E3W09KEY215 - I (24 points) Name:_KEY_ W09_215_E3_p1 A....

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Name:_________KEY_______________ W09_215_E3_p1 I (24 points) A. Octopine is a complex amino acid that is structurally related to both D-alanine and L-arginine. The structure of the fully protonated form of octopine is shown below. The four pKa values for octopine are: 1.36, 2.40, 8.77, and 13.0. HO N O H 3 C H H N H O OH N NH 2 H H ii) Draw the structure of the m a j o r species present in a pH 9 solution of octopine. iii) Draw the structure of octopine at the isoelectronic point. H H fully protonated octopine O N O H 3 C H H N H O O N NH 2 H H H H O N O H 3 C H N H O O N NH 2 H H H H i) What is the pI of octopine? 5.585 acceptable answers 5.58, 5.59, 5.6 3 3 3 NH O O N O OH H H H HO D. (JOC , 74 , 2009 , 2425) Provide the reactant and product. 2'-deoxyuridine 5% Rh/alumina (a hydrogenation catalyst) H 2 , H 2 O NH O O N O OH H H H HO 3 3 B. i) Draw a Fischer projection of L-cysteine with a net charge of -1. H 3 N C CH 2 O O H S ii) At what pH where there will be the highest concentration of L-cysteine with a net charge of -1? C. Draw 5'-GDP: NH N N O NH 2 N O OH H H H H OH O P O O O P O O O 9.125 acceptable answers 9.12, 9.13, 9.1 3 3 3 award credit if matches hydrogenation of structure in the first box
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A. Examples of free oligosaccharides in breast milk include lacto-N-tetrose, a prebiotic. O
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This note was uploaded on 05/29/2010 for the course 215 chem 215 taught by Professor Lee during the Winter '10 term at University of Michigan.

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E3W09KEY215 - I (24 points) Name:_KEY_ W09_215_E3_p1 A....

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