Block 3 Lecture 2 -- Dietary Lipids Flashcards
How long are FAs/TGs?
3-20 C, usually 17 or 15
What is the most common saturated fatty acid?
stearic acid
What is the structure of stearic acid?
18:0
What are examples of unsaturated FAs?
1) oleic
2) linoleic
Oleic acid structure
18:1 ∆9
Linoleic acid structure
18:2 ∆9,12
What is the natural configuration for glycerophospholipids and sphingolipids?
(R)-L
Where is lecithin found?
naturally in egg yolk & soybean
also as food additive or dietary supplement
How is lecithin metabolized in the body?
lecithin –> GPC –> acetylcholine
What does GPC stand for and where can it be found?
glycerophosphorylcholine, milk
Why are sphingolipids more stable than glycerophospholipids?
presence of amide bonds
From what are eicosanoids produced?
multi-unsaturated C20 arachidonic acid
What is the structure of arachidonic acid?
20:4 ∆5,8,11,14
What enzyme converts arachidonic acid to PGs and TXs?
PGH2/COX
What structures does arachidonic acid produce?
PGs and thromboxanes
What are the functions of eicosanoids?
1) BP
2) smooth muscle contractoin
3) pain, fever
4) coag
5) reproduction
6) coagulation
7) bronchoconstriction
8) metabolism regulation
How is naproxen supplied?
(s) only
How is ibuprofen supplied?
racemic (converted to S in vivo)
What is the backbone for cholesterol?
tetracyclic C17 alkane
- 3 6-membered rings
- 1 5-membered ring
- B/C and C/D are always transfused
- methyls at A/B and C/D fusion points
- R’s at C12 and end of side chain
For which structures do steroids serve as precursors?
1) Vit D3
2) steroid hormones
3) bile acids
Where is cholesterol important?
membranes, liver, skin
For bile acids, what are the possibilities for the 2 side chains?
1) H or OH
2) OH, HNCH2COOH, or HN(CH2)2SO3H
Describe the structure of a liposome?
stable bilayered vesicle, relatively large (several 100 A)
What do corticoids do?
downregulate proinflammatory cytokines
What enzyme do the sex hormones need?
aromatase for aromatization of the A ring
What is cortisone’s side chain?
acetone