Chapter 29: Q62. (page 1196)
Write out the steps for the synthesis of each peptide using the Merrifield method:
- Ala-Leu-Phe-Phe; (b) Phe-Gly-Ala-Ile.
Chapter 29: Q62. (page 1196)
Write out the steps for the synthesis of each peptide using the Merrifield method:
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Get started for freeQuestion:Draw the product formed when the following amino acid is treated with each reagent: (a) (b) , pyridine; (c) HCl (1 equiv); (d) NaOH (1 equiv); (e).
Another method to form a peptide bond involves a two-step process:
[1] Conversion of a Boc-protected amino acid to a p-nitrophenyl ester.
[2] Reaction of the p-nitrophenyl ester with an amino acid ester.
Why does a p-nitrophenyl ester โactivateโ the carboxy group of the first amino acid to amide formation?
Would a p-methoxyphenyl ester perform the same function? Why or why not?
Draw the organic products formed in each reaction.
Question:Gramicidin S, a topical antibiotic produced by the bacterium Bacillus brevis, is a cyclic decapeptide formed from five amino acids. Draw the structures of the amino acids that form gramicidin S, and explain why this compound possesses two unusual structural features.
Another method to form a peptide bond involves a two-step process:
[1] Conversion of a Boc-protected amino acid to a -nitrophenyl ester.
[2] Reaction of the -nitrophenyl ester with an amino acid ester
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