The Merrifield solid phase synthesis is commercially used for the production of peptides. Identify all of the steps necessary to prepare the peptide Ala-Val-Leu-Ile with a Merrifield synthesis using DCC, Fmoc and any other readily available reagents. In your answer,
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- Show by a series of equations (with structures) the first stage of the Edman method applied to a peptide that has leucine as its N-terminal residue.Consider the partial sequence of a peptide.I L W A N R M S H V L F A V E ASelect all amino acid residues likely to be on the solvent‑exposed surface once the peptide folds into its native conformation.Bradykinin is a linear nonapeptide released by blood plasma globulin in response to a wasp sting. It is a very potent pain-causing agent. Its constituent amino acids are 2R, G, 2F, 3P, S. The sue of 2,4-dinitrofluorobenzene and carboxypeptidase shows that both terminal residues are arginine. Partial hydrolysis of bradykinin gives the following di- and tripeptides: FS + PGF +PP + SPF + FR + RP
- By using only amide/Peptide bond forming rxn and a lKylation rxns. Provide all the reaction steps with the reagent needed and conditions with out showing the mechanism for each step to form the product. Note: Use protecting groups like (Boc, Fmoc, and others) H2NNH2+Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (from the reaction of α-ketoacids and oxaprolines to proteins that contain native serine residues)Which separation technique is the most specific and offers the highest protein purification possible?
- Which of the following is an acceptable name for the peptide sequence below?PyMol commands needed to make the following image of a helix (residues 84-104) found in the Ras protein (PDB code - 1Q21). There is a distinctive "kink" in the alpha helix which occurs at residue Asp-92, the side chain for this residue is shown and colored by atom.Explain how you would synthesise the dipeptide, H-Glu-Phe-OH, starting from the constituent amino acids? Explain all steps that are necessary and discuss a mechanism for a C-terminus protection and the coupling reaction.
- Use information from terminal residue analysis and partial hydrolysis to determine thestructure of an unknown peptide.Somatostatin 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.A protein consists of two types of peptide chains (A and B) with an unknown stoichiometry (AxBy). When you ran this protein directly on reversed phase-HPLC with UV monitor set at 280 nm, two peaks were resolved. Mass spec determined that the peaks represented Chain A and Chain B, respectively. The peak area is 500,000 for Peak A (Chain A) and 100,000 for Peak B (Chain B). The molecular masses of Chain A and Chain B are 25,000 and 5000, respectively. The extinction coefficients for Chain A and Chain B are 1 mL/mg.cm and 0.5 mL/mg.cm, respectively. Please calculate x/y.