1. Draw the bond-line structure showing the zwitterionic form of each of the following amino acids: a. L-Valine b. L-Glutamine C. L-Tryptophan d. L-Proline

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Chapter1: Chemical Foundations
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1. Draw the bond-line structure showing the zwitterionic form of each of the following
amino acids:
a. L-Valine
b. L-Glutamine
C. L-Tryptophan
d. L-Proline
2. Draw the Fisher projection for the following amino acids:
a. L-Threonine
b. L-Phenylalanine
C. L-Serine
d. L-Asparagine
3. Histidine possesses a basic side chain which is protonated at physiological pH, Identify
which nitrogen atom in the side chain is protonated (Show the structure of Histidine).
4. Draw the bond-line structure of the peptide that corresponds with the following sequence
of amino acid residues and identify the N terminus and C terminus:
Tre-Val-Ser-Met-Gly-Glu
5. Show all the steps necessary to make the dipeptide Phe-Ala from L-phenylalanine and
Lalanine.
6. Predict the major product of the reaction between L-valine and:
а. МеОН, Н*
b. Di-tert-butyl-dicarbovate.
с. NaOH, H20
d. HCl
7. Draw the structure of the protected amino acid that must be anchored to the solid support
in order to use a Merrifield synthesis to prepare leucine encephalin.
(N terminus)
_Try-Glv-Glv-Phe-Leu
(С Тегminus)
Transcribed Image Text:1. Draw the bond-line structure showing the zwitterionic form of each of the following amino acids: a. L-Valine b. L-Glutamine C. L-Tryptophan d. L-Proline 2. Draw the Fisher projection for the following amino acids: a. L-Threonine b. L-Phenylalanine C. L-Serine d. L-Asparagine 3. Histidine possesses a basic side chain which is protonated at physiological pH, Identify which nitrogen atom in the side chain is protonated (Show the structure of Histidine). 4. Draw the bond-line structure of the peptide that corresponds with the following sequence of amino acid residues and identify the N terminus and C terminus: Tre-Val-Ser-Met-Gly-Glu 5. Show all the steps necessary to make the dipeptide Phe-Ala from L-phenylalanine and Lalanine. 6. Predict the major product of the reaction between L-valine and: а. МеОН, Н* b. Di-tert-butyl-dicarbovate. с. NaOH, H20 d. HCl 7. Draw the structure of the protected amino acid that must be anchored to the solid support in order to use a Merrifield synthesis to prepare leucine encephalin. (N terminus) _Try-Glv-Glv-Phe-Leu (С Тегminus)
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