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What Are Lipids? Lecture 7: Lipids, Part 1 • Made up of carbon, oxygen, hydrogen • Do not dissolve in water • Three types of lipids are found in foods: – Triglycerides Nutrition 150 Shallin Busch, Ph.D. – Phospholipids – Sterols Fatty Acids Triglycerides Composed of – Three fatty acid molecules • Fatty acids are long chains of carbon atoms surrounded by hydrogen atoms – One glycerol molecule • Glycerol is a 3-carbon alcohol that is the backbone of a triglyceride Length of their carbon chain - Short-, medium-, or long-chain Level of saturation - Saturation refers to how many hydrogen atoms surround each carbon Shape Fatty Acid Fatty Acids •Saturated fatty acids have hydrogen atoms surrounding every carbon in the chain. •Monounsaturated fatty acids lack hydrogen atoms in only one region. •Polyunsaturated fatty acids lack hydrogen atoms in multiple locations. Fatty Acids - Shape Linolenic acid, an omega-3 fatty acid Omega carbon Acid end Methyl end • Determined by the saturation of the carbon chains. • Saturated fatty acids can pack tightly together and are solid at room temperature. Linoleic acid, an omega-6 fatty acid – For example animal fats, butter, and lard are high in saturated fatty acids. Omega carbon Acid end Methyl end • Unsaturated fatty acids do not stack together well and are liquid at room temperature. – Plant oils have unsaturated fatty acids. Fatty Acids Trans Fatty Acids The hydrogen atoms at an unsaturated region can be arranged in different positions: – Cis – hydrogens on same side of the carbon chain – Trans – hydrogens on opposite sides of the chain Cis- and Trans-Fatty Acids Fatty Acids cis-fatty acid Hydrogenation: The addition of hydrogen atoms to unsaturated fatty acids. – Coverts liquid fats (oils) into a more solid form – Used to create margarine from plant oil – Often creates trans fatty acids trans-fatty acid Hydrogenation Triglycerides Composed of – Three fatty acid molecules Polyunsaturated fatty acid Hydrogenated (saturated) fatty acid • Fatty acids are long chains of carbon atoms surrounded by hydrogen atoms – One glycerol molecule • Glycerol is a 3-carbon alcohol that is the backbone of a triglyceride Glycerol Figure 5-3 Page 145 Glycerol and 3 Fatty Acids Form a Triglyceride To make a triglyceride, three fatty acids attach to glycerol in condensation reactions: Glycerol + 3 fatty acids Triglyceride + 3 water molecules When glycerol is free, an OH group is attached to each carbon. When glycerol is part of a triglyceride, each carbon is attached to a fatty acid by a carbon-oxygen bond. A Mixed Triglyceride Phospholipids Are composed of • Glycerol backbone • 2 fatty acids • Phosphate Are soluble in water Are manufactured in our bodies so they are not required in our diet This mixed triglyceride includes a saturated fatty acid, a monounsaturated fatty acid, and a polyunsaturated fatty acid. Phospholipid Phospholipids From 2 fatty acids From glycerol From phosphate Sterols Sterols Sterols: Lipids containing multiple rings of carbon atoms. – Are crucial components of cell membranes and many hormones – Are manufactured in our bodies and therefore are not essential components of our diet Sterols (Carbohydrate are also made of rings, but the rings are not combined directly.) A Bile Acid Bile acid made from cholesterol Cholesterol Vitamin D3 Bound to an amino acid from protein Lipases Digest Fats Digestion of a Triglyceride Lipase: Enzyme that facilitates breakdown of triglycerides. Triglycerides are broken into 2 fatty acids and a monoglyceride. Bonds break Mouth: Lingual lipase from salivary glands Stomach: Mixing breaks fat into droplets; gastric lipase Bonds break Triglyceride Pancreas: Pancreatic lipase Monoglyceride + 2 fatty acids Small Intestine: Intestinal lipase Bile • Made by liver, stored in gall bladder, released into small intestine In-text Figure Page 149 Oil • Bile disperses fat into smaller fat droplets • An Emulsifier: “Substance that has both water-soluble and fat-soluble portions that promotes the mixing of oils and fats in watery solutions.” Whitney and Rolfes Water Without help from emulsifiers, fats and water don’t mix. A Bile Acid Emulsification of Fat by Bile Fat Fat Watery GI juices Bile acid made from cholesterol Enzyme Bound to an amino acid from protein Bile Emulsified fat Emulsified fat Emulsified fat Enzymes Absorption of Fat Small intestine Stomach Lipid Absorption Monoglyceride Short-chain fatty acids Medium-chain fatty acids • Lipids enter cells by diffusion Glycerol • Glycerol, small and medium-chain fatty acids are absorbed directly into the blood • Micelles: Molecules of bile surrounded by monoglycerides and fatty acids. Brought to intestinal cells where contents are absorbed. Chylomicrons Micelle Protein Triglyceride Lacteal (lymph) Capillary network Chylomicron Blood vessels To blood To liver Longchain fatty acids Transportation of Lipids Structure of a Lipoprotein • Fatty acids are arranged as lipoproteins (clusters of lipid and protein) – Chylomicron – Very-low-density lipoprotein – Low-density lipoprotein – High-density lipoprotein Chylomicron A lipoprotein produced by cells lining the small intestine. Transportation • Chylomicrons are made by cells of the small intestine • Travel through the lymphatic system – Composed of fatty acid and cholesterol surrounded by phospholipids and proteins Protein Phospholipid • Transferred to the bloodstream – Soluble in water • Triglycerides in the chylomicrons must be disassembled by lipoprotein lipase before they can enter body cells. Cholesterol Triglyceride • Components (mostly triglycerides) taken up by cells in the body Absorption of Fat Small intestine Blood Lipids Stomach Monoglyceride Short-chain fatty acids Medium-chain fatty acids Glycerol Chylomicrons 2. VLDLs – very low-density lipoproteins Triglyceride 3. LDLs – low-density lipoproteins Lacteal (lymph) Capillary network 1. Chylomicrons Micelle Protein Chylomicron Blood vessels Longchain fatty acids 4. HDLs – high-density lipoproteins All made of triglyceride, phospholipid, cholesterol, and protein To blood To liver Very-low-density Lipoproteins Low-Density Lipoprotein • Made by the liver • Is VLDL minus triglycerides • Composed of lipids from blood stream and lipids made by the liver • Delivers triglycerides, cholesterol, and phospholipids to cells • Leaves the liver for transportation to other parts of the body • Cleared from the blood by liver (special receptors on liver collect it) • Loses triglycerides to cells and becomes LDL • “Bad cholesterol” Relative Size of Lipid Transport Molecules High-Density Lipoprotein • Made by the liver • Carries cholesterol from the cells to the liver for recycling and disposal Chylomicron • “Good cholesterol” LDL VLDL HDL Composition of Lipid Transport Molecules 100 Percent 80 Protein 60 40 Cholesterol 20 0 Phospholipid Triglyceride Chylomicron VLDL LDL HDL Triglycerides in the Body After entering body cells, triglycerides can be – Used immediately for energy – Used to make lipid-containing compounds – Stored in liver, muscle, and adipose (fat) cells An Adipose Cell Newly imported triglycerides first form small droplets at the periphery of the cell, then merge with the large, central globule. Cell nucleus Large central globule of (pure) fat Cytoplasm As the central globule enlarges, the fat cell membrane expands to accommodate its swollen contents.