Interpretation:
The reactions involved in a sequential Edman degradation of MIR are to be written.
Concept introduction:
舧 Amino acids are organic compounds containing
舧 Edman degradation method is used for identification of the N-terminal amino acid in a peptideup to a maximum length of about 60 residues. In this method, phenylisothiocynate reacts with the amino group of the terminal position to form a cyclic phenylthiocarbamoyl derivative. Under acidic conditions, the terminal amino acid is cleaved from the main chain as thizolinone derivative. Thizolinone derivative is extracted to the organic solvent and it forms phenylthiohydantoin-amino acid (PTH-amino acid) derivative in the presence of acid. PTH-amino acid complex can be identified by comparison with the standard amino acids. These steps can be repeated again with the next amino acid residue in the peptide chain.
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Organic Chemistry
- Draw the structure of the first non-peptide product released upon trifluoroacetic acid treatment in the Edman degradation of the peptide Ser-Asn-Pro-Arg-Gly-Phe. • You do not have to consider stereochemistry. ChemDoodiearrow_forwardDeduce the sequence of a heptapeptide that contains the amino acids Ala, Arg, Glu, Gly, Leu, Phe, and Ser, from the following experimental data. Edman degradation cleaves Leu from the heptapeptide, and carboxypeptidase forms Glu and a hexapeptide. Treatment of the heptapeptide with chymotrypsin forms a hexapeptide and a single amino acid. Treatment of the heptapeptide with trypsin forms a pentapeptide and a dipeptide. Partial hydrolysis forms Glu, Leu, Phe, and the tripeptides Gly-Ala-Ser and Ala-Ser-Arg.arrow_forwardSuggest a reasonable strategy for the synthesis of the dipeptide Leu-Phe, using established protocol for peptide synthesis.arrow_forward
- A2arrow_forwardSomatostatin is a tetradecapeptide of the hypothalamus that inhibits the release of pituitary growth hormone. Its amino acid sequence has been determined by a combination of Edman degradations and enzymic hydrolysis experiments. On the basis of the following data, deduce the primary structure of somatostatin: 1. Edman degradation gave PTH-Ala. 2. Selective hydrolysis gave peptides having the following indicated sequences: Phe-Trp Thr-Ser-Cys Lys-Thr-Phe Thr-Phe-Thr-Ser-Cys Asn-Phe-Phe-Trp-Lys Ala-Gly-Cys-Lys-Asn-Phe 3. Somatostatin has a disulfide bridge.arrow_forwardIn the first step of aminoacyl group linkage to a tRNA, an amino acid reacts with ATP to yield an aminoacyl-AMP and pyrophosphate. The bond between the amino acyl group and the AMP is described as a mixed anhydride. Explain the differences between an anhydride bond and a mixed anhydride bond. Why is this reaction irreversible?arrow_forward
- There is a hexapeptide, and its primary structure is written down according to the following experimental results, and the analysis process is briefly written down: (1) DNP-Ala was obtained by DNFB reaction; (2) DNP-Ile was obtained by reaction with DNFB after hydrazine hydrolysis; (3) Two tripeptides were obtained by reaction with cyanogen bromide, then DNP-Leu and DNP-Ala were obtained by reaction with DNFB; (4) Fragments containing 1, 2 and 3 amino acids were obtained by trypsin hydrolysis, and the Sakakuchi reaction of the last two fragments was positive.arrow_forwardDraw the complete structures of the following peptides:(a) Thr-Phe-Met (b) serylarginylglycylphenylalanine (c) IMQDK (d) ELVISarrow_forward2arrow_forward