2. In the synthesis of peptides, carboxylic acids are condensed with amines in the present of a reagentsuch as dicyclohexylcarbodiimide (DCC) [Section 25.6].a. Propose a mechanism for the following, using curved arrow notation.H₂N.МонglycineH₂N.+OHДонDCCH₂N..OHOHHglycinegly-gly 1. Propose a detailed stepwise mechanism, using curved arrow notation, for the following.a.H+NH2O, heatHb.NH1. LiAlH4 (xs)2. H₂OHOHΗ+H

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Answered: 2. In the synthesis of peptides,…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter18: Functional Derivatives Of Carboxylic Acids

Section: Chapter Questions

Problem 18.69P

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A tripeptide on hydrolysis produced glycine, alanine and leucine. The structures of these amino acids are shown below. On reaction with Edman’s reagent, leucine was released as the phenylhydantoin. Treatment of the tripeptide with carboxypeptidase gave glycine. Draw the structure of the tripeptide.
The reaction of ninhydrin with an -amino acid occurs in several steps (a) The first step is loss of water to give a triketone. Show the mechanism of the reaction and the structure of the triketone.(b) The second step is formation of an imine by reaction of the amino acid with the triketone. Show its structure. (c) The third step is a decarboxylation. Show the structure of the product and the mechanism of the decarboxylation reaction. (d) The fourth step is hydrolysis of an imine to yield an amine and an aldehyde. Show the structures of both products. (e) The final step is formation of the purple anion. Show the mechanism of the reaction
According to the paper, F486 is a phenylalanine residue (i.e., an amino acid that is part of a chain that forms a protein) on SARS-CoV-2. It has an important interaction with ACE2 (best seen in Fig. 1(C) and Fig. 2(A)). Looking at this phenylalanine and the green residues surrounding it, which statement best describes the interaction that could be occurring? a) It forms a hydrogen bond with Y83. b) It forms a dipole-dipole interaction with M82. c) It forms London dispersion forces with surrounding residues. d) It encounters repulsions from surrounding residues.
provide the structure for the product followin gthe reaction sequence
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
Write out the steps needed to synthesize the following peptide using the Merrifield method.
Protein: SHAYNERSE Predict the products of the following reactions with the protein given, if there is none, write NO RXN. - Biuret reagent - KOH/Pb(CH2COO)2 - Glyoxilic Acid/Conc. H2SO - Hg/HNO3 - HNO3
The Wohl degradation, an alternative to the Ruff degradation, is nearly the reverse ofthe Kiliani–Fischer synthesis. The aldose carbonyl group is converted to the oxime,which is dehydrated by acetic anhydride to the nitrile (a cyanohydrin). Cyanohydrinformation is reversible, and a basic hydrolysis allows the cyanohydrin to loseHCN. Using the following sequence of reagents, give equations for the individualreactions in the Wohl degradation of d-arabinose to d-erythrose. Mechanisms arenot required.(1) hydroxylamine hydrochloride (2) acetic anhydride (3) -OH, H2O
The phospholipid structure shown above provides for ___? The hydrophobic by-layer of cell membranes The hydrophilic inner and outer surfaces of cell membranes a and b
(a) Isoleucine has been prepared by the following sequence of reactions. Give the structure of compounds A through D isolated as intermediates in this synthesis.(b) An analogous procedure has been used to prepare phenylalanine. What alkyl halide would you choose as the starting material for this synthesis?
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)
Assuming the oligopeptide ALPHAHELICKS forms one continuous alpha-helix, the carbonyl oxygen of the glutamic acid residue is hydrogen-bonded to the hydrogen in the amide nitrogen of??

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