ORGANIC CHEMISTRY (LOOSELEAF)-PACKAGE
10th Edition
ISBN: 9781260008562
Author: Carey
Publisher: MCG
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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 functional groups,
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 (LOOSELEAF)-PACKAGE
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
- . Describe the pH range of acceptable buffering behavior for the amino acids alanine, histidine, aspartic acid, and lysine.arrow_forwardTyrosine 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_forwardGive detailed Solution with explanation (no need Handwrittenarrow_forward
- The use of salt bridges or hydrophobic interactions (or pockets) to stabilize interactions between more distant amino acids within a single polypeptide, is a demonstration of protein TERTIARY structure. True Falsearrow_forward15.arrow_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_forward
- Net Charge on an Amino Group.The amino acid glycine has hydrogen as its side-chain (R) group. Values of pKca= 2:36 and pKaa=9:56 have been previously reported for glycine. Superscripts c, a, and s refer to a-carboxylic acid, α-amino base, and side chain, respectively. Using these values, determine the net charge on the a-amino group of glycine at a physiologic pH of 7.2 and a pH of 3 [70].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_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_forward
- What amino acid is found at this position: 148 of 4ALD? Explain why this position in your protein is important and outline the effects the mutation will have on the 3D structure and the function of your protein ( 4ALD).arrow_forwardComplete the table for the ionizable groups of the fictitious amino acid hypothetinine. Group alpha-amino alpha-carboxyl Ka 5.24 x 10-⁹ 2.13 x 10-3 pKa (to TWO decimals) 8.9 2.7 Average charge of group when pH=pK (to ONE decimal) -0.5 +0.5arrow_forwardWhich R group would most likely be found in a hydrophobic area of the tertiary structure of a globular protein? * A. -CH3 В. -СH,ОН C. -CH,COO- D. -SH Е. -СH, CONH,arrow_forward
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