Concept explainers
(a)
Interpretation:
The conversion of alanine to alanine isopropyl ester and the structure of the product are to be shown.
Concept introduction:
The compounds that contain an
Alanine is one of an
(b)
Interpretation:
The conversion of alanine to
Concept introduction:
The compounds that contain an amine group and a carboxyl group attached with a side chain usually alkyl or aromatic chains are known as amino acids. These compounds are used as structural units to make proteins. Amino acids join together with a peptide bond to form proteins.
Alanine is one of an
(c)
Interpretation:
The conversion of alanine to
Concept introduction:
The compounds that contain an amine group and a carboxyl group attached with a side chain usually alkyl or aromatic chains are known as amino acids. These compounds are used as structural units to make proteins. Amino acids join together with a peptide bond to form proteins.
Alanine is one of an
(d)
Interpretation:
The conversion of alanine to
Concept introduction:
The compounds that contain an amine group and a carboxyl group attached with a side chain usually alkyl or aromatic chains are known as amino acids. These compounds are used as structural units to make proteins. Amino acids join together with a peptide bond to form proteins.
Alanine is one of an
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Organic Chemistry (9th Edition)
- Another method to form a peptide bond involves a two-step process:[1] Conversion of a Boc-protected amino acid to a p-nitrophenyl ester.[2] Reaction of the p-nitrophenyl ester with an amino acid ester.a. Why does a p-nitrophenyl ester “activate” the carboxy group of the first amino acid to amide formation? b. Would a p-methoxyphenyl ester perform the same function? Why or why not?arrow_forwardA 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.arrow_forwardWrite out the steps needed to synthesize the following peptide using the Merrifield method.arrow_forward
- 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 reactionarrow_forwardShow how valine can be prepared by a reductive amination.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
- Show the chemical equation a. Tert-butylamine and nitrous acid test b. Aniline and nitrous acid test c. N-methylaniline and nitrous acid testarrow_forwardAnother method to form a peptide bond involves a two-step process Conversion of a Boc-protected amino acid to a p-nitrophenyl ester. Why does a p-nitrophenyl ester “activate” the carboxy group of thefirst amino acid to amide formation?arrow_forwardAnother method to form a peptide bond involves a two-step process Reaction of the p-nitrophenyl ester with an amino acid ester. Why does a p-nitrophenyl ester “activate” the carboxy group of thefirst amino acid to amide formation?arrow_forward
- 1. (a) Draw a circle around one amino acidin the structure. ( b) Draw a box around one amino acid side chain. (c) Indicate whether the side chain you chose is hydrophobic or hydrophilic. (d) Draw an arrow pointing to a peptide bond 2. If the peptide segment shown above was part of a beta sheet, which of its functional groups would be involved in forming and stabilizing the beta sheet? 3. Which amino acid (also called amino acid residue)would be more likely to occur on the surface of a protein: an aspartate residue or a methionine residue? Explain your choice.arrow_forwardSuggest a test you will use to show that a given food substance contains protein. Show how you will use; A modified Gabriel's synthesis A Streckers' synthesis to prepare phenylalanine in the laboratory.arrow_forward6. The diagram below shows the structure of Thyrosine (tyr) and Methionine (met). a) Show the formation of zwitterion from both amino acids compoundsb) Show the complete reaction if Methionine in the aqueous acid solutionarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning