Fall 2007 blank - Name_ 215 F07-Final exam Page 2 I. (15...

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Name_______________________________ 215 F07-Final exam Page 2 I . (15 points) Using the pKa information given on page 12, match the following isoelectric point (pI) values (3.08, 6.00, and 10.76) to their corresponding amino acids by writing the correct isoelectric point value in the box beside each amino acid. Arg pI = Glu pI = Val pI = 15 II . (18 points) Draw the full structure (including stereochemistry) for the tripeptide Cys-Pro-Arg (all L amino acids) in the predominant form it would exist at its isoelectric point. Use the Fischer projections. Structure at the isoelectric point: The predominant form of this tripeptide at pH 1 has a net charge of: (circle one) +2 +1 0 -1 -2 8 5 The predominant form of this tripeptide at pH 11 has a net charge of: (circle one) +2 +1 0 -1 -2 5 III . (20 points) Draw in the boxes below the full structures (including stereochemistry) of the products from each of the following reactions. H 3 N N H + + + H O O H O NO 2 F O 2 N N(CH 2 CH 3 ) 3 1. 2. HCl, H 2 O, ! 6 4 HCl salt Nitro-containing product H N O O O H O N H CO 2 dimethyl- formamide (solvent) C 14 H 10 (2) 5 5 (1)
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Name______________________________ 215 F07-Final exam Page 3 IV. (20 points) Consider the esterification reaction ( A to B ) shown below. + + Ph OH O HOCH(CH 3 ) 2 Ph O CH(CH 3 ) 2 O H 2 O HCl A B (1) (16 points) Which of the following would result in an increase in the amount of ester B formed? If the following is done: Yield of B would increase (circle one) Excess HOCH(CH 3 ) 2 is added. Yes No NaOCH(CH 3 ) 2 is used in place of HOCH(CH 3 ) 2 Yes No HOCH(CH 3 ) 2 is removed during the reaction Yes No
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Fall 2007 blank - Name_ 215 F07-Final exam Page 2 I. (15...

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