Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 22.4, Problem 10P
Explain why the pI of lysine is the average of the pKa, values of its two protonated amino groups.
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Chapter 22 Solutions
Organic Chemistry
Ch. 22.1 - a. Explain why, when the imidazole ring of...Ch. 22.2 - a. Which isomer(R)-alanine or (S)-alanineis...Ch. 22.2 - Prob. 4PCh. 22.3 - Prob. 5PCh. 22.3 - Prob. 6PCh. 22.3 - Draw the predominant form for glutamate in a...Ch. 22.3 - a. Why is the pKa of the glutamate side chain...Ch. 22.4 - Explain why the pI of lysine is the average of the...Ch. 22.4 - Calculate the pI of each of the following amino...Ch. 22.4 - a. Which amino acid has the lowest pI value? b....
Ch. 22.4 - Prob. 13PCh. 22.5 - What aldehyde is formed when valine is treated...Ch. 22.5 - Prob. 15PCh. 22.5 - Prob. 16PCh. 22.5 - Prob. 17PCh. 22.5 - Prob. 18PCh. 22.6 - Why is excess ammonia used in the preceding...Ch. 22.6 - Prob. 20PCh. 22.6 - What amino acid is formed using the...Ch. 22.6 - Prob. 22PCh. 22.6 - What amino acid is formed when the aldehyde used...Ch. 22.7 - Esterase is an enzyme that catalyzes the...Ch. 22.8 - Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate...Ch. 22.8 - Prob. 26PCh. 22.8 - Prob. 27PCh. 22.8 - Which bonds in the backbone of a peptide can...Ch. 22.9 - What is the configuration about each of the...Ch. 22.9 - Glutathione is a tripeptide whose function is to...Ch. 22.10 - What dipeptides would be formed by heating a...Ch. 22.10 - Suppose you are trying to synthesize the dipeptide...Ch. 22.10 - Show the steps in the synthesis of the...Ch. 22.10 - a. Calculate the overall yield of bradykinin when...Ch. 22.11 - Show the steps in the synthesis of the...Ch. 22.13 - Prob. 36PCh. 22.13 - In determining the primary structure of insulin,...Ch. 22.13 - A decapeptide undergoes partial hydrolysis to give...Ch. 22.13 - Explain why cyanogen bromide does not cleave on...Ch. 22.13 - Indicate the peptides produced from cleavage by...Ch. 22.13 - Prob. 42PCh. 22.13 - Three peptides were obtained from a trypsin...Ch. 22.14 - Prob. 44PCh. 22.15 - How would a protein that resides in the nonpolar...Ch. 22.16 - a. Which would have the greatest percentage of...Ch. 22 - Prob. 47PCh. 22 - Glycine has pK2 values of 2.34 and 9.60. At what...Ch. 22 - Prob. 49PCh. 22 - Prob. 50PCh. 22 - Aspartame (its structure is on page 1007) has a pl...Ch. 22 - Draw the form of aspartate that predominates at...Ch. 22 - A professor was preparing a manuscript for...Ch. 22 - Prob. 54PCh. 22 - Determine the amino acid sequence of a polypeptide...Ch. 22 - Prob. 56PCh. 22 - Which is the more effective buffer at...Ch. 22 - Identify the location and type of charge on the...Ch. 22 - Draw the product obtained when a lysine side chain...Ch. 22 - After the polypeptide shown below was treated with...Ch. 22 - Treatment of a polypeptide with 2-mercaptoethanol...Ch. 22 - Show how aspartame can be synthesized using DCCD.Ch. 22 - -Amino acids can be prepared by treating an...Ch. 22 - Reaction of a polypeptide with carboxypeptidase A...Ch. 22 - a. How many different octapeptides can be made...Ch. 22 - Glycine has pKa values of 2.3 and 9.6. Do you...Ch. 22 - A mixture of 15 amino acids gave the fingerprint...Ch. 22 - Write the mechanism for the reaction of an amino...Ch. 22 - Prob. 69PCh. 22 - Show how valine can be prepared by a. a...Ch. 22 - A chemist wanted to test his hypothesis that the...Ch. 22 - Propose a mechanism for the rearrangement of the...Ch. 22 - A normal polypeptide and a mutant of the...Ch. 22 - Determine the amino acid sequence of a polypeptide...
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- Drawing Arrows 1 I I 1 heat 1 51 MO + Drag To Und Settings Done 0 0 Jan 31 3:5arrow_forwardDon't used hand raitingarrow_forwardGramicidin A can adopt more than one structure; NMR spectroscopy has revealed an “end-to-end” dimer form, and x-ray crystallography has revealed an “anti-parallel double- helical” form. Briefly outline and describe an experimentalapproach/strategy to investigate WHICH configuration (“end-to-end dimer” vs “anti-paralleldouble helical”) gramicidin adopts in an actual lipid bilayer.arrow_forward
- Don't used hand raitingarrow_forwardCHEM2323 Problem 2-24 Tt O e: ל Predict the product(s) of the following acid/base reactions. Draw curved arrows to show the formation and breaking of bonds. If the bonds needed are not drawn out, you should redraw them. + BF3 (a) (b) HI + (c) OH -BF Problem 2-25 Use curved arrows and a proton (H+) to draw the protonated form of the following Lewis bases. Before starting, add all missing lone pairs. (a) (b) :0: (c) N 1 CHEM2323 PS CH02 Name:arrow_forwardCHEM2323 Problem 2-26 Tt O PS CH02 Name: Use the curved-arrow formalism to show how the electrons flow in the resonance form on the left to give the one on the right. (Draw all lone pairs first) (a) NH2 NH2 + (b) Problem 2-27 Double bonds can also act like Lewis bases, sharing their electrons with Lewis acids. Use curved arrows to show how each of the following double bonds will react with H-Cl and draw the resulting carbocation. (a) H2C=CH2 (b) (c) Problem 2-28 Identify the most electronegative element in each of the following molecules: (a) CH2FCI F Problem 2-29 (b) FCH2CH2CH2Br (c) HOCH2CH2NH2 (d) CH3OCH2Li F 0 0 Use the electronegativity table in Figure 2.3 to predict which bond in the following pairs is more polar and indicate the direction of bond polarity for each compound. (a) H3C-Cl or Cl-CI (b) H3C-H or H-CI (c) HO-CH3 or (CH3)3Si-CH3 (d) H3C-Li or Li-OHarrow_forward
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