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Biochemistry- Unit Two
Lipids (T Pierce)
34
Medical
Post-Graduate
02/25/2009

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Cards

Term
What are the characteristics used to define a lipid
Definition
  • insoluble in water
  • soluble in non-polar solvents like chloroform, benzene

Due to these characteristics, these compounds are structurally heterogeneous

Term
Function of fat
Definition
major source of stored energy
Term
Function of phospholipids and glycolipids
Definition
integral parts of all membranes
Term
Function of waxes
Definition
form protective layers on the skin and in the ear
Term
Function of steroids
Definition
Hormones of the body
Term
Examples of isoprenoids
Definition

Vitamins K, A, E

Term
Structure of fatty acids
Definition
  • aliphatic group attached to a carboxyl group
  • can be branched or be straight chained
  • 90% of FA's have even number of carbons
    • most common are 16, 18, or 20 carbons
Term
Classification system for fatty acids
Definition
  • short chain (less than 6 C's)
  • medium chain (6-12 C's)
  • long chain (12-20 C's)
  • very long chain (more than 20 C's)
Term
FA with 16 carbons that is the most common FA in the body
Definition
palmitic acid
Term
Define monounsaturated and polyunsaturated
Definition
  • monounsaturated- one double bond FA
  • polyunsaturated- more than one double bond FA
Term
FA with 18 carbons? 18 C's and one DB? 18 C's and 2 DB's? 18 C's and 3 DB's?
Definition
  • saturated- stearic acid
  • monounsaturated- oleic acid
  • two double bonds- linoleic acid
  • three double bonds- linolenic acid
Term
What group would you see between polyunsaturated FA's? What is the functional advantage?
Definition
there will be a CH2 in between each double bond, and this will reduce the reactivity of the compound by reducing conjugativity
Term

Describe the omega numbering system for fatty acids

Definition
  • used for polyunsaturated FA's
  • start numbering from the methyl end of the fatty acid as oppose to the carboxylic acid end
  • ω-3 series FA's have the first double bond occur three carbons from the methyl end
Term
Geometric isomer of FA seen in the body
Definition
cis FA's
Term
Nature of double bond in FA's
Definition
it is planar with no rotation around the double bond, so the spatial relationship of groups cannot change without bond breakage
Term

Disadvantage of trans-FA's

Definition
  • they become incorperated into the membrane
  • this will alter packing of these lipids, leading to loss of membrane integrity
Term

What is the role of the number of carbons in solubility and melting point? DB's?

Definition
  • the more carbons, the less solubility
  • the more carbons, the higher the melting point
  • the more double bounds, the lower the melting point (unsat. FA's liquid at room temperature)
Term
Effect of incorperating unsat. FA's on complex lipids
Definition
the chemical structure that causes the liquidity of the unsaturated FA's will be imparted upon the complex lipids
Term
Compare and contrast plant fat and animal fat
Definition
  • plant fat has a higher ratio of unsaturated to saturated fatty acids than animal fat
  • plant fat liquid at room temperature
  • lard/animal fat is solid at room temperature
Term
Effect of starvation on fatty acids
Definition
you produce more FREE fatty acids
Term
Rxns that free FA's can undergo
Definition
  • ionization (go from acid to the -ate form)
  • neutralization (treat with NaOH to form the salt)- any salt of a FA is a soap
    • if I use calcium or magnesium (divalent cations), this soap is insoluble
  • ester formation (FA with alcohol produce ester)
    • if its a FA and "fatty" alcohol, produce wax
Term
Rxns that free unsaturated FA's undergo
Definition
  • reduction- add hydrogen to eliminate DB
  • oxidation- form short chain aldehydes, as well as lipid peroxides and free radicals
    • dialdehydes are volitale and cause rancid smell of fat
Term
Biological effect of oxidizing unsaturated FA's
Definition
destroy the integrity of cell membranes
Term

Essential dietary FA's

Definition
  • linoleic acid- 18 C's w/DB at 9, 12
  • linolenic acid- 18 C's w/DB at 9, 12, 15
  • arachidonic acid- 20 C's w/DB at 5, 8, 11, 14

We can synthesize in the body all the SATURATED FA's the body needs

Term
Role of desaturases/monooxygenases in the body. What does this mean as far as what the body can synthesize as far as FA's go?
Definition
  • add DB's at any position in the fatty acid up to and including position 9 (common at positions 4, 5, 6, and 9)
  • this means we can't insert a DB into the 12th position of a C18 FA, so you cant make linoleic acid (DB at 9, 12) or linolenic acid (DB at 9, 12, 15)
Term
In the body, what is the precursor for synthesizing arachidonic acid?
Definition
linoleic acid (so technically, arachidonic acid is NOT an essential FA)
Term
Mechanism of making arachodonic acid
Definition
  1. via 6 desaturase, add DB to the 6 position of linoleic acid (C18 with DB at 9, 12) (now have DB at 6, 9, 12 w/18 C's)
  2. elongation via acetyl CoA at the end of the FA (now have DB at 8, 11, 14 and 20 C's)
  3. via 5 desaturase, add DB at 5 position (now have arachodonic acid- DB at 5, 8, 11, 14 and 20 C's)
Term
Chemical name for arachodonic acid
Definition
eicosatetraenoic acid
Term

FA's synthesized from linolenic acid

Definition
  • eicosapentaenoic acid (EPA) (20 C's with 5,8, 11,14,17)
  • docosahexaenoic acid (DHA) (22 C's with double bonds at 4,7,10,13,16,19)

Both are MAJOR omega 3 FA's found in fish oil

Term
Use of eicosanoic FA's in body
Definition
  • synthesis of
    • PG's
    • thromboxanes
    • leukotrienes
    • lipoxins
Term
Function of DHA in body
Definition
  • brain development
  • normal function of membranes of rods and cones of eye
Term
Key isoprenoids in diet
Definition

sterols

steroids

Vitamin K, A, E

Term

Describe the dietary need of cholesterol

Definition
Body can synthesize all the cholesterol it requires, so there is no dietary requirement of it.
Term
Function of cholesterol
Definition
  • essential component of membrane
  • precursor to many biological compounds like bile salts and hormones of adrenal cortex
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