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Biochem Exam 4, Part 6
Lipids
50
Biochemistry
Professional
11/13/2011

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Cards

Term
List seven roles of lipids
Definition
1. Energy storage
2. Bilayer structure
3. Cofactors, signaling molecules
4. Pigments
5. Hydrophobic anchors for proteins
6. Chaperones for membrane protein folding
7. Emulsifying agents
Term
How long are fatty acid chains?
Definition
4 to 36 carbons long (C4–C36), usually an even number since it's derived from acetate
Term
If there is a double bond in fatty acid, where is it usually?
Definition
Between C‑9 and C-10 (Δ9), and other double bonds in polyunsaturated fatty acids generally Δ12 and Δ15
Term
How does chain length affect solubility and melting point?
Definition
A longer chain will be less soluble and have a higher melting point
Term
In what form are most fatty acids found in blood?
Definition
As ester or amide derivatives—

lacking the charged carboxylate group, these derivatives are even less soluble in water than the free fatty acids

(Another option is bound to albumin)
Term
How would you create (solid) margarine from (liquid) vegetable oil? Is this healthier?
Definition
Partial hydrogenation (reduces some of their double bonds to single bonds but converts others to unhealthy trans double bonds)
Term
How can cellular lipids be extracted, separated, and identified?
Definition
1. Homogenized in chloroform/methanol/water
2. Lipid now in organic phase
3. Chromatography
4. NaOH/methanol to cleave off fatty acids
5. Mass spectrometry
Term
Briefly describe how mass spectrometry works
Definition
Bombardment with a stream of electrons is used to volatize the molecule,ionize it (to carry a positive charge on the N atom) and fragment it by breaking C-C bonds. The mass spectrometer separates the parent ion (M+) and charged fragments according to their mass/charge ratio (m/z).
Term
Describe a biological wax
Definition
fatty acid + long chain alcohol
Term
List some physical properties and functions of waxes
Definition
-Esters of long chains fatty acids bound to long chain alcohols
-Higher melting point than triacylglycerol
-Storage fuel for plakton
-Waterproofing
Term
Describe the structure of cholesterol
Definition
-Steroid nucleus with three six-rings and one five-ring
-Alkyl side chain
-Hydroxyl group makes it polar
Term
List the roles of sterols
Definition
-Membrane structural lipid
-Cardiac glycosides (digoxin, digitoxin, ouabain)
-Steroid hormones
-Emulsifiers (bile acids)
Term
List six steroid hormones derived from cholesterol
Definition
1. Testosterone
2. Estradiol
3. Cortisol
4. Aldosterone
5. Prednisolone
6. Prednisone
Term
What is the only way to eliminate excess cholesterol?
Definition
Synthesis and subsequent excretion of bile acids in the feces
Term
List three functions of bile acids
Definition
1. Solubilize cholesterol
2. Emulsification of dietary fat
3. Facilitate absorption of fat soluble vitamins
Term
What are the four fat soluble vitamins?
Definition
Vitamins A, D, E, and K
Term
Define vitamin
Definition
Compounds essential to the health of humans and other vertebrates that are generally not synthesized by the animals and, therefore, must be derived from the diet
Term
How can unibuqinone, dolichols, and fat-soluble vitamins be made in the body?
Definition
By condensation of multiple ispoprene units
Term
What is the role of vitamin A and D?
Definition
Hormone precursors
Term
List the steps to form the active hormone form of Vitamin D
Definition
1. Cholesterol
2. Dehydrocholesterol + UV light in skin
3. Cholecaliceferol
4. Steps in liver/kidney
5. 1,25-dihydroxyvitamin D3
Term
How can vitamin A be formed endogenously?
Definition
By enzymatic cleavage of β-carotene
Term
What are the roles of vitamin A hormone?
Definition
Regulating gene expression (particularly in development of epithelial tissue) and as the visual pigment (11-cis-retinal) of the vertebrate eye
Term
What is the structure and function of vitamin E (tocopherol)?
Definition
Membrane-associated, hydrophobic lipids with a substituted aromatic ring and a long isoprenoid side chain

The aromatic ring reacts with and destroys most free radicals.
Term
What is the function of vitamin K?
Definition
The aromatic ring undergoes a cycle of oxidation and reduction in the activation of prothrombin, a blood clotting enzyme
Term
How does Warfarin (Coumadin) work?
Definition
Blocks the action of vitamin K1 in activation of prothrombin to reduce risk of embolism of a thrombus
Term
What is the function of ubiquinone?

(C'mon, you should know this.)
Definition
Ubiquinone (coenzyme Q) is a lipophilic electron acceptor used as an electron carrier in oxidative phosphorylation.
Term
Define dolichols
Definition
Isoprenoid alcohols that act as sugar carriers during assembly of bacterial cell walls and during the addition of polysaccharide units to proteins and lipids of eukaryotes
Term
List two ether lipids that are found in membranes
Definition
-Alkyl ether lipids
-Plasmalogens (platelet-activating factor)
Term
List two chloroplast membrane lipids
Definition
Galactolipids
Sulfolipids
Term
Describe the structure of a glycerophospolipid
Definition
Like triacylglyceride, but with one fatty acid replaced by a phosphate-containing head group

All links joined by an ester bond
Term
Define lysophospholipid
Definition
A glycerophospholipid missing a fatty acid
Term
Define diacylglycerol
Definition
A glycerophospholipid missing the phosphate-containing head group
Term
What is phopshotidylcholine associated with?
Definition
Blood clotting and apoptosis
Term
What is phopshotidylinositol-4,5-bisphosphate associated with?
Definition
Signaling molecules
Term
What is cardiolipid (a glycerophospholipid) associated with?
Definition
Mitochondrial membrane and the electron transport chain
Term
What is another name for phosphatidylcholine?
Definition
Lecithin
Term
Describe the structure of sphingolipids
Definition
Like triacylglycerol, but the backbone is sphingosine (alcohol) instead of glycerol and there is a C-3 head group
Term
Define ceramide
Definition
A sphingosine with a fatty acid (generally a saturated fatty acid) attached in amide linkage to the amino group at the C-2 position

Structurally similar to diacylglycerol
Term
Define sphingomyelin
Definition
Ceramide with a phosphocholine head group
Term
What are glycolipids made of in animal cells?
Definition
Sphingolipids with mono- or oligosaccharide head groups.
Term
Compare and contrast a phosphotidylcholine and a sphingomyelin affect on fluidity in a membrane
Definition
Phosphatidylcholine: one tail unsaturated

Sphingolipid: both saturated, more rigid
Term
Define globoside
Definition
A sphingolipid with a di-, tri-, or tetra-saccharide head group
Term
Define ganglioside
Definition
A sphingolipid with a complex oligosaccharide head group
Term
Define cerebroside
Definition
A sphingolipid with a single sugar head group
Term
How is glucosylcebroside synthesized? What can it be used for?
Definition
By condensation of ceramine with UDP-glucose in the golgi

(All sphingolipids are synthesized in the golgi)

Glucosylcerebroside is a precursor for synthesis of more complex sphingolipid
Term
What harmful substances bind directly to globoside on cell surfaces?

What harmful substance binds directly to gangliosides on cell surfaces?
Definition
Glucoside- Shiga toxin and verotoxin

Ganglioside- Cholera, tetanus, botulism toxin
Term
Describe the rates of sphingolipid creation
Definition
Constant, because they are being constantly removed from the membrane though endocytosis or other degradation
Term
What diseases can result from impaired degradation of sphingolipids
Definition
Generalized gangliosidosis, Tay-Sachs, Nrimann-Pick disease, Gaucher's (don't memorize)

Many neuron diseases, genetic diseases
Term
What does buildup of ganglioside cause in neurons?
Definition
Up-regulation of inflammation in microglial cells, leading to massive neuronal cell death

Fatal within 3 years
Term
What drug can treat Gaucher's disease and possibly other ganglioside buildup diseases?
Definition
Genz-112638, an analog that inhibits glucosylceramide synthase
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