KeyMidterm2F061 - Name 311%,), £99 ’ 1 I Chemistry 153C...

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Unformatted text preview: Name 311%,), £99 ’ 1 I Chemistry 153C Midterm - November 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 ribulose—1,5— bisphosphate carboxylase reaction. q) (a) (20 points) Show how this i “0" molecule can be converted to one O'P or more intermediates of the . b” 91 colytic pathway. Use y 0 9H 3 CH; 0 appropriate arrows to designate electron movements. Draw the .— II 5/ resonance forms (just need to 0- ~O~ ~— _... -— r draw the atoms involved) to '? CH1 Cl: C M? ‘0. justify nucleophilic attack on O" ( any carbon-based electrophile ‘ and to justify any intermediate carbanion formation (may need ' some help from the enzyme here). Draw out the structure and name , Egzdgtzgolytic intermediate H O i’ .- gHL-O‘P To 3 a / 1L Ii ~c ~ (LO - I OH u“. $ ~ {if Mfirw“ l‘ (b) (5 points) What is the importance of the ribulose—l,S—bisphosphate carboxylase = reaction in biology? Z gpts ‘ I 73% _’QQ% fion ‘I‘N afloftpm anal mayoral/60 "7L , Me 313% ml m‘m WWW J 1 I 2 r 2. (25 points 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 . L 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, imply state this and no structure is needed. I've given you 0 e example. Molecule i Relevant structure to role Example of enzymatic reaction i as a cofactor I | “ 2 lw’nmak dgH’ . ” fiat/x M j NADPH ‘ / g / i mi +90% fNADPH QNAM + 6/» 1 ________ ______________ - . ) ' Pyr de/f - Simian (We 51M m VWIOUS ‘frcms KefO/Mw i i x | | N5 ,Nlo-meth+1ene- .- LSér/AL [WV/V9 5 , 6 , 7 , 8-tetrahydrofolate \ i NM : l“ ’k Vanov/ PYridoxal ' if) race”; Phosphate f I. / H 5 2223?:itnn c, % 4724mwg‘7w7/W I» Alpha—tocop erol (Vitmin E) W HJZ/ Mnfl ’ N0], I 3. (25 points). Lipid peroxides are characterized by this structure. I ‘0...H (a) (10 poi‘ts) Show how this can form from an initial polyunsaturated fatty acyl radical with the structure below. Show all reactants and products and indicate electron movements with appropriate arrows. ‘ . A . 4 ’" . m ‘ W \‘J :22 . + O ‘ 1J , , g - | i l I I using appro riate arrows for electron movements. What is the likely fate of each of (b) (15 p0 nts) We described the following chemistry in class. Show how this occurs the three r action products? / . R I CH/ ——7 R' '1' HR + OH 1010+! \0 [fag/5 M747 i " reach me 40+ mm + whk‘l VJ" [(25865 L x 9" D ' _ :31,” haw M‘ka 0H + A B O 4. (25 poin 5 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 from histid ne with four molecules of S-adenosylmethionine (AdoMet). Write out the complete st ucture of AdoMet (all atoms including hydrogensl) in its predominant form at physiological pH 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 ne that we have! ...
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This note was uploaded on 08/26/2011 for the course CHEMISTRY Chem 153C taught by Professor Cathyclarke during the Spring '11 term at UCLA.

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KeyMidterm2F061 - Name 311%,), £99 ’ 1 I Chemistry 153C...

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