General, Organic, and Biological Chemistry - 4th edition
4th Edition
ISBN: 9781259883989
Author: by Janice Smith
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 21.2, Problem 21.1PP
Draw both enantiomers of each amino acid in Fischer projections and label them as D or L: (a) phenylalanine; (b) methionine.
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Draw both enantiomers of each amino acid and label them as D or L: (a) methionine; (b) asparagine
h) Specify the absolute (R/S) configuration of the amino group in structure IV.
(i) If the substituents in structures I, IV and V were identical (all OH or all NH2), which structure would result in a meso compound?Â
(j) If each hydroxy group for structures I, II and VI were replaced with another amino group, which compound would be made optically inactive?
(iv) Re-draw the amino acid below in a Fischer projection.
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Chapter 21 Solutions
General, Organic, and Biological Chemistry - 4th edition
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 - Which of the following amino acids is naturally...Ch. 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. 21.4PCh. 21.4 - Prob. 21.4PPCh. 21.4 - Prob. 21.5PCh. 21.4 - Prob. 21.5PP
Ch. 21.4 - Prob. 21.6PPCh. 21.5 - Prob. 21.6PCh. 21.6 - Prob. 21.7PCh. 21.6 - Prob. 21.8PCh. 21.6 - Prob. 21.9PCh. 21.7 - Why is hemoglobin more water soluble than ...Ch. 21.8 - Prob. 21.7PPCh. 21.8 - Prob. 21.11PCh. 21.9 - Prob. 21.8PPCh. 21.9 - Prob. 21.12PCh. 21.9 - Prob. 21.9PPCh. 21.9 - Prob. 21.13PCh. 21.10 - Prob. 21.14PCh. 21.10 - Prob. 21.15PCh. 21.10 - Prob. 21.16PCh. 21.10 - Prob. 21.17PCh. 21.10 - The nerve gas sarin acts as a poison by covalently...Ch. 21.10 - Prob. 21.19PCh. 21.10 - Explain why the proteins involved in blood...Ch. 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. 32PCh. 21 - Prob. 33PCh. 21 - Draw the structure of the neutral, positively...Ch. 21 - Locate the peptide bond in the dipeptide shown in...Ch. 21 - Label the N-terminal and C-terminal amino acids in...Ch. 21 - Melittin, the principal toxin of bee venom,...Ch. 21 - Cobratoxin is a neurotoxin found in the venom of...Ch. 21 - (a) Draw the structure of the two possible...Ch. 21 - (a) Draw the structure of the two possible...Ch. 21 - For each tripeptide: [1] draw the structure of the...Ch. 21 - For each tripeptide: [1] draw the structure of the...Ch. 21 - Prob. 43PCh. 21 - For each tripeptide: [1] identify the amino acids...Ch. 21 - What amino acids are formed by hydrolysis of the...Ch. 21 - Prob. 46PCh. 21 - Prob. 47PCh. 21 - Draw the structures of the amino acids formed when...Ch. 21 - Prob. 49PCh. 21 - Prob. 50PCh. 21 - Prob. 51PCh. 21 - Trypsin is a digestive enzyme that hydrolyzes...Ch. 21 - What type of intermolecular forces exist between...Ch. 21 - What type of interaction occur at each of the...Ch. 21 - Which peptide in each pair contains amino acids...Ch. 21 - Decide if the side chains of the amino acid...Ch. 21 - Which type of protein structure is indicated in...Ch. 21 - Label each of the following diagrams as...Ch. 21 - Prob. 59PCh. 21 - Prob. 60PCh. 21 - Prob. 61PCh. 21 - Prob. 62PCh. 21 - Compare - keratin and hemoglobin with regard to...Ch. 21 - Compare collagen and myoglobin with regard to each...Ch. 21 - Prob. 65PCh. 21 - Prob. 66PCh. 21 - Describe the function or biological activity of...Ch. 21 - Describe the function or biological activity of...Ch. 21 - Prob. 69PCh. 21 - Prob. 70PCh. 21 - What class of enzyme catalyzes each of the...Ch. 21 - What class of enzyme catalyzes each of the...Ch. 21 - Prob. 73PCh. 21 - Prob. 74PCh. 21 - Prob. 75PCh. 21 - What kind of reaction is catalyzed by each of the...Ch. 21 - Prob. 77PCh. 21 - How will each of the following changes affect the...Ch. 21 - Prob. 79PCh. 21 - Prob. 80PCh. 21 - Prob. 81PCh. 21 - Prob. 82PCh. 21 - Prob. 83PCh. 21 - Prob. 84PCh. 21 - Prob. 85PCh. 21 - Prob. 86PCh. 21 - Why must vegetarian diets be carefully balanced?Ch. 21 - Prob. 88PCh. 21 - Sometimes an incision is cauterized (burned) to...Ch. 21 - Why is insulin administered by injection instead...Ch. 21 - Prob. 91PCh. 21 - The silk produced by a silkworm is a protein with...Ch. 21 - Explain the difference in the mechanism of action...Ch. 21 - Prob. 94PCh. 21 - Prob. 95CPCh. 21 - Suggest a reason for the following observation....
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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)…arrow_forwardDraw the stereoisomers of the following amino acids. Indicate pairs of enantiomers and pairs of diastereomers.arrow_forwardWhat is the structure of each amino acid at its isoelectric point: (a) alanine; (b) methionine; (c) aspartic acid; (d) lysine?arrow_forward
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- Assign an R or S configuration to the chiral center in each amino acid. (a) l-Phenylalanine (b) l-Glutamic acid (c) l-Methioninearrow_forwardQ1. Eticlopride is a dopamine antagonist, which can block dopamine receptor sites and influence levels of dopamine. The molecule is involved in a number of intermolecular interactions with amino acids in the G protein-coupled receptor. о но ČI Eticlopride i) Draw a suitable diagram to indicate where the following amino acids might interact with the molecule: phenylalanine; valine; histidine; tyrosine. In your answer, please draw the amino acids and show the interaction. ii) For each interaction you have shown, state the nature of that interaction (e.g. H- bonding, pi-pi etc.)arrow_forwardWhat alkene is needed to synthesize each amino acid by an enantioselective hydrogenation reaction using H2 and Rh*: (a) alanine; (b) leucine; (c) glutamine?arrow_forward
- (a) Draw the more stable chair form of fucose, an essential monosaccharide needed in the diet and a component of carbohydrates on mammalian and plant cell surfaces. (b) Classify fucose as a D- or Lmonosaccharide. (c) What two structural features are unusual in fucose?arrow_forwardLysine and tryptophan are two amino acids that contain an additional N atom in the R group bonded to the a carbon. While lysine is classified as a basic amino acid because it contains an additional basic N atom, tryptophan is classified as a neutral amino acid. Explain why this difference in classification occurs.arrow_forwardDraw a fischer projections representing the D and L forms of phenylalaninearrow_forward
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