EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM
3rd Edition
ISBN: 9781259298424
Author: SMITH
Publisher: VST
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Textbook Question
Chapter 21.3, Problem 21.5P
Identify the amino acid shown with all uncharged atoms in the ball-and-stick model, and draw theneutral, positively charged, and negatively charged forms of the amino acid. 
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Net charge and isoelectric point of an amino acid with an ionizable side group.Consider the net charge and isoelectric point of an amino acid with ionizable side (R-) group.(a) Identify the acidic amino acid(s) capable of having a negatively charged carboxyl side group.(b) Identify the basic amino acid(s) capable of having a positively charged amino side group.(c) For an amino acid with a side (R-) chain that can ionize to a negative charge, derive a general expression in terms of measured pH and known pKa values of α-carboxyla-amino (pKca), α-amino(pKaa),and side group (pKRa), respectively, for the net charge of an amino acid Consider the net charge and isoelectric point of an amino acid with ionizable side (R-) group.(d) For an amino acid with a side (R-) chain that can ionize to a positive charge, derive a general expression in terms of measured pH and known pKa values ofα-carboxyl (pKca), α-amino (pKaa), and side group (pKRa), respectively, for the net charge of the amino acid.(e)…
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What does the "alpha" indicate in "α-amino acid"?
That the -COOH group is below the plane of the ring.
That the amino group is the first group in the compound.
That the alpha-carbon has a -NH2 attached.
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Chapter 21 Solutions
EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM
Ch. 21.2 - In addition to the amino and carboxyl groups, what...Ch. 21.2 - Draw both enantiomers of each amino acid in...Ch. 21.2 - Prob. 21.3PCh. 21.3 - Draw the structure of the amino acid valine at...Ch. 21.3 - Identify the amino acid shown with all uncharged...Ch. 21.4 - Identify the N-terminal and C-terminal amino acid...Ch. 21.4 - Prob. 21.7PCh. 21.4 - Prob. 21.8PCh. 21.4 - Prob. 21.9PCh. 21.4 - Prob. 21.10P
Ch. 21.4 - Prob. 21.11PCh. 21.5 - Prob. 21.12PCh. 21.6 - Prob. 21.13PCh. 21.6 - Prob. 21.14PCh. 21.6 - Prob. 21.15PCh. 21.7 - Why is hemoglobin more water soluble than ...Ch. 21.8 - Prob. 21.17PCh. 21.8 - Prob. 21.18PCh. 21.9 - Prob. 21.19PCh. 21.9 - Prob. 21.20PCh. 21.9 - Prob. 21.21PCh. 21.9 - Prob. 21.22PCh. 21.10 - Prob. 21.23PCh. 21.10 - Prob. 21.24PCh. 21.10 - Prob. 21.25PCh. 21.10 - Prob. 21.26PCh. 21.10 - Prob. 21.27PCh. 21.10 - Prob. 21.28PCh. 21.10 - Prob. 21.29PCh. 21.11 - Prob. 21.30PCh. 21 - The amino acid alanine is a solid at room...Ch. 21 - Why is phenylalanine water soluble but...Ch. 21 - Draw the structure of a naturally occurring amino...Ch. 21 - Draw the structure of a naturally occurring amino...Ch. 21 - For each amino acid: [1] draw the L enantiomer in...Ch. 21 - For each amino acid: [1] draw the L enantiomer in...Ch. 21 - Draw both enantiomers of each amino acid and label...Ch. 21 - Which of the following Fischer projections...Ch. 21 - For each amino acid: [1] give the name; [2] give...Ch. 21 - For each amino acid: [1] give the name; [2] give...Ch. 21 - (a) Identify the amino acid shown with all...Ch. 21 - Prob. 21.42PCh. 21 - Prob. 21.43PCh. 21 - Draw the structure of the neutral, positively...Ch. 21 - Prob. 21.45PCh. 21 - Prob. 21.46PCh. 21 - (a) Draw the structure of the two possible...Ch. 21 - Prob. 21.48PCh. 21 - Prob. 21.49PCh. 21 - For each tripeptide: [1] draw the structure of the...Ch. 21 - Prob. 21.51PCh. 21 - For each tripeptide: [1] identify the amino acids...Ch. 21 - Prob. 21.53PCh. 21 - Prob. 21.54PCh. 21 - Prob. 21.55PCh. 21 - Prob. 21.56PCh. 21 - Prob. 21.57PCh. 21 - Prob. 21.58PCh. 21 - Prob. 21.59PCh. 21 - Prob. 21.60PCh. 21 - Prob. 21.61PCh. 21 - Prob. 21.62PCh. 21 - What type of intermolecular forces exist between...Ch. 21 - What type of interaction occur at each of the...Ch. 21 - Prob. 21.65PCh. 21 - Draw the structures of the amino acids tyrosine...Ch. 21 - Prob. 21.67PCh. 21 - Prob. 21.68PCh. 21 - Prob. 21.69PCh. 21 - Prob. 21.70PCh. 21 - Prob. 21.71PCh. 21 - Hydrogen bonding stabilizes both the secondary and...Ch. 21 - Prob. 21.73PCh. 21 - Prob. 21.74PCh. 21 - Prob. 21.75PCh. 21 - Prob. 21.76PCh. 21 - What class of enzyme catalyzes each of the...Ch. 21 - What class of enzyme catalyzes each of the...Ch. 21 - Prob. 21.79PCh. 21 - Prob. 21.80PCh. 21 - Prob. 21.81PCh. 21 - What kind of reaction is catalyzed by each of the...Ch. 21 - Prob. 21.83PCh. 21 - How will each of the following changes affect the...Ch. 21 - Prob. 21.85PCh. 21 - Prob. 21.86PCh. 21 - Prob. 21.87PCh. 21 - Prob. 21.88PCh. 21 - Prob. 21.89PCh. 21 - Prob. 21.90PCh. 21 - Prob. 21.91PCh. 21 - Prob. 21.92PCh. 21 - Why must vegetarian diets be carefully balanced?Ch. 21 - Prob. 21.94PCh. 21 - Sometimes an incision is cauterized (burned) to...Ch. 21 - Why is insulin administered by injection instead...Ch. 21 - Prob. 21.97PCh. 21 - The silk produced by a silkworm is a protein with...Ch. 21 - Explain the difference in the mechanism of action...Ch. 21 - Prob. 21.100PCh. 21 - Prob. 21.101CPCh. 21 - Suggest a reason for the following observation....
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- What special role does the amino acid cysteine have in the peptides vasopressin and oxytocin?arrow_forwardOn complete hydrolysis, a polypeptide gives two alanine, one leucine, one methionine, one phenylalanine, and one valine residue. Partial hydrolysis gives the following fragments: Ala-Phe, Leu-Met, Val-Ala, Phe-Leu. It is known that the first amino acid in the sequence is valine and the last one is methionine. What is the complete sequence of amino acids?arrow_forwardIdentify the R group of the side chain in the following amino acids that results in the side-chain classification indicated in parentheses see Table 19.1: a. tyrosine neutral, polar b. glutamate acidic, polar c. methionine neutral, nonpolar d. histidine basic, polar e. cysteine neutral, polar f. valine neutral, nonpolararrow_forward
- Identifying Amino Acids Which of the following molecules is an amino acid?arrow_forwardUsing both three- and one-letter codes for amino acids, write the structures of all possible peptides containing the following amino acids: (a) Val, Ser, Leu (b) Ser, Leu2, Proarrow_forwardAs we’ve discussed, a peptide bond is made when amino group of one amino acid combines with the carboxylic acid group of another amino acid (releasing a water molecule in the process). The C-N bond formed in this process is called a peptide bond. Peptide bonds have a few properties that might be unexpected. b) Another observation is that although the N-H of the peptide bond is able to serve as a H-bond donor the N atom of the peptide bond does not serve as an effective H-bond acceptor. Provide an explanation for this observation, using Lewis structures, VSEPR theory and/or valence bond theory as appropriate.c) It is also fairly accepted that while proteins undergo dynamic motions and conformational changes, and while R groups can freely rotate about Cα, it is generally not possible to freely rotate around a peptide bond. Please explain this observation, using a picture showing relevant orbitals on relevant atoms (your answer for part (a) might provide a useful basis for your reasoning…arrow_forward
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