Topic 59: Peptides and their synthesis

59.1What is a peptide?
 
59.2What are two important characteristics of the peptide bond?
 
59.3What do we mean by N-terminus and C-terminus? In Ala-Gly-Ser, where is the N-terminus, and where is the C-terminus?
 
59.4Which is favored in peptide bonds, the s-cis or s-trans conformation? Why?
 
59.5What is special about a peptide bond that involves the proline nitrogen?
 
59.6What is a reliable way to make a dipeptide? (List the necessary reaction steps.)
 
59.7Explain the structure and utility of the boc and fMoc protecting groups, including what the are for and the conditions for their addition and removal.
 
59.8How is a benzyl protecting group for an alcohol or carboxylic acid generally removed?
 
59.9What is DCC? How does it work, and why is it used in peptide synthesis?
 

Topic 60: Automated peptide synthesis

60.1What is the fundamental idea behind automated peptide synthesis that allows it to be successful?
 
60.2What is the sequence of steps in the method invented by Bruce Merrifield that earned him the Nobel Prize in Chemistry in 1984?
 
60.3How does the reality of organic synthesis limit automated peptide synthesis?
 
12 questions
472 questions for Organic II

472 Questions for Organic II

Dearest Student. This web page is a set of questions I call Detailed Intended Learning Outcomes For Organic Chemistry (Part II). Some time ago I asked myself, "Bob, what do you think are the key questions that you hope students will be able to answer after taking Chemistry 248 at St. Olaf College?" So here you have them. Some are very simple; some require more thought. All are good questions to be thinking about as you read, discuss, and master the practical aspects of organic chemistry. They are discussion starters and review tips. There are no answers here (though there are some clues). The questions are here to help you focus on what's important (to me, at least!) and organize your learning process. The questions are grouped into topics. Bite-size chunks. Take them a few at a time. Don't feast on them all at one sitting!

(preliminary version 2021.01.15 feeback: Bob Hanson)