2.3 LIPIDS Lipid Examples • • • • a. fats b. fatty acids c. triglycerides d. phospholipids –cell membranes • e.
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2.3 LIPIDS Lipid Examples • • • • a. fats b. fatty acids c. triglycerides d. phospholipids –cell membranes • e. steroids (including cholesterol) LIPIDS • NONPOLAR • Hydrophobic“water fearing” • Do not dissolve in water Lipids • C-H atoms linked by nonpolar covalent bonds • H:O ratio is greater than 2:1 Count H:O •CH3(CH2)4C=CCH2 C=C(CH2)7COOH •H = 28 •O = 2 FATS • Composition: Large lipid molecule made of fatty acids and glycerol • Hydrophobic – “water avoiding” • Purpose: energy storage Fat = 3 fatty acids + 1 glycerol = triglyceride Triglycerides • Glycerol backbone • 3 fatty acids Fats • Fatty acid(s) attached to glycerol • Triglycerides are most common • Triglyceride Dehydration Sythesis Animation (HOW MANY WATERS FORMED?) Fatty Acids Fatty Acids • Different ways to write the formulas TYPES OF FATS Oils Soft Margarine Solid butter, lard, Crisco waxes steroids SUMMARY OF FATS • Saturated • Unsaturated • solid at room temperature • found mostly in animals • no double bonds between carbons • liquid at room temperature • found mostly in plants • double bonds found between carbons Saturated Fatty Acid • All single bonds between C’s • • • • • • H H H H H H H H H OH | | | | | | | | | | H-C-C-C-C-C-C-C-C-C-C=0 | | | | | | | | | HHHHHHHHH Monounsaturated Fat • Note one double bond C=C • H H H H H H H H OH • | | | | | | | | | • C=C-C-C-C-C-C-C-C=0 • | | | | | | | • H H HHHHH Polyunsaturated Fat • More than one double bond • • H HHH | | | | H | OH | =C-C-C-C-C=C-C-C=0 • H-C-C • • | H | | | H H H | H • Saturated Fats Unsaturated Fats “Trans” Fats have been hydrogenated • Made when manufacturers add hydrogen to vegetable oil--a process called hydrogenation. • Hydrogenation increases the shelf life and flavor stability of foods containing these fats. H on other side • Trans Fatty Acid H | -C=C| H • Saturated Fatty Acid H H | | -C - C| | H H • Unsaturated Fatty Acid H H l l -C = C- Trans Fat • can be found in vegetable shortenings • some margarines • Crackers • Cookies • snack foods • foods made with or fried in partially hydrogenated oils. AVOID • Trans fats should be avoided as much as possible in our diet. • When trans fats are exposed to heat and oxygen during the frying process, the results are the worse possible combination of unhealthy fatty acids. • (Worse than fats like butter or lard.) Saturated Fat • All single bonds-solid • animalfats Unsaturated Fat • Has one double bond-soft margarine • Note how it buckles with a double bond CH3CH=CHCO2H Saturated Fats • * Double bonds place kinks in hydrocarbon chains and kinked hydrocarbon chains have lower melting points than not kinked hydrocarbon chains. Polyunsaturated Fat • Has more than one double bond • CH3(CH2)4C=CCH2C=C(CH2)7 COOH • Olive oil • Mazola oil LIPIDS LIPIDS • Unsaturated Fat Phospholipids • STRUCTURE: Also contain phosphate and have 2 fatty acids instead of 3 • PURPOSE: Cell membranes (protect and regulate cell functions) Phospholipids • Main components of cell membranes Phospholipid placed in water forms a micelle (water heads toward water and oil ends inward) LIPID: Phospholipids • Cell membranes = • phospho heads (out) • and lipid tails (in) Micelle Has hydrophobic and hydrophilic ends Phospholipid • diglyceride-a phosphate takes the place of one of the fatty acids Waxes • STRUCTURE: 1 fatty acid + alcohol • More hydrophobic • Good coating for fruits and insects WAXES LIPID: steroid • Basic structure (4 fused rings) • cholesterol • testosterone • progesterone • estrogen • PURPOSE: Cell membranes and steroids (example: male and female hormones) LIPIDS Progesteronestarts menstrual cycle Testosteronesecondary male sex characteristics Steroids: note the rings Cholesterol • Is not the “bad guy” • needed for sex hormones, vitamin D, and cell membranes Cholesterol • Assume Carbon Atoms where non marked • eggs are not the reason people have high cholesterol (exercise or lack of it is more of a factor) LDL and HDL • LDL (low density lipoprotein)-losers • is the “bad guy” • deposition of “cholesterol” on the walls of someone’s arteries. • HDL (high density lipoprotein)-heroes • is the “good guy,” • carrying “cholesterol” out of the blood system Explain this picture Atherosclerosis Thickening and loss of elasticity of arterial walls. -lipid deposition and thickening cell layers within arteries. 3.10 Anabolic Steroids • Made of synthetic variants of male hormone testosterone • Build muscle and bone mass Anabolic Steroids • Purpose as a prescription drug: Treat general anemia and diseases that destroy body muscle EX: treatment of weight loss in HIVinfected individuals. EX: treat delayed puberty EX: Their primary use is to promote weight gain and muscle development in farm animals. Mike Tyson • NEGATIVES: “ROID RAGE”violent mood swings • Can we say “Mike eat-anear Tyson?” Mark McGuire -Broke his HR record -But admitted to using androstenedione (“andro”) Barry Bonds Made With THG - Animation • (TetraHydroGestrinone) is the steroid at the heart of the BALCO scandal in Major League Baseball. • Barry Bonds, Jason Giambi, and Gary Sheffield. Barry Bonds • When Bonds entered the league in 1986, he was a wiry phenom listed at 6foot-1, 185 pounds. • In the 2001 season, he was 6-2 and pushing 230 -- a linebacker in a baseball uniform. “ANDRO” CONS • • • • • • Depression acne high blood pressure women-beards reduced sex drive Infertility enlarged breasts-men liver cancer shrunken testicles Against the Law • The Anabolic Steroids Control Act of 1990 placed anabolic steroids into Schedule III of the Controlled Substances Act.