Chapter 29: Q42. (page 1193)
Devise a synthesis of each amino acid from acetaldehyde:
(a) Glycine;
(b) Alanine.
Chapter 29: Q42. (page 1193)
Devise a synthesis of each amino acid from acetaldehyde:
(a) Glycine;
(b) Alanine.
All the tools & learning materials you need for study success - in one app.
Get started for freeBesides the Boc and Fmoc protecting groups used in peptide synthesis, amines can also be protected by reaction with benzyl chloroformate. Draw the structure of the product formed by reaction of alanine with benzyl chloroformate.
Draw the organic products formed in each reaction.
a. Draw the structure of the tripeptide A-A-A, and label the two ionizable functional groups.
b. What is the predominant form of A-A-A at pH=1?
c. The values for the two ionizable functional groups (3.39 and 8.03) differ considerably from the values of alanine (2.35 and 9.87;see table 29.1). Account for the observed differences.
Give the amino acid sequence of each peptide using the fragments obtained by partial hydrolysis of the peptide with acid.
What steps are needed to convert A to L-dopa, an uncommon amino acid that is effective in treating Parkinsonโs disease? These steps are the key reactions in the first commercial asymmetric synthesis using a chiral transition metal catalyst. This process was developed at Monsanto in 1974.
What do you think about this solution?
We value your feedback to improve our textbook solutions.