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10/17/2013 15.5 Glycerophospholipids Glycerophospholipids Glycerophospholipids are • the most abundant lipids in cell membranes. • composed of glycerol, two fatty acids, phosphate, and an amino alcohol. Fatty acid Glycerol Fatty acid Fatty acid PO4 Amino alcohol Glycerol Fatty acid PO4 Amino alcohol 1 2 Structure and Polarity of A Glycerophospholipid Polarity of Glycerophospholipids A glycerophospholipid has • two nonpolar fatty acid chains. • A phosphate group and a polar amino alcohol. CH3 │+ + HO−CH2−CH2−N−CH3 HO−CH2−CH2−NH3 │ choline CH3 ethanolamine + NH3 │ HO−CH2−CH−COO− Amino alcohols serine 3 4 There are different kinds of head group: Lecithin and Cephalin Lecithin and cephalin are glycerophospholipids • abundant in brain and nerve tissues. • found in egg yolk, wheat germ, and yeast. 5 6 1 10/17/2013 15.6 Steroids: Cholesterol, and Steroid Hormones CH3 CH3 Steroid Nucleus A steroid nucleus consists of CH3 • 3 cyclohexane rings. • 1 cyclopentane ring. • no fatty acids. CH3 CH3 HO steroid nucleus Copyright © 2005 by Pearson Education, Inc. Publishing as Benjamin Cummings 7 Cholesterol Cholesterol in the Body Cholesterol • is the most abundant steroid in the body. • has methyl CH3- groups, alkyl chain, and -OH attached to the steroid nucleus. CH3 CH3 CH3 8 Cholesterol • is obtained from meats, milk, and eggs. • is synthesized in the liver. • is needed for cell membranes, brain and nerve tissue, steroid hormones, and Vitamin D. • clogs arteries when high levels form plaque. CH3 CH3 HO A normal, open artery. An artery clogged by cholesterol plaque 9 Cholesterol in Foods 10 LIPID TRANSPORT Cholesterol • is considered elevated if plasma cholesterol exceeds 200 mg/dL. • is synthesized in the liver and obtained from foods. Lipoproteins • Lipids are transported in the blood as lipoproteins • are soluble in water because the surface consists of polar lipids. 11 12 2 10/17/2013 •Combine lipids with proteins and phospholipids. Lipids: Cholesterol Apolipoproteins + Cholesteryl esters lipoproteins Triacylglycerols Phospholids 13 Lipid transport There are 4 types of lipoprotein 14 Composition of lipoproteins • The lipoprotein formed depends on the constituent protein and lipids protein triglyceride Chylo VLDL LDL HDL 15 16 INTESTINE TG TG TG TG TG TG INTESTINAL EPITHELIAL CELL LYMPH/ BLOOD TG Bile salts (emuslification) TG Lipases Cholesterol apolipoproteins Fatty acids glycerol 17 Lipid transport TG chylomicrons 18 3 10/17/2013 Fat cell CMCONS TG LIVER Cholesterol VLDL HDL Fatty acids albumin Cholesterol -esters TG Cholesterol Cholesterolesters TG lymph TG GONADS ADRENALS ADIPOSE MUSCLE LDL TISSUES Cholesterol Cholesterol-esters Lipid transport 19 Steroid Hormones 20 Steroid Hormones Steroid hormones • are produced from cholesterol. Steroid hormones are • chemical messengers in cells. • sex hormones. Androgens in males (testosterone) Estrogens in females (estradiol) • Adrenocortical hormones from adrenal glands. mineralocorticoids (electrolyte balance) glucocorticoids regulate glucose level • include sex hormones such as androgens (testosterone) in males and estrogens (estradiol) in females. 21 Adrenal Corticosteroids 22 Anabolic Steroids Anabolic steroids • are derivatives of testosterone. • are used illegally to increase muscle mass. • have side effects including fluid retention, hair growth, sleep disturbance, and liver damage. Steroid hormones called adrenal corticosteroids • are produced by the adrenal glands located on the top of each kidney. • include aldosterone, which regulates electrolytes and water balance by the kidneys. • include cortisone, a glucocorticoid, which increases blood glucose level and stimulates the synthesis of glycogen in the liver. 23 24 4 10/17/2013 15.7 Cell Membranes Adrenal Corticosteroids Copyright © 2005 by Pearson Education, Inc. Publishing as Benjamin Cummings 25 26 Fluid Mosaic Model of Cell Membranes Cell Membranes The lipid bilayer • contains proteins, carbohydrates, and cholesterol. • has unsaturated fatty acids that make cell membranes fluid-like rather than rigid. • has proteins and carbohydrates on the surface that communicate with hormones and neurotransmitters. Cell membranes • separate cellular contents from the external environment. • consist of a lipid bilayer made of two rows of phospholipids. • have an inner portion made of the nonpolar tails of phospholipids with the polar heads at the outer and inner surfaces. 27 28 Fluid Mosaic Model of Cell Membranes 29 5