Concept explainers
Draw the product formed when the following amino acid is treated with each reagent:
(a)
(a)
Interpretation: The products formed by the treatment of given amino acid with
Concept introduction: The chemical compounds in which carbon is bonded with acidic and basic group along with hydrocarbon side chain are known as amino acids. The amine and carboxyl group of amino acid shows different reactions with alcohols, acid chloride, acid and base.
Answer to Problem 27P
The products formed by the treatment of given amino acid with
Explanation of Solution
In the given ball-and-stick model of amino acid, the black balls represent carbon atoms, the white balls represent hydrogen atoms, the blue ball represents nitrogen atom and the red balls represent oxygen atoms. Therefore, the structure of given amino acid is,
Figure 1
The protection of carboxyl group takes place on reaction with
Figure 2
The products formed by the treatment of given amino acid with
(b)
Interpretation: The products formed by the treatment of given amino acid with
Concept introduction: The chemical compounds in which carbon is bonded with acidic and basic group along with hydrocarbon side chain are known as amino acids. The amine and carboxyl group of amino acid shows different reactions with alcohols, acid chloride, acid and base.
Answer to Problem 27P
The products formed by the treatment of given amino acid with
Explanation of Solution
The structure of given amino acid is shown in Figure 1.
The amine group of amino acid form amide bond on reaction with acid chloride as shown in Figure 3.
Figure 3
The products formed by the treatment of given amino acid with
(c)
Interpretation: The products formed by the treatment of given amino acid with
Concept introduction: The chemical compounds in which carbon is bonded with acidic and basic group along with hydrocarbon side chain are known as amino acids. The amine and carboxyl group of amino acid shows different reactions with alcohols, acid chloride, acid and base.
Answer to Problem 27P
The products formed by the treatment of given amino acid with
Explanation of Solution
The structure of given amino acid is shown in Figure 1.
The amine group of amino acid form amide bond on reaction with acid chloride as shown in Figure 4.
Figure 4
The products formed by the treatment of given amino acid with
(d)
Interpretation: The products formed by the treatment of given amino acid with
Concept introduction: The chemical compounds in which carbon is bonded with acidic and basic group along with hydrocarbon side chain are known as amino acids. The amine and carboxyl group of amino acid shows different reactions with alcohols, acid chloride, acid and base.
Answer to Problem 27P
The products formed by the treatment of given amino acid with
Explanation of Solution
The structure of given amino acid is shown in Figure 1.
The amine group of amino acid form amide bond on reaction with acid chloride as shown in Figure 5.
Figure 5
The products formed by the treatment of given amino acid with
(e)
Interpretation: The products formed by the treatment of given amino acid with
Concept introduction: The chemical compounds in which carbon is bonded with acidic and basic group along with hydrocarbon side chain are known as amino acids. The amine and carboxyl group of amino acid shows different reactions with alcohols, acid chloride, acid and base.
Answer to Problem 27P
The products formed by the treatment of given amino acid with
Explanation of Solution
The structure of given amino acid is shown in Figure 1.
The terminal amine group of amino acid on reaction with phenyl isothiocyanate form N-phenylthiohydantoin as shown in Figure 6.
Figure 6
The products formed by the treatment of given amino acid with
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Chapter 27 Solutions
ORGANIC CHEMISTRY
- Draw the structures of the amino acids formed at physiological pH when the tripeptide below is hydrolyzed. Н Н 0 Н |+ 1 || | H-N-с-с-N-с Н H C CH Н ОН н с Н Н || | | C-N-C-C-0 CH, HC CH Нc CH c=0 с NH₂ ОНarrow_forward8.) Which of these a-amino acids is described by the IUPAC name 2-amino-3-(4-hydroxyphenyl)propanoic acid? (Hint: draw it.) D) glutamine A) alanine B) phenylalanine C) proline E) tyrosine F) tryptophan G) threoninearrow_forward(a) What amino acids would be obtained by hydrolysis of the following tripeptide? H,NCHCNHCHCNHCHCOH (CH)2CH H.CоН Н-ССH-СОН (b) How many different tripeptides can be made from gly- cine, serine, and glutamic acid? Give the abbreviation for each of these tripeptides, using the three-letter codes and one-letter codes for the amino acids.arrow_forward
- Which of the following amino acids is naturally occurring? - CH,OH H- ČH,CO0- -NH, ČH,CH,COo-arrow_forward/ 3. Show how the following two amino acids form a protein (a dipeptide). CH3 CH,SH H,N-C-C-OH → || H,N–C-C-OH но ноarrow_forwardDraw the structures of the amino acids formed at physiological pH when the tripeptide below is hydrolyzed. но HC ннон нонн с H-N-C-C-N-C-C-N-с-с H C. HC. || CH CH₂ =0 H₂N H C. SCH, o=c NH₂arrow_forward
- 5arrow_forwardBased on this lipid structure, what kind of product is formed if NaOH is added to a triglyceride? Discuss the principle of how the product can help in the fight against the coronavirus.arrow_forward5. Draw the all of the products formed when the following amino acids form a peptide bond through an Amidification reaction. NH, CH2 CH2 CH2 ČH2 CH2 H3N-C-COOH H2N-C-CO0 H. Harrow_forward
- Threonine, an amino acid, has four stereoisomers. The stereoisomer found in nature is (2S,3R)-threonine. Which of the following structures represents the naturally occurring amino acid?arrow_forwardThe following compound is a(n) CH200(CH2)14CH3 CHOC CH2)14CH3 monosaccharide triglyceride O harmone steriod dipeptide CH,OH CHOH CHOH is a OH H OH H OH H %3D H OH OH O polyamide O polypeptide O polyester O polysaccharide O polyurethanearrow_forwardUse three-letter amino acid abbreviations to write the amino acid sequence for the tripeptide shown in each question.arrow_forward
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