterone - prepares uterus for implantation, syntehtic progesterone compounds (norethindone and mifepristone) used in oral contraceptives
What are Bile Salts and what is Emulsification?
Emulsification: Dispersion and increasing the surface area of lipids

oxidation products of cholesterol

ex. glycocholate (contains glycine), taurocholate (contains Taurine[cysteine derivate])

synthesized in liver, stored in galbladder, secreted in intestine

powerful detergents and emulsify fats
What is Vitamin D?
synthesized in skin from cholesterol

calcitrol

function in calcium metabolism

deficiency:
rickets in children, osteomalacia in adults
What are Prostaglandins?
example of derived lipid

family of compounds that have the 20C skeleton of prostanoic acid

synthesized from membrane-bound arachidonic acids in response to specific physiological triggers

catalyzing enzyme of COX (cyclooxygenase)

COX-1: production of PG in normal conditions

COX-2: production of PG in inflammation
What are some important features of prostaglandins (PG) biologically?
cause constriction or dilation of smooth muscles

cause aggregation or disaggregation of platelets

sensitize spinal neurons to pain

regulate inflammatory reactions

control hormone regulation
What are examples of NSAIDs?
antipyretic and inhibit synthesis of prostaglandins

celecoxib

Voltaren and Celebrex
What are Thromboxanes?
derived from arachidonic acid

thromboxane A2 induces platelet aggregation and vasoconstriction

aspirin and other NSAID prevent syntehsis of thromboxanes by inhibiting COX enzyme

aspirin is used to prevent heart attacks, strokes, and blood clot formation
What are Leukotrienes?
also synthesized from arachidonic acid

occur in leukocytes associated with immune system

cause asthma-like attacks, lasting muscle contractions

recently-developed anti-asthma drugs inhibit synthesis of leukotrienes
What are the functions of Chylomicrons, their apoproteins and functions?
transport dietary triglyceride and cholesterol from intestine to tissues

Apoproteins:
apoB-48 - secreted by epithelial cells
apoC-II - activates lipoprotein lipase (LPL) which hydrolyze tryglyceride in chylomicron
apoE - uptake by liver
What is the function of VLDL, their apoproteins and functions?
transports trigylcerides that are newly synthesized or retrieved from the chylomicron remnants from liver to tissues

Apoproteins:
apoB-100 - secreted by liver (uptake of LDL)
apoC-II - activates LPL
apoE - uptake of remnants by liver
What is the function of LDL, their apoproteins and functions?
delivers cholesterol into cells

Apoproteins:
apoB-100 - uptake by liver and other tissues via LDL receptor (apoB-100 receptor)
What is the function of IDL (VLDL remnants), their apoproteins and functions?
-picks up cholesterol from HDL to become LDL, picked up by liver
-transfer of cholesteryl esters is carried by cholesterol ester transfer proteins (CETP)

Apoproteins:
apoE - uptake by liver
What is the function of HDL, their apoproteins and functions?
-picks up cholesterol accumulating in blood vessels
-delivers cholesterol to liver and steroidogenic tissues via scavenger receptor (SR-B1)
-shuttles apoC-II and apoE in blood

Apoproteins:
apoA-I - activates lecithin cholesterol acyltransferase (LCAT) to produce cholesterol esters
What are the major roles of each apoproteins?
Apo A:
-activator of LCAT which converts free cholesterol to cholesteryl ester in HDL (reverse cholesterol transport)

Apo B:
-required for receptor-lipoprotein interaction for lipoprotein uptake
-Apo B-48(from intestine) - uptake of chylomicron remnant by liver cells
-Apo B-100(from Liver) - uptake of LDL by peripheral tissues (20%) or liver cell (80 %)

Apo C:
-activator of LPL which hydrolyzes lipids (mainly TG) in lipoproteins, such as Chylomicrons and VLDL

Apo E:
-required for receptor-lipoprotein interaction for lipoprotein uptake
What are Apolipoproteins functions?
provide recognition sites for cell-surface receptors

activators or coenzymes of enzymes

Ex.. Apo A, B, C, E