Principles of General, Organic, Biological Chemistry
2nd Edition
ISBN: 9780073511191
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 16, Problem 16.65AP
List two amino acids that would probably be located in the interior of a globular protein.
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Part I.
a) Elucidate
the structure of compound A using the following information.
• mass spectrum: m+ = 102, m/2=57
312=29
• IR spectrum:
1002.5
% TRANSMITTANCE
Ngg
50
40
30
20
90
80
70
60
MICRONS
5
8
9 10
12
13
14 15 16
19
1740 cm
M
10
0
4000
3600
3200
2800
2400
2000
1800
1600
13
• CNMR
'H
-NMR
Peak
8
ppm (H)
Integration
multiplicity
a
1.5 (3H)
triplet
b
1.3
1.5 (3H)
triplet
C
2.3
1 (2H)
quartet
d
4.1
1 (2H)
quartet
& ppm (c)
10
15
28
60
177 (C=0)
b) Elucidate the structure of compound B using the following information
13C/DEPT NMR 150.9 MHz
IIL
1400
WAVENUMBERS (CM-1)
DEPT-90
DEPT-135
85 80 75
70
65
60
55
50
45 40
35
30 25 20
ppm
1200
1000
800
600
400
•
Part II.
a) Elucidate The structure of compound c w/ molecular formula C10 11202 and the following data below:
• IR spectra
% TRANSMITTANCE
1002.5
90
80
70
60
50
40
30
20
10
0
4000
3600
3200
2800
2400
2000
1800
1600
• Information from 'HAMR
MICRONS
8 9 10
11
14 15 16
19
25
1400
WAVENUMBERS (CM-1)
1200
1000
800
600
400
peak
8 ppm
Integration
multiplicity
a
2.1
1.5 (3H)
Singlet
b
3.6
1 (2H)
singlet
с
3.8
1.5 (3H)
Singlet
d
6.8
1(2H)
doublet
7.1
1(2H)
doublet
Information from 13C-nmR
Normal carbon
29ppm
Dept 135
Dept -90
+
NO peak
NO peak
50 ppm
55 ppm
+
NO peak
114 ppm
t
126 ppm
No peak
NO peak
130 ppm
t
+
159 ppm
No peak
NO peak
207 ppm
по реак
NO peak
Could you redraw these and also explain how to solve them for me pleas
Chapter 16 Solutions
Principles of General, Organic, Biological Chemistry
Ch. 16.2 - In addition to the amino and carboxyl groups, what...Ch. 16.2 - How do the OH groups in Ser, Thr, and Tyr differ?Ch. 16.2 - Draw both enantiomers of each amino acid in...Ch. 16.2 - Which of the following amino acids is naturally...Ch. 16.3 - Draw the structure of the amino acid valine at...Ch. 16.3 - Identify the amino acid shown with all uncharged...Ch. 16.3 - Draw the positively charged, neutral, and...Ch. 16.4 - Identify the N-terminal and C-terminal amino acid...Ch. 16.4 - (a) Identify the N-terminal amino acid in the...Ch. 16.4 - Identify the individual amino acids in each...
Ch. 16.4 - Prob. 16.11PCh. 16.5 - Prob. 16.12PCh. 16.6 - Prob. 16.13PCh. 16.6 - Draw the structures of each pair of amino acids...Ch. 16.6 - The fibroin proteins found in silk fibers consist...Ch. 16.7 - Prob. 16.16PCh. 16.7 - Prob. 16.17PCh. 16.8 - Prob. 16.18PCh. 16.8 - Prob. 16.19PCh. 16.8 - Prob. 16.20PCh. 16.9 - Prob. 16.21PCh. 16.9 - Prob. 16.22PCh. 16.9 - The nerve gas sarin acts as a poison by covalently...Ch. 16.10 - Prob. 16.24PCh. 16 - Prob. 16.25UKCCh. 16 - Prob. 16.26UKCCh. 16 - For each amino acid: [1] draw the L enantiomer in...Ch. 16 - For each amino acid: [1] give the name; [2] give...Ch. 16 - For the given tripeptide: (a) identify the amino...Ch. 16 - For the given tripeptide: (a) identify the amino...Ch. 16 - Label the regions of secondary structure in the...Ch. 16 - Label the regions of secondary structure in the...Ch. 16 - What type of interactions occur at each of the...Ch. 16 - Using the given representations for an enzyme and...Ch. 16 - Naturally occurring amino acids are L--amino...Ch. 16 - Why do neutral amino acids exist as zwitterions...Ch. 16 - The amino acid alanine is a solid at room...Ch. 16 - Why is phenylalanine water soluble but...Ch. 16 - Draw the structure of a naturally occurring amino...Ch. 16 - Draw the structure of a naturally occurring amino...Ch. 16 - For each amino acid: [1] draw the l enantiomer in...Ch. 16 - For each amino acid: [1] draw the l enantiomer in...Ch. 16 - Draw both enantiomers of each amino acid and label...Ch. 16 - Which of the following Fischer projections...Ch. 16 - For each amino acid: [1] give the name; [2] give...Ch. 16 - For each amino acid: [1] give the name; [2] give...Ch. 16 - Draw the amino acid leucine at each pH: (a) 6; (b)...Ch. 16 - Draw the amino acid isoleucine at each pH: (a) 6;...Ch. 16 - Draw the structure of the neutral, positively...Ch. 16 - Draw the structure of the neutral, positively...Ch. 16 - For each tripeptide: [1] identify the N-terminal...Ch. 16 - For each tripeptide: [1] identify the N-terminal...Ch. 16 - For the given tripeptide: (a) identify the amino...Ch. 16 - For the given tripeptide: (a) identify the amino...Ch. 16 - Locate the peptide bond in the dipeptide shown in...Ch. 16 - Label the N-terminal and C-terminal amino acids in...Ch. 16 - Draw the structures of the amino acids formed when...Ch. 16 - Draw the structures of the amino acids formed when...Ch. 16 - What amino acids are formed by hydrolysis of the...Ch. 16 - Give the three-letter abbreviations for the amino...Ch. 16 - What is the difference between the primary and...Ch. 16 - What is the difference between the tertiary and...Ch. 16 - What type of intermolecular forces exist between...Ch. 16 - Which of the following pairs of amino acids can...Ch. 16 - List two amino acids that would probably be...Ch. 16 - List two amino acids that would probably be...Ch. 16 - Compare -keratin and hemoglobin with regards to...Ch. 16 - Compare collagen and myoglobin with regards to...Ch. 16 - When a protein is denatured, how is its primary,...Ch. 16 - Hydrogen bonding stabilizes both the secondary and...Ch. 16 - Describe the function or biological activity of...Ch. 16 - Describe the function or biological activity of...Ch. 16 - Use the given representations for an enzyme,...Ch. 16 - Use the given representations for an enzyme and...Ch. 16 - How are enzyme inhibitors used to treat high blood...Ch. 16 - How are enzyme inhibitors used to treat HIV? Give...Ch. 16 - What structural feature in -keratin makes...Ch. 16 - Why does the -keratin in hair contain many...Ch. 16 - Why must vegetarian diets be carefully balanced?Ch. 16 - Why does cooking meat make it easier to digest?Ch. 16 - Sometimes an incision is cauterized (burned) to...Ch. 16 - Prob. 16.82APCh. 16 - How is sickle cell disease related to hemoglobin...Ch. 16 - The silk produced by a silkworm is a protein with...Ch. 16 - Explain the difference in the mechanism of action...Ch. 16 - How are blood enzyme levels used to diagnose...Ch. 16 - Explain why two amino acids aspartic acid and...Ch. 16 - Prob. 16.88CP
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- In the image, the light blue sphere represents a mole of hydrogen atoms, the purple or teal spheres represent a mole of a conjugate base. A light blue sphere by itself is H+. Assuming there is 2.00 L of solution, answer the following: The Ka of the left & right solution is? The pH of the left & right solution is? The acid on the left & right is what kind of acid?arrow_forwardNonearrow_forwardNonearrow_forward
- Nonearrow_forwardWhat spectral features allow you to differentiate the product from the starting material? Use four separate paragraphs for each set of comparisons. You should have one paragraph each devoted to MS, HNMR, CNMR and IR. 2) For MS, the differing masses of molecular ions are a popular starting point. Including a unique fragmentation is important, too. 3) For HNMR, CNMR and IR state the peaks that are different and what makes them different (usually the presence or absence of certain groups). See if you can find two differences (in each set of IR, HNMR and CNMR spectra) due to the presence or absence of a functional group. Include peak locations. Alternatively, you can state a shift of a peak due to a change near a given functional group. Including peak locations for shifted peaks, as well as what these peaks are due to. Ideally, your focus should be on not just identifying the differences but explaining them in terms of functional group changes.arrow_forwardQuestion 6 What is the major product of the following Diels-Alder reaction? ? Aldy by day of A. H о B. C. D. E. OB OD Oc OE OAarrow_forward
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