Week 12 worksheet

Week 12 worksheet - Organic Chemistry II Week 12 worksheet...

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Organic Chemistry II Week 12 worksheet Not for credit Draw the structure of each amino acid below. Show the correct stereochemistry and the correct protonation and charges for the amino acid at pH 7.0. L-Glutamine L-Aspartic Acid L-Arginine D-Cysteine Which amino acid has the most acidic side chain? Which amino acid has the most basic side chain? Which two amino acids (one basic and one acidic) have side chain pKa’s near pH 7, making them useful for shuttling protons in acid-base catalysis, under physiological conditions? Identify 2 (of 5 possible) amino acid side chains that can act as nucleophiles, in reactions we are already familiar with. What is the isoelectric point of alanine? Draw the structure(s) of alanine that exist at its isoelectric point. What are the isoelectric points of glutamic acid and lysine. Draw the structures(s) of each at their isoelectric point. Draw the structure of the dipeptide ValTyr at pH 7. Draw the two forms of this structure, with the peptide bond in the s-cis and s-trans conformations. Which of these conformations is preferred?
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This note was uploaded on 02/22/2012 for the course XB 36B taught by Professor Bremer during the Spring '12 term at Berkeley.

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Week 12 worksheet - Organic Chemistry II Week 12 worksheet...

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