(a)
Interpretation:
The altered structure of the given resin that is converted into an anion exchanger is to be stated.
Concept introduction:
Amino acids are classified as acidic, basic and neutral according to the functional group they possesses. Acidic amino acids are those which have one more than one
Ion exchange resin or ion-exchange
(b)
Interpretation:
The order of the elution of the peptides, A-V-G, D-E-E-G, and D-N-N-G peptides through the anion exchange resin at
Concept introduction:
The anion exchange resin consists of positively charged functional groups which attracts the negatively charged groups towards itself and let positively charged and neutral group pass by the column.
Want to see the full answer?
Check out a sample textbook solutionChapter 27 Solutions
Organic Chemistry
- a) Explain why the acetamido group is an ortho, para-directing group. Why should it be less effective in activating the aromatic ring toward further substitution than an amino group? b) o-Nitroaniline is more soluble in ethanol than p-nitroaniline. Propose a flow scheme by which a pure sample of o-nitroaniline might be obtained from this reaction.arrow_forward26. (i) Why is the ester formation of alcohols and acid chlorides done in a weakly basic solution like pyrmidine? (ii) Why is this setup not viable for alcohols and carboxylic acids to form esters? pyrimidine deprotonates the alcohol; the alkoxide ion forms pyrimidine deprotonates the alcohol; the carboxylate ion forms pyrimidine deprotonates the tetrahedral intermediate; the alkoxide ion forms pyrimidine deprotonates the tetrahedral intermediate; the carboxylate ion formsarrow_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_forward
- Histamine is synthesized from one of the 20 protein-derived amino acids. Suggest which amino acid is its biochemical precursor and the type of organic reaction(s) involved in its biosynthesis (e.g., oxidation, reduction, decarboxylation, nucleophilic substitution). CH,CH,NH, H. Histaminearrow_forwardPh (c) For the peptide coupling reaction shown below, answer the following questions: H₂N. BOP = OH + HSO4 H₂N -N Me₂N-P Me₂N NMe2 O PF6 CH3 BOP, Hünig's base Hünig's base = ایک Dipeptide (i) Give reagents and a curved arrow mechanism for the preparation of alanine tert-butyl ester hydrogen sulfate from alanine. (ii) Provide reagents and a curved arrow mechanism for the formation of Cbz protected glutamine from glutamine hydrogen chloride. (iii) Provide a curved arrow mechanism for the peptide coupling detailed in part (c).arrow_forwardAlthough tryptophan contains a heterocyclic amine, it is considered a neutral aminoacid. Explain why the indole nitrogen of tryptophan is more weakly basic than one ofthe imidazole nitrogens of histidine.arrow_forward
- An amino acid mixture of phenylalanine, glycine and glutamic acid is to be separated bypaper chromatography. The solvent is less polar than water. Which of these amino acids will have the highest Rf value and which the lowest? Explain. Treatment of a new protein with dansyl chloride reveals two (2) dansyl-labelled derivatives of amino acids, alanine and methionine. What can you deduce about the structure of the protein from these results? Name the amino acids that contribute atoms to both purine and pyrimidine rings.arrow_forwardBrucine is a poisonous alkaloid obtained from Strychnos nux vomica, a tree that grows in India, Sri Lanka, and northern Australia. Write out a resolution scheme, which shows how a racemic mixture of phenylalanine can be resolved using brucine.arrow_forwardWrite a structural formula for the product formed by treatment of the N-terminal amino group with Sanger’s reagent and propose a mechanism for its formation.arrow_forward
- Which of the attached amines can be used to resolve a racemic mixture of amino acids?arrow_forwardAnother strategy used to resolve amino acids involves converting the carboxy group to an ester and then using a chiral carboxylic acid to carry out an acid–base reaction at the free amino group. Using a racemic mixture of alanine enantiomers and (R)-mandelic acid as resolving agent, write out the steps showing how a resolution process would occur.arrow_forwardWrite out the steps needed to synthesize the following peptide using the Merrifield method.arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY