Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 24.10B, Problem 24.26P
Show how solid-phase peptide synthesis would be used to make Ile-Gly-Asn.
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Show how solid-phase peptide synthesis would be used to make Ile-gly-asn
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Suggest a reasonable strategy for the synthesis of the dipeptide Leu-Phe, using established protocol for peptide synthesis.
Chapter 24 Solutions
Organic Chemistry (9th Edition)
Ch. 24.2A - Draw three-dimensional representations of the...Ch. 24.2A - Prob. 24.2PCh. 24.2B - The herbicide glyphosate (Roundup) kills plants by...Ch. 24.4 - Draw the structure of the predominant form of a....Ch. 24.4 - Draw the resonance forms of a protonated guanidino...Ch. 24.4 - Although tryptophan contains a heterocyclic amine,...Ch. 24.4 - Prob. 24.7PCh. 24.4 - Prob. 24.8PCh. 24.5A - Show how the following amino acids might be formed...Ch. 24.5B - Prob. 24.10P
Ch. 24.5C - Prob. 24.11PCh. 24.5C - Show how you would use a Strecker synthesis to...Ch. 24.6 - Suggest how you would separate the free i-ammo...Ch. 24.7A - Propose a mechanism for the acid-catalyzed...Ch. 24.7A - Give equations for the formation and...Ch. 24.7B - Prob. 24.16PCh. 24.7C - Prob. 24.17PCh. 24.8B - Draw the complete structures of the following...Ch. 24.9C - Prob. 24.19PCh. 24.9C - Prob. 24.20PCh. 24.9C - Prob. 24.21PCh. 24.9E - Prob. 24.22PCh. 24.9E - Prob. 24.23PCh. 24.10A - Propose a mechanism for the coupling of acetic...Ch. 24.10B - Show how you would synthesize Leu-Gly-Ala-Val-Phe...Ch. 24.10B - Show how solid-phase peptide synthesis would be...Ch. 24 - a. The isoelectric point (pl) of phenylalanine is...Ch. 24 - Prob. 24.28SPCh. 24 - Prob. 24.29SPCh. 24 - Prob. 24.30SPCh. 24 - Prob. 24.31SPCh. 24 - Suggest a method for the synthesis of the...Ch. 24 - Prob. 24.33SPCh. 24 - Write the complete structures for the following...Ch. 24 - The following structure is drawn in an...Ch. 24 - Prob. 24.36SPCh. 24 - Prob. 24.37SPCh. 24 - Show the steps and intermediates in the synthesis...Ch. 24 - Prob. 24.39SPCh. 24 - Lipoic acid is often found near the active sites...Ch. 24 - Prob. 24.41SPCh. 24 - Prob. 24.42SPCh. 24 - Prob. 24.43SPCh. 24 - Complete hydrolysis of an unknown basic...Ch. 24 - Prob. 24.45SPCh. 24 - Prob. 24.46SPCh. 24 - Prob. 24.47SP
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- How many of the -amino acids shown in Table 26-1 contain aromatic rings? How many contain sulfur? How many contain alcohols? How many contain hydrocarbon side chains?arrow_forwardReport the isoelectric point of the peptide, Gly-Asp-Lys-Ile?arrow_forwardIn a paragraph form provide the experimental procedure of the reaction of oxazetidine-containing peptides and α-ketoacid that will result in protein that contain native serine residuesarrow_forward
- In a paragraph form, provide the experimental procedures in the chemical synthesis of protein that contain native serine residues by the reaction of oxazetidine-containing peptides and α-ketoacid.arrow_forwardDraw the synthesis scheme of the Alanine-Leucine dipeptide. In the synthesis, the tert-butoxycarbonyl protecting groups and the benzyl ester must be used, in addition to the formation of the peptide bond driven by dicyclohexylcarbodiimide.arrow_forwardWhat is the first step in solid-phase peptide synthesis? 1-washing C-terminus to purify 2-attach C-terminus to resin 3-protecting amino group of C-terminus with Fmoc 4-protecting carboxyl group of N-terminus with Fmocarrow_forward
- Draw the structure of the tetrapeptide Asp-Arg-Val-Tyr. Please show the appropriate stereochemistry of the natural amino acids in the resulting peptide. Please draw all ionizable groups in their neutral form.arrow_forwardDraw out the peptide IYV and clearly label/identify all the Phi, Psi, and peptide bonds present in the peptide. Be sure to draw out the entire peptide and label the N- and C-termini. Which type of secondary structure would this peptide most likely take on (assuming it would take on a secondary structure)?.arrow_forward3 how many peptide bonds will result from leaving chimotrypsin in: GAKAIWDLWFarrow_forward
- His-Met-Asp-Tyr-Phe-Ser within this peptide, which amino acid residue is the most hydrophobic and why?arrow_forwardIf you were to design a small peptide with a large net negative charge at physiological pH, which amino acid residues should predominate?arrow_forwardThree peptides were obtained from a trypsin digestion of two different polypeptides. indicate the possible sequences from the given data and tell what further experiment should be carried out in order to determine the primary structure of the polypeptide. polypeptide I: 1. Val-Gly-Asp-Lys 2. Leu-Glu-Pro-Ala-Arg 3. Ala-Leu-Gly-Asparrow_forward
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