Pearson eText Organic Chemistry -- Instant Access (Pearson+)
8th Edition
ISBN: 9780135213711
Author: Paula Bruice
Publisher: PEARSON+
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Chapter 21, Problem 64P
Draw the product obtained when a lysine side chain in a polypeptide reacts with maleic anhydride.
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This is a synthesis question. Why is this method wrong or worse than the "correct" method? You could do it thiss way, couldn't you?
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Chapter 21 Solutions
Pearson eText Organic Chemistry -- Instant Access (Pearson+)
Ch. 21.1 - a. Explain why, when the imidazole ring of...Ch. 21.2 - a. Which isomer(R)-alanine or (S)-alanineis...Ch. 21.2 - Prob. 4PCh. 21.3 - Prob. 5PCh. 21.3 - Prob. 6PCh. 21.3 - Draw the predominant form for glutamate in a...Ch. 21.3 - a. Why is the pKa of the glutamate side chain...Ch. 21.4 - Calculate the pI of each of the following amino...Ch. 21.4 - a. Which amino acid has the lowest pI value? b....Ch. 21.4 - Prob. 12P
Ch. 21.4 - Prob. 13PCh. 21.4 - Explain why the pI of lysine is the average of the...Ch. 21.5 - What aldehyde is formed when valine is treated...Ch. 21.5 - Prob. 16PCh. 21.5 - Prob. 17PCh. 21.5 - Prob. 18PCh. 21.5 - Prob. 19PCh. 21.6 - Why is excess ammonia used in the preceding...Ch. 21.6 - Prob. 21PCh. 21.6 - What amino acid is formed using the...Ch. 21.6 - Prob. 23PCh. 21.6 - What amino acid is formed when the aldehyde used...Ch. 21.7 - Esterase is an enzyme that catalyzes the...Ch. 21.8 - Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate...Ch. 21.8 - Draw the resonance contributors of the peptide...Ch. 21.8 - Which bonds in the backbone of a peptide can...Ch. 21.9 - An opioid pentapeptide has the following...Ch. 21.9 - What is the configuration about each of the...Ch. 21.9 - Glutathione is a tripeptide whose function is to...Ch. 21.10 - What dipeptides would be formed by heating a...Ch. 21.10 - Suppose you are trying to synthesize the dipeptide...Ch. 21.10 - Show the steps in the synthesis of the...Ch. 21.10 - a. Calculate the overall yield of bradykinin when...Ch. 21.11 - Show the steps in the synthesis of the...Ch. 21.13 - Prob. 37PCh. 21.13 - In determining the primary structure of insulin,...Ch. 21.13 - A decapeptide undergoes partial hydrolysis to give...Ch. 21.13 - Explain why cyanogen bromide does not cleave on...Ch. 21.13 - Indicate the peptides produced from cleavage by...Ch. 21.14 - Prob. 43PCh. 21.14 - Three peptides were obtained from a trypsin...Ch. 21.14 - Prob. 45PCh. 21.15 - How would a protein that resides in the nonpolar...Ch. 21.16 - a. Which would have the greatest percentage of...Ch. 21.17 - When apples that have been cut are exposed to...Ch. 21 - Glycine has pK2 values of 2.34 and 9.60. At what...Ch. 21 - Prob. 50PCh. 21 - A titration curve is a plot of the pH of a...Ch. 21 - Prob. 52PCh. 21 - Aspartame (its structure is on page 1007) has a pl...Ch. 21 - Draw the form of aspartate that predominates at...Ch. 21 - Show how phenylalanine can be prepared by...Ch. 21 - A professor was preparing a manuscript for...Ch. 21 - What aldehydes are formed when the following amino...Ch. 21 - Prob. 58PCh. 21 - Determine the amino acid sequence of a polypeptide...Ch. 21 - Prob. 60PCh. 21 - Prob. 61PCh. 21 - Which is the more effective buffer at...Ch. 21 - Identify the location and type of charge on the...Ch. 21 - Draw the product obtained when a lysine side chain...Ch. 21 - After the polypeptide shown below was treated with...Ch. 21 - Treatment of a polypeptide with 2-mercaptoethanol...Ch. 21 - Show how aspartame can be synthesized using DCCD.Ch. 21 - -Amino acids can be prepared by treating an...Ch. 21 - Reaction of a polypeptide with carboxypeptidase A...Ch. 21 - a. How many different octapeptides can be made...Ch. 21 - Glycine has pKa values of 2.3 and 9.6. Do you...Ch. 21 - A mixture of 15 amino acids gave the fingerprint...Ch. 21 - Write the mechanism for the reaction of an amino...Ch. 21 - Prob. 74PCh. 21 - Show how valine can be prepared by a. a...Ch. 21 - The primary structure of -endorphin, a peptide...Ch. 21 - A chemist wanted to test his hypothesis that the...Ch. 21 - Propose a mechanism for the rearrangement of the...Ch. 21 - A normal polypeptide and a mutant of the...Ch. 21 - Determine the amino acid sequence of a polypeptide...
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- IX) By writing the appropriate electron configurations and orbital box diagrams briefly EXPLAIN in your own words each one of the following questions: a) The bond length of the Br2 molecule is 2.28 Å, while the bond length of the compound KBr is 3.34 Å. The radius of K✶ is 1.52 Å. Determine the atomic radius in Å of the bromine atom and of the bromide ion. Br = Br b) Explain why there is a large difference in the atomic sizes or radius of the two (Br and Br). Tarrow_forwardWhen 15.00 mL of 3.00 M NaOH was mixed in a calorimeter with 12.80 mL of 3.00 M HCl, both initially at room temperature (22.00 C), the temperature increased to 29.30 C. The resultant salt solution had a mass of 27.80 g and a specific heat capacity of 3.74 J/Kg. What is heat capacity of the calorimeter (in J/C)? Note: The molar enthalpy of neutralization per mole of HCl is -55.84 kJ/mol.arrow_forwardWhen 15.00 mL of 3.00 M NaOH was mixed in a calorimeter with 12.80 mL of 3.00 M HCl, both initially at room temperature (22.00 C), the temperature increased to 29.30 C. The resultant salt solution had a mass of 27.80 g and a specific heat capacity of 3.74 J/Kg. What is heat capacity of the calorimeter (in J/C)? Note: The molar enthalpy of neutralization per mole of HCl is -55.84 kJ/mol. Which experimental number must be initialled by the Lab TA for the first run of Part 1 of the experiment? a) the heat capacity of the calorimeter b) Mass of sample c) Ti d) The molarity of the HCl e) Tfarrow_forward
- Predict products for the Following organic rxn/s by writing the structurels of the correct products. Write above the line provided" your answer D2 ①CH3(CH2) 5 CH3 + D₂ (adequate)" + 2 mited) 19 Spark Spark por every item. 4 CH 3 11 3 CH 3 (CH2) 4 C-H + CH3OH CH2 CH3 + CH3 CH2OH 0 CH3 fou + KMnDy→ C43 + 2 KMn Dy→→ C-OH ") 0 C-OH 1110 (4.) 9+3 =C CH3 + HNO 3 0 + Heat> + CH3 C-OH + Heat CH2CH3 - 3 2 + D Heat H 3 CH 3 CH₂ CH₂ C = CH + 2 H₂ → 2 2arrow_forwardWhen 15.00 mL of 3.00 M NaOH was mixed in a calorimeter with 12.80 mL of 3.00 M HCl, both initially at room temperature (22.00 C), the temperature increased to 29.30 C. The resultant salt solution had a mass of 27.80 g and a specific heat capacity of 3.74 J/Kg. What is heat capacity of the calorimeter (in J/C)? Note: The molar enthalpy of neutralization per mole of HCl is -55.84 kJ/mol.arrow_forwardQ6: Using acetic acid as the acid, write the balanced chemical equation for the protonation of the two bases shown (on the -NH2). Include curved arrows to show the mechanism. O₂N- O₂N. -NH2 -NH2 a) Which of the two Bronsted bases above is the stronger base? Why? b) Identify the conjugate acids and conjugate bases for the reactants. c) Identify the Lewis acids and bases in the reactions.arrow_forward
- Q5: For the two reactions below: a) Use curved electron-pushing arrows to show the mechanism for the reaction in the forward direction. Redraw the compounds to explicitly illustrate all bonds that are broken and all bonds that are formed. b) Label Bronsted acids and bases in the left side of the reactions. c) For reaction A, which anionic species is the weakest base? Which neutral compound is the stronger acid? Is the forward or reverse reaction favored? d) Label Lewis acids and bases, nucleophiles and electrophiles in the left side of the reactions. A. 용 CH3OH я хон CH3O OH B. HBr CH3ONa NaBr CH3OHarrow_forwardpotential energy Br b) Translate the Newman projection below to its wedge-and-dash drawing. F H. OH CH3 CI c) Isopentane (2-methylbutane) is a compound containing a branched carbon chain. Draw a Newman projection of six conformations about the C2-C3 bond of isopentane. On the curve of potential energy versus angle of internal rotation for isopentane, label each energy maximum and minimum with one of the conformations. 0° 。 F A B D C angle of internal rotation E F 360° (=0°) JDownlarrow_forwardQ7: Identify the functional groups in these molecules a) CH 3 b) Aspirin: HO 'N' Capsaicin HO O CH3 CH 3arrow_forward
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