Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
8th Edition
ISBN: 9780134015187
Author: John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher: PEARSON
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Textbook Question
Chapter 18, Problem 18.39UKC
Threonine has two chiral centers. Draw L-threonine and indicate which carbon atoms are chiral. Which carbon atom is responsible for D and L configuration?
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Consider the structure of the tripeptide (in its fully protonated form) below.
H
H
H
+ I ||
H₂N-C-C-N-C-C-N-C-C-OH
1
I |
H CH₂ H CH₂
CH₂
T
C=O
OH
AA1
0=0
||
HC-CH3
CH3
AA2
AA3
0=C
1. Give the sequence of the tripeptide using the ONE-LETTER DESIGNATION (UPPERCASE LETTER) with NO spaces and symbols between each letter.
2. How many ionizable groups are there in the tripeptide? Give the numerical value (e.g., 10 not ten).
• pH 10: {Choices: -2, -1, 0, +1, +2}
3. Which amino acid residue has one ionizable group left upon forming the tripeptide? {Choices: AA1, AA2, AA3, none, all}
4. Give the net charge of the dominant structure of the tripeptide at the given pH values. The pK, values of the amino acids are given in Table 1.
• pH 4: {Choices: -2, -1, 0, +1, +2}
Draw tripeptide Lys-Thr-Glu at pH 7.4 and circle the six atoms that are restricted in the same plane.
Based on the following titration table of Glycine, would you be able to recreate the same for
Histidine?
Glicina
Increasing pH
H-N-CH,-COOH
-H-N-CH,-co
= H-N-CH,-C00-
Net charge:
+1
pH
COOH-pKa = 2.3
NH3-pka = 9.6
CN
AEq
+1
+1
2.3
(0.5°-1)+(0.5°0)=-0.5
+0.5
0.5
9.6
-1
(0.5*+1)+(0.5°0)=+0.5
-0.5
1.5
14
Given that the pKas for Histidine are the following:
pka1 = 1.82
pKa2 = 9.17
pКаз %3 6.00
pL = 7.59
2.
Chapter 18 Solutions
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Ch. 18.2 - Prob. 18.1PCh. 18.2 - Prob. 18.2PCh. 18.3 - Prob. 18.3PCh. 18.3 - Examine the ball-and-stick model of valine in the...Ch. 18.3 - Indicate whether each of the following molecules...Ch. 18.3 - Prob. 18.6PCh. 18.3 - Prob. 18.7KCPCh. 18.3 - Prob. 18.8PCh. 18.3 - Prob. 18.9PCh. 18.3 - Prob. 18.10P
Ch. 18.3 - Prob. 18.11PCh. 18.3 - Prob. 18.12PCh. 18.4 - The proteins collagen, bovine insulin, and human...Ch. 18.4 - Prob. 18.2CIAPCh. 18.4 - Prob. 18.13PCh. 18.4 - Prob. 18.14PCh. 18.5 - Valine is an amino acid with a nonpolar side...Ch. 18.5 - Tripeptides are composed of three amino acids...Ch. 18.5 - Prob. 18.17PCh. 18.5 - Identify the amino acids in the following...Ch. 18.5 - Prob. 18.19PCh. 18.5 - Prob. 18.3CIAPCh. 18.5 - Prob. 18.4CIAPCh. 18.5 - Two of the most complete (balanced) proteins...Ch. 18.6 - Prob. 18.6CIAPCh. 18.6 - Prob. 18.7CIAPCh. 18.6 - (a)What atoms are present in a planar unit in a...Ch. 18.6 - Prob. 18.21PCh. 18.6 - Prob. 18.22PCh. 18.7 - Prob. 18.23PCh. 18.7 - Prob. 18.24PCh. 18.7 - Complete the following two sentences with either...Ch. 18.7 - Prob. 18.26KCPCh. 18.8 - Which of the following pairs of amino acids can...Ch. 18.8 - Look at Table 18.3 and identify the type of...Ch. 18.8 - In Figure 18.3, identify the amino acids that have...Ch. 18.8 - Prob. 18.30PCh. 18.9 - Prob. 18.31PCh. 18.10 - Another endoprotease is trypsin. Trypsin...Ch. 18.10 - Prob. 18.33PCh. 18.10 - Prob. 18.8CIAPCh. 18.10 - Prob. 18.9CIAPCh. 18 - Draw the structure of the following amino acids,...Ch. 18 - Prob. 18.35UKCCh. 18 - Prob. 18.36UKCCh. 18 - Prob. 18.37UKCCh. 18 - Prob. 18.38UKCCh. 18 - Threonine has two chiral centers. Draw L-threonine...Ch. 18 - Name four biological functions of proteins in the...Ch. 18 - Prob. 18.41APCh. 18 - Prob. 18.42APCh. 18 - Prob. 18.43APCh. 18 - Prob. 18.44APCh. 18 - Prob. 18.45APCh. 18 - Prob. 18.46APCh. 18 - Prob. 18.47APCh. 18 - Draw leucine and identify any chiral carbon atoms...Ch. 18 - Prob. 18.49APCh. 18 - Prob. 18.50APCh. 18 - Is histidine hydrophilic or hydrophobic? Explain...Ch. 18 - Prob. 18.52APCh. 18 - At neutral pH, which of the following amino acids...Ch. 18 - Prob. 18.54APCh. 18 - Prob. 18.55APCh. 18 - Prob. 18.56APCh. 18 - Prob. 18.57APCh. 18 - Proteins are usually least soluble in water at...Ch. 18 - Prob. 18.59APCh. 18 - Prob. 18.60APCh. 18 - Prob. 18.61APCh. 18 - Prob. 18.62APCh. 18 - Prob. 18.63APCh. 18 - (a)Identify the amino acids present in the peptide...Ch. 18 - Prob. 18.65APCh. 18 - Prob. 18.66APCh. 18 - Prob. 18.67APCh. 18 - Prob. 18.68APCh. 18 - Prob. 18.69APCh. 18 - Prob. 18.70APCh. 18 - Prob. 18.71APCh. 18 - Prob. 18.72APCh. 18 - Prob. 18.73APCh. 18 - Prob. 18.74APCh. 18 - Prob. 18.75APCh. 18 - What kind of bond would you expect between chains...Ch. 18 - Is the bond formed between each pair in Problem...Ch. 18 - Prob. 18.78APCh. 18 - Prob. 18.79APCh. 18 - Prob. 18.80APCh. 18 - Prob. 18.81APCh. 18 - Prob. 18.82APCh. 18 - Prob. 18.83APCh. 18 - Prob. 18.84APCh. 18 - Prob. 18.85APCh. 18 - Prob. 18.86APCh. 18 - Prob. 18.87APCh. 18 - Prob. 18.88APCh. 18 - Give an example of a protein that has quaternary...Ch. 18 - Prob. 18.90APCh. 18 - Prob. 18.91APCh. 18 - Prob. 18.92APCh. 18 - Prob. 18.93APCh. 18 - Prob. 18.94APCh. 18 - Prob. 18.95APCh. 18 - Prob. 18.96APCh. 18 - Prob. 18.97APCh. 18 - Prob. 18.98CPCh. 18 - Prob. 18.99CPCh. 18 - Prob. 18.100CPCh. 18 - Prob. 18.101CPCh. 18 - Prob. 18.102CPCh. 18 - Prob. 18.103CPCh. 18 - Prob. 18.104CPCh. 18 - Prob. 18.105CPCh. 18 - Prob. 18.106CPCh. 18 - Prob. 18.107CPCh. 18 - Prob. 18.108CPCh. 18 - Prob. 18.109GPCh. 18 - Prob. 18.110GPCh. 18 - Prob. 18.111GPCh. 18 - Prob. 18.112GP
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, biochemistry and related others by exploring similar questions and additional content below.Similar questions
- H OH CH2OH D H ОН H الحزن ОН CH2OH ОН H ОН I Which of the following statements correctly describes this structure? (A) The monomer units are bonded by beta 1-2 glycosidic linkage. B The monomer units are bonded by alpha 1-2 glycosidic linkage. The monomer units are bonded by alpha 1-4 glycosidic linkage. The monomer units are bonded by beta 1-4 glycosidic linkage. H CH2OH H ОН H ОН H ОНarrow_forwardDraw isoleucine and identify any chiral carbon atoms with arrows.arrow_forward(a) What is the net charge at neutral pH of a tripeptide containing only alanine? (b) How does the total number of negative and positive charges change following hydrolysis of the tripeptide?arrow_forward
- IDENTIFY THE FUNCTIONAL GROUP PRESENT IN THESE COMPOUNDS. A = ? B = ? C = ?arrow_forwardA pentapeptide on complete hydrolysis yields 3 moles of glycine (R=H), 1 mole of alanine (R=CH3) and 1 mole of serine (R=CH2OH). On partial hydrolysis, the fragments are ala-gly, gly-ala and gly-ser. The pentapeptide is negative to the Sanger reaction. Draw a possible structure for the pentapeptide.arrow_forwardAt a pH equal to the isoelectric point of alanine, the net charge on alanine is zero. Two structures can be drawn that have a net charge of zero, but the predominant form of alanine at its pI is zwitterionic.(a) Why is alanine predominantly zwitterionic rather than completely uncharged at its pI?(b) What fraction of alanine is in the completely uncharged form at its pI? Justify your assumptions.arrow_forward
- Draw the two dipeptides possible when glutamine and cysteine undergo dehydration to form a peptide bond. Draw the dipeptides in zwitterionic form.arrow_forwardBased on the following titration table of Glycine, would you be able to recreate the same for Histidine? Increasing pH – Glicina H H-N-CH,-COOH = H-N-CH,-CO0- = H-N-CH,-coo- H H Net charge: +1 -1 pH COOH-pKa = 2.3 NH3-pKa = 9.6 CN ΔΕ +1 +1 2.3 (0.5*-1)+(0.5*0)=-0.5 +1 +0.5 0.5 9.6 -1 (0.5*+1)+(0.5*0)=+0.5 -0.5 1.5 14 -1 -1 2 Given that the pKas for Histidine are the following: pka1 = 1.82 pKa2 = 9.17 pКа3 %3D 6.00 pl = 7.59arrow_forwardWhich of the following define the stereochemistry of alanine (as per the structure shown)? Note: Functional groups arranged horizontally are facing towards the front, and the functional groups arranged vertically are facing towards the back. СООН + H₂N to OS- Od- CH, OR-arrow_forward
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