PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 29, Problem 29.38P
a. Draw the structure of the tripeptide A–A–A, and label the two ionizable
b. What is the predominant form of A–A–A at
c. The pKa values for the two ionizable functional groups (3.39 and 8.03) differ considerably from the pKa values of alanine (2.35 and 9.87; see Table 29.1). Account for the observed pKa differences.
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A sample of an unknown peptide was divided into
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Given the following sequences (N-terminal to C-
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sequence of the original peptide.
Trypsin treatment
Asn-Thr-Trp-Met-lle-Lys
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Val-Leu-Gly-Met-Ser-Arg
Cyanogen bromide treatment
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lle-Lys-Gly-Tyr-Met
Ser-Arg-Asn-Thr-Trp-Met
60
61
62
63
The peptide KNYPEH N-terminal amino group has a pKa of 8.6 and the C-terminal carboxylate group has a pKa of 4.5. What is the net charge of this peptide at a pH of 1?
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The peptide KNYPEH N-terminal amino group has a pKa of 8.6 and the C-terminal carboxylate group has a pKa of 4.5. What is the net charge of this peptide at a pH of 7?
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The peptide KNYPEH N-terminal amino group has a pKa of 8.6 and the C-terminal carboxylate group has a pKa of 4.5. What is the net charge of this peptide at a pH of 15?
Type your answer...
The peptide KNYPEH N-terminal amino group has a pKa of 8.6 and the C-terminal carboxylate group has a pKa of 4.5. What is the isoelectric point of this peptide?
Type your answer...
DU
Of the 20 protein-derived amino acids shown in Table 27.1, how many contain
Q.) sulfur?
Chapter 29 Solutions
PKG ORGANIC CHEMISTRY
Ch. 29 - Prob. 29.1PCh. 29 - Problem 29.2
What form exists at the isoelectric...Ch. 29 - Problem 29.3
Explain why the of the group of an...Ch. 29 - Prob. 29.4PCh. 29 - Problem 29.5
What -halo carbonyl compound is...Ch. 29 - Problem 29.6
The enolate derived from diethyl...Ch. 29 - Problem 29.7
What amino acid is formed when is...Ch. 29 - Problem 29.8
What aldehyde is needed to synthesize...Ch. 29 - Problem 29.9
Draw the products of each...Ch. 29 - Prob. 29.10P
Ch. 29 - Prob. 29.11PCh. 29 - Prob. 29.12PCh. 29 - Problem 29.13
What alkene is needed to synthesize...Ch. 29 - Problem 29.14
Draw the structure of each peptide....Ch. 29 - Problem 29.15
Name each peptide using both the...Ch. 29 - Prob. 29.16PCh. 29 - Prob. 29.17PCh. 29 - Problem 29.18
Glutathione, a powerful antioxidant...Ch. 29 - Problem 29.19
Draw the structure of the...Ch. 29 - Problem 29.20
Give the amino acid sequence of an...Ch. 29 - a What products are formed when each peptide is...Ch. 29 - Prob. 29.22PCh. 29 - Devise a synthesis of each peptide from amino acid...Ch. 29 - Devise a synthesis of the following dipeptide from...Ch. 29 - Prob. 29.25PCh. 29 - Consider two molecules of a tetrapeptide composed...Ch. 29 - What types of stabilizing interactions exist...Ch. 29 - Prob. 29.28PCh. 29 - Draw the product formed when the following amino...Ch. 29 - With reference to the following peptide: a...Ch. 29 - Devise a synthesis of the following dipeptide from...Ch. 29 - Prob. 29.32PCh. 29 - Histidine is classified as a basic amino acid...Ch. 29 - Tryptophan is not classified as a basic amino acid...Ch. 29 - What is the structure of each amino acid at its...Ch. 29 - What is the predominant form of each of the...Ch. 29 - 29.37 What is the predominant form of each of the...Ch. 29 - a. Draw the structure of the tripeptide A–A–A, and...Ch. 29 - 29.39 Draw the organic products formed in each...Ch. 29 - 29.40 What alkyl halide is needed to synthesize...Ch. 29 - 29.41 Devise a synthesis of threonine from diethyl...Ch. 29 - 29.42 Devise a synthesis of each amino acid from...Ch. 29 - Prob. 29.43PCh. 29 - Prob. 29.44PCh. 29 - Prob. 29.45PCh. 29 - Prob. 29.46PCh. 29 - Prob. 29.47PCh. 29 - 29.48 Brucine is a poisonous alkaloid obtained...Ch. 29 - Prob. 29.49PCh. 29 - Prob. 29.50PCh. 29 - Draw the structure for each peptide: (a) Phe–Ala;...Ch. 29 - 29.52 For the tetrapeptide Asp–Arg–Val–Tyr:
a....Ch. 29 - Prob. 29.53PCh. 29 - Prob. 29.54PCh. 29 - 29.55 Draw the amino acids and peptide fragments...Ch. 29 - Prob. 29.56PCh. 29 - Prob. 29.57PCh. 29 - Prob. 29.58PCh. 29 - 29.59 An octapeptide contains the following amino...Ch. 29 - 29.60 Draw the organic products formed in each...Ch. 29 - Draw all the steps in the synthesis of each...Ch. 29 - 29.62 Write out the steps for the synthesis of...Ch. 29 - 29.63 Besides the Boc and Fmoc protecting groups...Ch. 29 - 29.64 Another method to form a peptide bond...Ch. 29 - 29.65 Draw the mechanism for the reaction that...Ch. 29 - 29.66 Which of the following amino acids are...Ch. 29 - 29.67 After the peptide chain of collagen has been...Ch. 29 - Prob. 29.68PCh. 29 - Prob. 29.69PCh. 29 - 29.70 The anti-obesity drug orlistat works by...Ch. 29 - Prob. 29.71P
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Which of the following clarifications is false? Select one: to. fibroin contains AA with sparse side chains b. disulfide bridges play an important role in maintaining alpha keratin structures. C. fibroin is a protein in which polypeptide chains are organized into beta folded sheets d. Gly residues are abundant in collagen е. collagen is a protein in which polypeptides are in the alpha helix conformationarrow_forward10. Which side chain would most likely be found in the interior of a protein, away from the aqueous environment? a. -CH2OH b. -CH2SH с. -СH-CООН d. -CH2CONH2 e.arrow_forwardFf.225.arrow_forward
- Give typed explanationarrow_forward3. Draw the tripeptide Alanine-Cysteine-Serine (R1 = CH3, R2 = CH2SH, R3 = CH2OH) under the following pH conditions and list the net charge on the protein. A. pH= 1 Net charge? B. pH=7 Net charge? C. pH=12 Net charge?arrow_forwardThe pKa for the side chain amino group in lysine is 10.4. If we were working at physiological pH 7.4, what would be the ratio of the protonated to unprotonated versions of lysine? a. 1000:1 b. 3:1 c. 1:1000 d. 1:3arrow_forward
- Of the 20 protein-derived amino acids shown in Table 27.1, which contain Q.) two chiral centersarrow_forward8. The following proteins represent a wide range of molecular weights and isoelectric points. Mr is the molecular weight of a single protein chain. • Protein 1: Mr 68,544; pl 6.11 (monomer) • Protein 2: Mr 29,041; pl 5.32 (dimer) • Protein 3: Mr 15,805; pl 5.7 (dimer) • Protein 4: Mr 12,165; pl 4.74 a. Which protein is the most acidic? Explain your answer. b. Which protein will migrate the slowest in an SDS-PAGE? Explain your answer. c. In what order will these proteins elute from a cation exchanger at pH 8? Explain your answer. d. In what order will these proteins salt out from a pH 7 solution by the dropwise addition of saturated ammonium sulfate? Explain your answer. 5 83°F Cloudyarrow_forwardPlease explain step by step procedure of the final primary structure. Thank you!arrow_forward
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