Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Question
Chapter 26.3, Problem 5P
Interpretation Introduction
Interpretation:
A reasonable structure for the major species present in a solution of tyrosine above a
Concept Introduction:
An amino acid contains at least two
The exact form (protonated/deprotonated) in which such functional groups in an amino acid exist in depends on the pH of the solution
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given a solution of alanine at pH
9.00, draw the structure of the
species present in appreciable
quantities and calculate the
concentration of each of these
species.
(b) Describe how the charge of some amino groups in a protein might differ at pH 9.0 and pH 5.0.
the charge on the amino group will differ at pH 5 and pH 9 which will depend on the pKa of the amino acid.
(c) Describe how the charge of some carboxyl groups in a protein might differ at pH 9.0 and pH 5.0.
charge on carboxyl group will differ at pH 5 and pH 9 which will depend on the pKa of the amino acid.
(d) Given your answers to parts (b) and (c), what kind of intramolecular interactions in beta-galactosidase are most likely to be affected by a change in pH from 9.0 to 5.0?
(e) Could the interactions you mention in part (d) affect the catalytic activity of beta-galactosidase?
Chemistry
Write structure for oligopeptides “Boc-CPID-benzyl ester” and “Methy ester-CGLK-Boc”. Also show all the possible types of bonding between the two peptide chains.
Chapter 26 Solutions
Organic Chemistry - Standalone book
Ch. 26.1 - Prob. 1PCh. 26.2 - Prob. 2PCh. 26.2 - Prob. 3PCh. 26.3 - Prob. 4PCh. 26.3 - Prob. 5PCh. 26.4 - Prob. 6PCh. 26.4 - Prob. 7PCh. 26.4 - Prob. 8PCh. 26.5 - Prob. 9PCh. 26.6 - Prob. 10P
Ch. 26.6 - Prob. 11PCh. 26.6 - Prob. 12PCh. 26.7 - Prob. 13PCh. 26.7 - Prob. 14PCh. 26.7 - Prob. 15PCh. 26.7 - Prob. 16PCh. 26.7 - Prob. 17PCh. 26.9 - Prob. 18PCh. 26.10 - Digestion of the tetrapeptide of Problem 26.18...Ch. 26.12 - Prob. 20PCh. 26.12 - Prob. 21PCh. 26.15 - Prob. 22PCh. 26.15 - Prob. 23PCh. 26.16 - Prob. 24PCh. 26.17 - Prob. 25PCh. 26.18 - Prob. 26PCh. 26 - Prob. 27PCh. 26 - Prob. 28PCh. 26 - Prob. 29PCh. 26 - Prob. 30PCh. 26 - Prob. 31PCh. 26 - Prob. 32PCh. 26 - Prob. 33PCh. 26 - Prob. 34PCh. 26 - Prob. 35PCh. 26 - Prob. 36PCh. 26 - Prob. 37PCh. 26 - Prob. 38PCh. 26 - Prob. 39PCh. 26 - Prob. 40PCh. 26 - If you synthesized the tripeptide Leu-Phe-Ser from...Ch. 26 - Prob. 42PCh. 26 - Prob. 43PCh. 26 - Prob. 44PCh. 26 - Prob. 45DSPCh. 26 - Prob. 46DSPCh. 26 - Prob. 47DSPCh. 26 - Prob. 48DSPCh. 26 - Prob. 49DSPCh. 26 - Prob. 50DSP
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Similar questions
- Tyrosine is a triprotic weak acid, with pKa1=2.41, pKa2=8.67, and pKa3=11.01. a) calculate the final [OH-] of a solution that starts with .3OM of the fully basic form. Do not assume the concentration of base is constant. b) at what pH range(s) would tyrosine act best as a buffer? c) calculate the pH of a solution at equilibrium which started with 0.043M at the monoprotonated H2A- form *Please show all work and not just answers, I'm looking to understand how to solve problems like these! TIAarrow_forwardFor the amino acid alanine, the major species in solution at pH 7 is the zwitterionic form, which has a negatively charged carboxylic acid group and a positively charged amino group. There is a less common neutral form in which neither group is charged. The carboxylic acid group of alanine has a p?apKa of 3.3. The amino group of alanine has a p?apKa of 8.8. Estimate the ratio of the concentration of the neutral amino acid species to the zwitterionic species at pH 7.arrow_forwardGlycine is a diprotic acid, which can potentially undergo two dissociation reactions, one for the a-amino group (-NH3), and the other for the carboxyl (-COOH) group. Therefore, it has two pKą values. The carboxyl group has a pK₁ of 2.34 and the a-amino group has a pK₂ of 9.60. Glycine can exist in fully deprotonated (NH₂-CH₂-COO-), fully protonated (NH3-CH₂-COOH), or zwitterionic form (NH3-CH₂-COO-). Match the pH values with the corresponding form of glycine that would be present in the highest concentration in a solution of th pH. fully deprotonated form NH,−CH,−COO- pH 11.9 pH 6.0 pH 8.0 fully protonated form NH3-CH₂-COOH pH 1.0 Answer Bank pH 7.0 zwitterionic form NH3-CH₂-COO-arrow_forward
- Draw the structure of the most abundant form of cysteine in solutions whose pH values are 1, 4, 6, 9, and 11.arrow_forwardAnswer the following questions on the basis of the free energies of formation at 25°C shown in the table at the top of the next page: (a) Does the peptide bond between alanine and glycine form spontaneously under standard conditions?arrow_forwardd) Amino acids show both acidic and basic properties. Write equations to illustrate the reactions of 2-amino ethanoic acid with: i) HCI: HOWN ( + Ajouter une légende.. > Statut (Personnalisé)arrow_forward
- 3. Write the predominant structure of glycylglycine at (a) pH = 1.5 (the approximate pH of stomach acid), and (b) pH = 7.4 (normal blood pH) AZAarrow_forwardat a pH value of 2, the amino and carboxyl groups in an amino acid will exist asarrow_forwardThe amino acid (S)-alanine has the physical characteristics listed under the structure. How does the melting point of a racemic mixture of (R)- and (S)-alanine compare to the melting point of (S)-alanine?arrow_forward
- For the amino acid alanine, the major species in solution at pH 7 is the zwitterionic form, which has a negatively charged carboxylic acid group and a positively charged amino group. There is a less common neutral form in which neither group is charged. The carboxylic acid group of alanine has a pK₁ of 3. The amino group of alanine has a pK₂ of 8. Estimate the ratio of the concentration of the neutral amino acid species to the zwitterionic species at pH 7. concentration ratio: Incorrect X10-3arrow_forwardthe pKa values for phenylalanine are 1.83 (carboxyl group) and 9.13 (amino group). Use the Henderson-hasselbach equation to determine the ratio of the acidic and basic forms of each of the ionizing groups of phenylalanine at neutral pH. Based on this, draw the predominant structure of phenylalanine at neutral pH.arrow_forwardValine has pKa's of 2.286 and 9.719. Estimate the fractional composition of Valine in the -1 form at pH=6.arrow_forward
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