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Chapter 29: Q62. (page 1196)

Write out the steps for the synthesis of each peptide using the Merrifield method:

  1. Ala-Leu-Phe-Phe; (b) Phe-Gly-Ala-Ile.

Short Answer

Expert verified

Merrifield method is a method developed by Bruce Merrifield, and it requires connecting the C-terminus of the peptide chain with a solid in polymeric form.In this method, the product is purified at every step to avoid unwanted cross-reactions.

Step by step solution

01

Merrifield Method

Merrifield method is a method developed by Bruce Merrifield, and it requires connecting the C-terminus of the peptide chain with a solid in polymeric form.In this method, the product is purified at every step to avoid unwanted cross-reactions.

02

Synthesis of Ala-Leu-Phe-Phe

First of all, make all the Fmoc derivatives for amino acids. The steps for the synthesis of Ala-Leu-Phe-Phe are shown as

03

Synthesis of Phe-Gly-Ala-Ile

Firstly, make all the Fmoc derivatives for amino acids. The steps for the synthesis of Phe-Gly-Ala-Ile are shown as,

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Most popular questions from this chapter

The fibroin proteins found in silk fibers consist of large regions of 尾-pleated sheets stacked one on top of another. (a) Explain why having a glycine at every other residue allows the 尾-pleated sheets to stack on top of each other. (b) Why are silk fibers insoluble in water?

a.(S)-Penicillamine, an amino acid that does not occur in proteins, is used as a copper chelating agent to treat Wilson鈥檚 disease, an inherited defect in copper metabolism.

(R)-Penicillamine is toxic, sometimes causing blindness. Draw the structures of (R) and (S)-penicillamine.

b. What disulfide is formed from oxidation of L-penicillamine?

Give the amino acid sequence of an octapeptide that contains the amino acids Tyr, Ala, Leu (2 equiv), Cys, Gly, Glu and Val, and forms the following fragments when partially hydrolyzed with HCl: Val-Cys-Gly-Glu, Ala-Leu-Tyr, and Tyr-Leu-Val-Cys.

Question:With reference to the following peptide:

(a) Identify the N-terminal and C-terminal amino acids.

(b) Name the peptide using one-letter abbreviations.

(c) Label all the amide bonds in the peptide backbone.

Consider two molecules of a tetrapeptide composed of only alanine residues. Draw the hydrogen bonding interactions that result when these two peptides adopt a parallel 尾-pleated sheet arrangement. Answer this same question for the antiparallel 尾-pleated sheet arrangement.
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