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LIPIDS IIILIPIDS III
STEROLS
Cholesterol
Male & female sex hormones
Bile acids
Vitamin D
Adrenal corticosteroids HO
H3C
H3C
H3C CH3
CH3
123 4 5
6 789
10
1112
1314 15
1617
18
21 22
19
20
Sterols
Compounds with multi-ring structure Insoluble in water Present both in plant and animal foods Major sterol is cholesterol
However, cholesterol is found only in animal products (manufactured in liver)
High content in organ meats and egg yolk
Structure of steroid hormones:
Common Sterol Compounds
Vitamin D3 (cholecalciferol)
OH
CH3
CH3
C
O
O R2R1
HOR1 = OH or H
R2 = H or NH CH2 COOH or NH CH2 CH2 SO3
H
Bile Acids
Bile acids (bile salts) are polar derivatives of cholesterol, formed in liver and secreted into the gall bladder. They pass via the bile duct into the intestine, where they aid digestion of fats & fat-soluble vitamins. Bile acids are amphipathic, with detergent properties. Bile acids emulsify fat globules into smaller micelles, increasing the surface area accessible to lipid-hydrolyzing enzymes. They also help to solubilize lipid breakdown products (e.g., mono- & diacylglycerols from triacylglycerol hydrolysis).
Molecular complexes found in blood plasma Contain:
Neutral lipid core of cholesterol esters and/or TAGs
Surrounded by a layer of: Phospholopid Cholesterol Protein
Classes: Chylomicrons, VLDL, LDL, HDL
Lipoproteins
Model Structure of a Plasma Lipoprotein
Major Classes of Lipoproteins
Chylomicrons: Very large and very low density Transport intestineadipose
VLDL: Made in liver Transport lipids to tissues
LDL: carry cholesterol to tissues HDL:
Made in liver Scavenge excess cholesterol esters “Good cholesterol”
0%
20%
40%
60%
80%
100%
Chylo-microns
VLDL LDL HDL
Lipoprotein Type
Com
posi
tion
C
P
T
C
P
T
T
P
C
C P
T
The major classes of lipoproteins and their relative content of triacylglycerol (T),cholesterol (C) and protein (P).
Relative Composition of Lipoproteins
Lipid peroxidation a non-enzymatic reaction catalyzed
by oxygen may occur in tissues or in foods
(spoilage) the hydroperoxide formed is very
reactive and leads to the formation of free radicals which oxidize protein and/or DNA (causes aging and cancer)
principle is also used in drying oils (linseed, tung, walnut) to form hard films
13
Learning Check PL1
Identify each lipid as: (1) phospholipid (2) steroid
(3) triglyceride (4) sphingolipid A. CholesterolB. Glycerol, 2 fatty acids, phosphate, and cholineC. Glyceryl tristearateD. Sphingosine, fatty acid, phosphate, and cholineE. EstradiolF. Bile saltsG. Most of plasma membranes
14
Solution PL1
A. 2 steroidB. phospholipidC. 3 triglycerideD. 4 sphingolipidE. 2 steroidF. 2 steroidG. 1 phospholipid
ABDULLATIF TAHA ABDULLAABDULLATIF TAHA ABDULLADep. Of BIOCHEMISTRYDep. Of BIOCHEMISTRY