General, Organic, and Biological Chemistry
7th Edition
ISBN: 9781285853918
Author: H. Stephen Stoker
Publisher: Cengage Learning
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Textbook Question
Chapter 20, Problem 20.61EP
Draw a complete condensed structural representation for the tripeptide Val–Ser–Cys.
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You have now performed a liquid-liquid extraction protocol in Experiment 4. In doing so, you
manipulated and exploited the acid-base chemistry of one or more of the compounds in your
mixture to facilitate their separation into different phases. The key to understanding how liquid-
liquid extractions work is by knowing which layer a compound is in, and in what protonation state.
The following liquid-liquid extraction is different from the one you performed in Experiment
4, but it uses the same type of logic. Your task is to show how to separate apart Compound
A and Compound B.
. Complete the following flowchart of a liquid-liquid extraction. Handwritten work is
encouraged.
•
Draw by hand (neatly) only the appropriate organic compound(s) in the boxes.
.
Specify the reagent(s)/chemicals (name is fine) and concentration as required in Boxes 4
and 5.
•
Box 7a requires the solvent (name is fine).
•
Box 7b requires one inorganic compound.
• You can neatly complete this assignment by hand and…
b) Elucidate compound D w) mt at 170 nd shows c-1 stretch at 550cm;'
The compound has the ff electronic transitions: 0%o* and no a*
1H NMR Spectrum
(CDCl3, 400 MHz)
3.5
3.0
2.5
2.0
1.5
1.0
0.5 ppm
13C{H} NMR Spectrum
(CDCl3, 100 MHz)
Solvent
80
70
60
50
40
30
20
10
0 ppm
ppm
¹H-13C me-HSQC Spectrum
ppm
(CDCl3, 400 MHz)
5
¹H-¹H COSY Spectrum
(CDCl3, 400 MHz)
0.5
10
3.5
3.0
2.5
2.0
1.5 1.0
10
15
20
20
25
30
30
-35
-1.0
1.5
-2.0
-2.5
3.0
-3.5
0.5
ppm
3.5
3.0
2.5
2.0
1.5
1.0
0.5
ppm
Show work with explanation. don't give Ai generated solution
Chapter 20 Solutions
General, Organic, and Biological Chemistry
Ch. 20.1 - Prob. 1QQCh. 20.1 - Proteins are naturally occurring unbranched...Ch. 20.2 - Prob. 1QQCh. 20.2 - How do the various standard amino acids differ...Ch. 20.2 - The number of carboxyl groups and amino groups...Ch. 20.2 - How many different subclassifications are there...Ch. 20.2 - Which of the following statements concerning...Ch. 20.3 - Prob. 1QQCh. 20.3 - Proteins from plant sources are a. always complete...Ch. 20.3 - Prob. 3QQ
Ch. 20.4 - Prob. 1QQCh. 20.4 - Which of the following groups is positioned at the...Ch. 20.4 - Which of the following statements concerning...Ch. 20.5 - Which of the standard amino acids exist as...Ch. 20.5 - Which of the following is the zwitterion ion...Ch. 20.5 - Which of the following is the structural form for...Ch. 20.6 - Prob. 1QQCh. 20.6 - Prob. 2QQCh. 20.7 - The joining together of two amino acids to form a...Ch. 20.7 - The number of peptide bonds present in a...Ch. 20.7 - Which of the following statements concerning the...Ch. 20.7 - Prob. 4QQCh. 20.7 - How many isomeric tripeptides can be formed from...Ch. 20.8 - The two best-known peptide hormones present in the...Ch. 20.8 - Which of the following peptides is an important...Ch. 20.9 - The term protein is generally reserved for...Ch. 20.9 - Prob. 2QQCh. 20.9 - Which of the following is not a distinguishing...Ch. 20.10 - Specifying the primary structure of a protein...Ch. 20.10 - Prob. 2QQCh. 20.10 - Prob. 3QQCh. 20.11 - Prob. 1QQCh. 20.11 - Prob. 2QQCh. 20.11 - Prob. 3QQCh. 20.12 - Prob. 1QQCh. 20.12 - Hydrophobic interactions associated with protein...Ch. 20.12 - R group interactions between which of the...Ch. 20.13 - Prob. 1QQCh. 20.13 - Which of the following types of interactions does...Ch. 20.14 - The complete hydrolysis of a protein produces a...Ch. 20.14 - Which of the following statements concerning...Ch. 20.15 - Which of the following levels of protein structure...Ch. 20.15 - Which of the following does not involve protein...Ch. 20.15 - Prob. 3QQCh. 20.16 - Prob. 1QQCh. 20.16 - Prob. 2QQCh. 20.16 - Prob. 3QQCh. 20.16 - In which of the following pairs of proteins are...Ch. 20.17 - Insulin and human growth hormone are examples of...Ch. 20.17 - Myoglobin and transferrin are examples of a....Ch. 20.17 - Prob. 3QQCh. 20.18 - Prob. 1QQCh. 20.18 - Prob. 2QQCh. 20.18 - Prob. 3QQCh. 20.19 - Prob. 1QQCh. 20.19 - Which of the following types of plasma...Ch. 20.19 - Prob. 3QQCh. 20 - Prob. 20.1EPCh. 20 - What element is always present in proteins that is...Ch. 20 - What percent of a cells overall mass is accounted...Ch. 20 - Approximately how many different proteins are...Ch. 20 - What is signified when an amino acid is designated...Ch. 20 - What functional groups are present in all -amino...Ch. 20 - Indicate whether or not each of the following...Ch. 20 - Indicate whether or not each of the following...Ch. 20 - How many carbon atoms are present in the R group...Ch. 20 - How many carbon atoms are present in the R group...Ch. 20 - With the help of Table 20-1, determine the name...Ch. 20 - With the help of Table 20-1, determine the name...Ch. 20 - With the help of Table 20-1, classify each of the...Ch. 20 - With the help of Table 20-1, classify each of the...Ch. 20 - Prob. 20.15EPCh. 20 - With the help of Table 20-1, classify each of the...Ch. 20 - Prob. 20.17EPCh. 20 - Prob. 20.18EPCh. 20 - Prob. 20.19EPCh. 20 - Prob. 20.20EPCh. 20 - Prob. 20.21EPCh. 20 - How many amino groups and how many carboxyl groups...Ch. 20 - Prob. 20.23EPCh. 20 - Which two of the standard amino acids are...Ch. 20 - Prob. 20.25EPCh. 20 - Prob. 20.26EPCh. 20 - Prob. 20.27EPCh. 20 - Prob. 20.28EPCh. 20 - Prob. 20.29EPCh. 20 - Prob. 20.30EPCh. 20 - Indicate whether or not the designation...Ch. 20 - Indicate whether or not the designation...Ch. 20 - Prob. 20.33EPCh. 20 - Prob. 20.34EPCh. 20 - To which family of mirror-image isomers do nearly...Ch. 20 - In what way is the structure of glycine different...Ch. 20 - Draw Fischer projection formulas for the following...Ch. 20 - Draw Fischer projection formulas for the following...Ch. 20 - Answer the following questions about the amino...Ch. 20 - Answer the following questions about the amino...Ch. 20 - At room temperature, amino acids are solids with...Ch. 20 - At room temperature, most amino acids are not very...Ch. 20 - Prob. 20.43EPCh. 20 - Draw the zwitterion structure for each of the...Ch. 20 - Draw the structure of serine at each of the...Ch. 20 - Prob. 20.46EPCh. 20 - Prob. 20.47EPCh. 20 - Most amino acids have isoelectric points between...Ch. 20 - Glutamic acid exists in two low-pH forms instead...Ch. 20 - Arginine exists in two high-pH forms instead of...Ch. 20 - In a low-pH aqueous solution, indicate whether...Ch. 20 - Prob. 20.52EPCh. 20 - When two cysteine molecules dimerize, what happens...Ch. 20 - What chemical reaction involving the cysteine...Ch. 20 - What two functional groups are involved in the...Ch. 20 - Write a generalized structural representation for...Ch. 20 - For the tripeptide GlyAlaCys a. What amino acid is...Ch. 20 - For the tripeptide SerValMet a. What amino acid is...Ch. 20 - Prob. 20.59EPCh. 20 - Prob. 20.60EPCh. 20 - Draw a complete condensed structural...Ch. 20 - Draw a complete condensed structural...Ch. 20 - With the help of Table 20-1, identify the amino...Ch. 20 - With the help of Table 20-1, identify the amino...Ch. 20 - With the help of Table 20-1, assign an IUPAC name...Ch. 20 - With the help of Table 20-1, assign an IUPAC name...Ch. 20 - Prob. 20.67EPCh. 20 - Prob. 20.68EPCh. 20 - For the tripeptide AlaValGly which amino acid...Ch. 20 - For the tripeptide SerArgIle which amino acid...Ch. 20 - Consider the tripeptide tyrosylleucylisoleucine....Ch. 20 - Consider the tripeptide leucylvalyltryptophan. a....Ch. 20 - Explain why the notations SerCys and CysSer...Ch. 20 - Explain why the notations AlaGlyValAla and...Ch. 20 - Prob. 20.75EPCh. 20 - There are a total of six different amino acid...Ch. 20 - Compare the structures of the protein hormones...Ch. 20 - Compare the protein hormones oxytocin and...Ch. 20 - Compare the binding-site locations in the brain...Ch. 20 - Compare the structures of the peptide...Ch. 20 - Prob. 20.81EPCh. 20 - Prob. 20.82EPCh. 20 - What is the major difference between a monomeric...Ch. 20 - What is the major difference between a simple...Ch. 20 - Prob. 20.85EPCh. 20 - Prob. 20.86EPCh. 20 - Prob. 20.87EPCh. 20 - Two proteins with the same amino acid composition...Ch. 20 - How many different primary structures are possible...Ch. 20 - How many different primary structures are possible...Ch. 20 - How many different primary structures are possible...Ch. 20 - How many different primary structures are possible...Ch. 20 - Prob. 20.93EPCh. 20 - Draw a segment of the backbone of a protein that...Ch. 20 - Prob. 20.95EPCh. 20 - In a pleated sheet secondary structure for a...Ch. 20 - Indicate whether each of the following statements...Ch. 20 - Indicate whether each of the following statements...Ch. 20 - Prob. 20.99EPCh. 20 - Prob. 20.100EPCh. 20 - State the four types of attractive forces that...Ch. 20 - Prob. 20.102EPCh. 20 - Prob. 20.103EPCh. 20 - Prob. 20.104EPCh. 20 - Prob. 20.105EPCh. 20 - Prob. 20.106EPCh. 20 - Prob. 20.107EPCh. 20 - Prob. 20.108EPCh. 20 - Prob. 20.109EPCh. 20 - Not all proteins have quaternary structure....Ch. 20 - Prob. 20.111EPCh. 20 - Prob. 20.112EPCh. 20 - Prob. 20.113EPCh. 20 - Prob. 20.114EPCh. 20 - Prob. 20.115EPCh. 20 - Prob. 20.116EPCh. 20 - Prob. 20.117EPCh. 20 - Prob. 20.118EPCh. 20 - Identify the primary structure of a hexapeptide...Ch. 20 - Identify the primary structure of a hexapeptide...Ch. 20 - Draw structural formulas for the products obtained...Ch. 20 - Prob. 20.122EPCh. 20 - Which structural levels of a protein are affected...Ch. 20 - Prob. 20.124EPCh. 20 - In what way is the protein in a cooked egg the...Ch. 20 - Why is cooked protein more easily digested than...Ch. 20 - Indicate whether or not each of the following...Ch. 20 - Prob. 20.128EPCh. 20 - Prob. 20.129EPCh. 20 - Contrast fibrous and globular proteins in terms of...Ch. 20 - Classify each of the following proteins as a...Ch. 20 - What is the major biochemical function of each of...Ch. 20 - Prob. 20.133EPCh. 20 - Prob. 20.134EPCh. 20 - Prob. 20.135EPCh. 20 - Prob. 20.136EPCh. 20 - Prob. 20.137EPCh. 20 - Where are the carbohydrate units located in...Ch. 20 - Prob. 20.139EPCh. 20 - Prob. 20.140EPCh. 20 - Prob. 20.141EPCh. 20 - Prob. 20.142EPCh. 20 - Prob. 20.143EPCh. 20 - Describe the process by which blood...Ch. 20 - Prob. 20.145EPCh. 20 - Prob. 20.146EPCh. 20 - Prob. 20.147EPCh. 20 - Prob. 20.148EPCh. 20 - Prob. 20.149EPCh. 20 - Prob. 20.150EPCh. 20 - Prob. 20.151EPCh. 20 - Prob. 20.152EP
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- Redraw the flowchartarrow_forwardredraw the flowchart with boxes and molecules written in themarrow_forwardPart 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 400arrow_forward
- • 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 peakarrow_forwardCould you redraw these and also explain how to solve them for me pleasarrow_forwardNonearrow_forward
- Draw the curved-arrow mechanism with the drawings of the molecules, not just abbreviations. -NO₂ Sn, HCl (aq) E D H (CH3CO)₂O -NH2 CH3arrow_forwardWhat is/are the product(s) of the following reaction? Select all that apply. * HI A B C OD OH A B OH D Carrow_forwardIn 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_forward
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