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Midterm2F06 - ‘1 Name W Chemistry 153C Midterm suavember...

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Unformatted text preview: ‘1 Name W Chemistry 153C Midterm suavember 3 2006 Total of 100 points — make sure you have all 4 pages! 1. (25 points total) The compound below is an intermediate in the ribuloeea-l,5- bisphosphate carboxylase reaction. Q (a) (20 points) Show how this ' ' fl 4- molecule can be converted to one 0": D or more intermediates of the ‘ - glycolytic pathway. Use ‘ O appropriate arrows to designate O OH 0 0 electron movements. Draw the .- II I H ’ 1’ // draw the atoms involved) to l I justify nucleophilic attack on 0“ any carbon—based electrophile ' 1" and to justify any intermediate carbanion formation (may need some help from the enzyme here). Draw out the structure and name the glycolytic intermediate products. resonance forms (just need to 0- ?sOQCHa—a C _._.. C ..... C. ,- CA I O” (b) '(5 ints What is the impo , .. reactiofioin biology? - J - rtance Of thé.rr.___ibu1°st1'5-b1'phogghgte cum" 1‘39 2. (25 poi ts total) For each of the following molecules that are cofactors in enzymatic r actions we have seen in class so far, write out the portion of the structure t at is relevant to its biochemical role in the reaction. Then give one example of n enzymatic reaction where we have seen it participate, either by naming the enzyme r by writing out the substrates and products. If the molecule is not involved as a enzyme cofactor, simply state this and no structure is needed. use-e- 1; Molecule l Relevant structure to role Example of enzymatic reaction as a cofactor ' l | NADPH i} I W m . Thiamine l PyrophosphaTe .. M W N5,N1°-meth lene— 5,6,7,8—tet ahydrofolate \.\' Pyridoxal ”‘ ’— Phosphate ’ M 3 Ascorbic Acid (Vitam n C) 0 Alpha—tocop erol (Vitmin E) ! I 3. (25 points) . Lipid peroxides are characterized by this structure. 4%.. (a) (10 points) Show how this can form from an initial polyunsaturated fatty acyl radical wit the structure below. Show all reactants and products and indicate electron mo ements with‘appropriate arrowsfw —‘—“*'W “ r “H .\ H / E n K? '1 L4 V‘Qghgn. v.5 “0—1;“ . (b) (15 po'nts) ‘ flrfim Show hrR/ais occurs using appro riate arrows for electron movements. What is the likely fate of each of the three r action products? ‘ "' ,,__._._._ * ,, —w » , (\CF “__..,-_7 1% + {‘31 + ”OH | on” ‘ ‘ 0 —~-» 4. (25 pain 8 total). A histidine residue in an eukaryotic protein synthesis factor eEFZ is mod fied to form diphthamide, the site of attack of diphtheria toxin on us! A precursor to diphthamide on the protein is the following residue,.which is formed 5; from histid ne with four molecules of s—adenosylmethionine (AdoMet). Write out the ‘ complete at nature of AdoMet (all atoms including hydrogensl) in its predominant form at physiolo ical p8 and then show how it may be utilized to form the precursor, using appropriate arrows to designate electron movements. Here, you can show just the relevant at ms of AdoMet. One of these reactions we haven't seen in class, but is very similar to no that we have! i . N \ , \ 1 / c/ \cH \ /(,/ \C’mk /(,Hb \\ / CH» “ / (ML \ Iv ”4‘“ H $f\/\/h‘ ”‘cu/ own ‘ I 5 I fate ’ :0 Ca, 4. 00 ,1 HIS / C‘Js' 'Iv\ CH CH5 3 ...
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