Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Textbook Question
Chapter 3.8, Problem EQ
As stated, proteins are stereochemically pure because only a single enantiomer of each amino acid building block is used by nature. How many stereoisomers are possible for a chain of only 3 chiral amino acids if both enantiomers of the amino acids are used?
- 1. 2
- 2. 4
- 3. 8
- 4. 16
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This unit is N-acetylneuraminic acid, the most abundant member of a family of amino sugars containing nine or more carbons and distributed widely throughout the animal kingdom. Draw the open-chain form of this amino sugar. Do not be concerned with the configuration of the five chiral centers in the open-chain form.
Chemistry
1a. The lack of an asymmetric carbons and ease of rotation make glycine rich protein sequences:
a. Fibrous
b. Helical
c. Cyclic
d. Flexible
e. Globular
1b. Introducing D-amino acids into peptides can be useful as a strategy to:
a. Change pKa
b. Reduce thermal stability
c. Alter ionic strength
d. Slow degradation
e. Increase solubility
1c. Cellulose is not useful dietary carbohydrate because humans:
a. Don’t have sufficient non-mitochondrial ATP
b. Lack a 1,4-beta glycosidase
c. Can’t digest branched chain carbohydrates
d. Loose lactase as they mature
e. Can’t absorb pentise subunits
Draw the stereoisomers of the following amino acids. Indicate pairs of enantiomers and pairs of diastereomers.
Chapter 3 Solutions
Organic Chemistry
Ch. 3.2 - Prob. 3.1PCh. 3.3 - Assign priorities to the groups in each set. (a)...Ch. 3.3 - Prob. 3.3PCh. 3.4 - Following are stereorepresentations for the four...Ch. 3.4 - Prob. 3.5PCh. 3.4 - Prob. 3.6PCh. 3.5 - How many stereoisomers exist for...Ch. 3.5 - How many stereoisomers exist for...Ch. 3.7 - Prob. 3.9PCh. 3.7 - Prob. 3.10P
Ch. 3.8 - If the side chain of the amino add is a methyl...Ch. 3.8 - Prob. BQCh. 3.8 - The amino acids cysteine and serine are shown....Ch. 3.8 - Prob. DQCh. 3.8 - As stated, proteins are stereochemically pure...Ch. 3.8 - As stated, proteins are stereochemically pure...Ch. 3 - Prob. 3.11PCh. 3 - One reason we can be sure that sp3-hybridized...Ch. 3 - Which compounds contain chiral centers? (a)...Ch. 3 - Prob. 3.15PCh. 3 - Prob. 3.16PCh. 3 - Prob. 3.17PCh. 3 - Mark each chiral center in the following molecules...Ch. 3 - Prob. 3.19PCh. 3 - Assign priorities to the groups in each set. (a) H...Ch. 3 - Following are structural formulas for the...Ch. 3 - Following is a staggered conformation for one of...Ch. 3 - Prob. 3.23PCh. 3 - When oxaloacetic acid and acetyl-coenzyme A...Ch. 3 - Prob. 3.25PCh. 3 - Mark each chiral center in the following molecules...Ch. 3 - Prob. 3.27PCh. 3 - Prob. 3.28PCh. 3 - Prob. 3.29PCh. 3 - Prob. 3.30PCh. 3 - Which of the following are meso compounds?Ch. 3 - Prob. 3.32PCh. 3 - Prob. 3.33PCh. 3 - Which of the following compounds are chiral?...Ch. 3 - Prob. 3.35PCh. 3 - Prob. 3.36PCh. 3 - Prob. 3.37PCh. 3 - The chiral catalyst (R)-BINAP-Ru is used to...Ch. 3 - Prob. 3.39P
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- As stated, proteins are stereochemically pure because only a single enantiomer of each amino acid building block is used by nature. How many stereoisomers are possible for a chain of only 3 chiral amino acids if both enantiomers of the amino adds are used? 1. 2 2. 4 3. 8 4. 16arrow_forward1. If life arose by “chemical evolution” (which is supposed to be new chemical compounds arising by random chance), what should be the proportion of each of the L- and D-enantiomers present in chiral compounds produced by random chance? How does this match with what we see in living systems? What conclusion can you make from this about the likelihood of life arising by “chemical evolution?" 2. Why does chirality make a difference when new medications are developed? What is an ethical way of addressing this concern in the development process? What is the connection with the way the body is designed?arrow_forwardUnder what conditions is a carbon atom a chiral center? A. if it has no stereoisomers B. if the molecule that it belongs to can be superimposed on its mirror image after rotation C. if it is symmetric D. if it has four different substituent groupsarrow_forward
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Biomolecules - Protein - Amino acids; Author: Tutorials Point (India) Ltd.;https://www.youtube.com/watch?v=ySNVPDHJ0ek;License: Standard YouTube License, CC-BY