9 - 9/25/2011 Ibuprofen (Advil) and aspirin treat pain due...

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Unformatted text preview: 9/25/2011 Ibuprofen (Advil) and aspirin treat pain due to inflammation by inhibiting prostaglandin synthetase. Which amino acid residue would be predicted to be adjacent to the side chain? Choose the amino acid residue that would be predicted to be present in the active site of prostaglandin synthetase and give a reason for your choice. O O ibuprofen H O N N H H N NH aspirin O O O H N O H NH H A arginine ibuprofen NH O B aspartic acid H D lysine At pH = 7 the [acid] < [conjugate base] H N N H H N NH O O NH H A arginine H O H N O H NH O B aspartic acid O H O H O H O H ibuprofen N H NH A arginine H N H H O O O H N O H NH O B aspartic acid NH C phenyl alanine NH D lysine C phenyl alanine H H O O H H D lysine O H H H O O H H O H O H H H H O H H H O O H H H H O H H H O O H H H H O N O H H H O H O H NH O H H Why is methanol soluble in water? H O O O H H H Which amino acid residue would be predicted to be present in prostaglandin synthetase that would adjacent to the carboxyl group? O H H H D lysine H N NH B aspartic acid H H NH C phenyl alanine NH H H conjugate base O O Is there a model for the behavior of molecules in water? H ibuprofen O O H A arginine When the pH = pKa the [acid] = [conjugate base] At pH = 4.4 the [acid] = [conjugate base] O H N NH The pH of body fluids ≈ 7. The pKa of ibuprofen = 4.4. Which species is present at the active site of prostaglandin synthetase? A. the acid B. the conjugate base acid N N H NH C phenyl alanine H O H O H H O O H O H H H O O H O H H H H O O O H H O H O H O H H H H O H H CH3 H H O H H H O O H H H H H H H H H H O O O H H 1 9/25/2011 Why are hydrocarbons insoluble in water? H O H H H H O H H O H H H H H O O H O H H H H H O O H H H H H3C O C OH O H H H O O H H H O O H CH3 H O O H H CH3 H H O H H H H O O O Which of the following molecules will be more soluble in water? O H H O CH3 OH Which of the following molecules will be more soluble in water? O O H H H O H H H H solid H O H H O H H H O O H H O H H O H B O H OH H O CH3 O H ∆G˚ = ∆H˚ -T∆S˚ H OH O Does the entropy of the water (A) increase or (B) decrease? water solution A H Which of the following molecules will be more soluble in water? O H CH3 O Which of the following compounds will be more soluble in water? O C O H Hydrogen bonding of the CO2H is the same for both. H O Parts of molecules that can form hydrogen bonds with water will be soluble (hydrophilic). Parts of molecules that cannot form hydrogen bonds to water will not be soluble (hydrophobic). O O H O H H OH O H H H H CH3 B O H O CH3 CH3 H3C H O O O H3C H A H OH O H3C O C H H H Which of the following compounds has the higher boiling point? O C O H H H O H 2 9/25/2011 Which order has the following compounds arranged correctly with respect to increasing solubility in water? electromagnetic radiation + O CH3 O CH3 The interaction of light with matter. 1 O CH3 - Na O 2 1 frequency (λ in cm) = υ = — ¯ λ high energy O CH3 A wave length (λ) O 123 increasing solubility B 132 increasing solubility C 21 short wavelength 3 H 3 increasing solubility D low energy long wavelength visible light 231 increasing solubility What is a model for light? The interaction of light (energy) with molecules. wave length (λ) electromagnetic radiation + + - - 1 frequency (λ in cm) = υ = — ¯ λ high energy visible light What is a correct statement about light? electromagnetic radiation + low energy short wavelength long wavelength Why does the sweater on the right absorbs blue light and causing the sweater to appear red? A. The atoms in bonds of the red dye absorb light energy by vibrating at a faster rate. - visible visible light O N N S O O visible light A. Blue light has more energy and a longer wave length than red. B. Blue light has more energy and a shorter wave length than red. O S O red d y e 4 0 r e d dye # 40 O B. The electrons in the red dye absorb light energy by being transferred into high energy anti bonding orbitals. C. Blue light has less energy and a shorter wave length than red. C. The molecules of the red dye absorb light energy by rotating faster. D. Blue light has less energy and a longer wave length than red. D. The molecules the red dye absorb light energy by moving faster. 3 9/25/2011 electronic spectroscopy (color) O N N S O O O S O red dye #40 O O N N S O O O S O re d dye #40 O electronic spectroscopy (color) antibonding molecular orbital O N N S O O O S O red dye #40 O blue light * O N N S O O O S O Orbital Energy bonding molecular orbital red dye #40 O 20 visible visible light The atoms in bonds of the red dye absorb light energy by vibrating at a faster rate. 4 ...
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