ORGANIC CHEMISTRY(LL)-W/ACCESS >CUSTOM<
5th Edition
ISBN: 9781260014129
Author: SMITH
Publisher: MCG CUSTOM
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Textbook Question
Chapter 29, Problem 29.52P
For the tetrapeptide Asp–Arg–Val–Tyr:
a. Name the peptide using one-letter abbreviations.
b. Draw the structure.
c. Label all amide bonds.
d. Label the N-terminal and C-terminal amino acids.
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(a) Draw the structure of the two possible dipeptides that can be formed by combining valine and phenylalanine. (b) In each dipeptide, label the N- and C-terminal amino acids. (c) Name each peptide using three-letter symbols.
a) Using condensed structural diagrams, draw the polypeptide that is formed from the following amino acids (in this order): Proline, Histidine, Arginine
b) On your diagram from a), label each peptide bond, the C-terminal and N-terminal
Draw the predominant form the lysine amino acids at physiological pH (7.4):
Chapter 29 Solutions
ORGANIC CHEMISTRY(LL)-W/ACCESS >CUSTOM<
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
- Identify the R group of the side chain in the following amino acids that results in the side-chain classification indicated in parentheses see Table 19.1: a. tyrosine neutral, polar b. glutamate acidic, polar c. methionine neutral, nonpolar d. histidine basic, polar e. cysteine neutral, polar f. valine neutral, nonpolararrow_forwardArginine exists in two high-pH forms instead of the usual one. Explain why.arrow_forward(A) How many peptide bonds are present in peptide 1? (B) What is the N-terminal amino acid in peptide 2? (C) What is the C-terminal amino acid in peptide 2?arrow_forward
- Aspartamen, which is commonly known as Nutrasweet contain the followin dipetide a. what are the amino acids in spartame b.circle the peptide bond c draw the structure of the isomer of the dipeptide where the C-terminal and N-terminal amino acids are switcharrow_forwarda) Using condensed structural diagrams, draw the polypeptide that is formed from the following amino acids (in this order): Leucine, Methionine, Phenylalanine b) On your diagram from a), label each peptide bond, the C-terminal and N-terminalarrow_forwardAnother method to form a peptide bond involves a two-step process Reaction of the p-nitrophenyl ester with an amino acid ester. Why does a p-nitrophenyl ester “activate” the carboxy group of thefirst amino acid to amide formation?arrow_forward
- c)what is the pI of peptide?arrow_forwardDraw three-dimensional representations of the following amino acids.(a) l-phenylalaninearrow_forwardA. Draw the structure of L-valine in a strongly basic solution. B. What is the charge of this amino acid in a strongly basic solution? C. What is the pH of D at its isoelectric point? D. Show the structure of this amino acid at its isoelectric point. E. What is the charge of this amino acid in a strongly acidic solution?arrow_forward
- Another method to form a peptide bond involves a two-step process Conversion of a Boc-protected amino acid to a p-nitrophenyl ester. Why does a p-nitrophenyl ester “activate” the carboxy group of thefirst amino acid to amide formation?arrow_forward1a. Describe the formation of a bond between two amino acids that craves a peptide. 1B. The image below is a dipeptide. How can you always identified the peptide bond between amino acids?arrow_forward1. (a) Draw a circle around one amino acidin the structure. ( b) Draw a box around one amino acid side chain. (c) Indicate whether the side chain you chose is hydrophobic or hydrophilic. (d) Draw an arrow pointing to a peptide bond 2. If the peptide segment shown above was part of a beta sheet, which of its functional groups would be involved in forming and stabilizing the beta sheet? 3. Which amino acid (also called amino acid residue)would be more likely to occur on the surface of a protein: an aspartate residue or a methionine residue? Explain your choice.arrow_forward
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