EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 22.10, Problem 19P
Explain why serine proteases do not catalyze hydrolysis if the amino acid at the hydrolysis site is a amino acid. Trypsin, for example, cleaves on the C-side of L-Arg and L-Lys, but not on the C-side of D-Arg and D-Lys.
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Explain why serine proteases do not catalyze hydrolysis if the amino acid at the hydrolysis site is a d-amino acid. Trypsin, for example, cleaves on the C-side of L-Arg and L-Lys, but not on the C-side of D-Arg and D-Lys.
lodoacetamide acts as an irreversible inhibitor for a few enzymes by reacting with the amino acid at the active site having the function group
-NH_2
-COOH
-SH
-OH
Trypsin is a digestive enzyme that cleaves proteins into smaller peptide fragments. It does so by hydrolyzing the amide bond (peptide bond) on the C-terminal side of positively-charged amino acids. Draw the three hydrolysis products that result when trypsin reacts with the pentapeptide KINKY at pH 7.4. Recall: the hydrolysis of amide bonds involves the addition of water. Where does the water show up in the products of the reaction?
Chapter 22 Solutions
EBK ORGANIC CHEMISTRY
Ch. 22.2 - Compare each of the mechanisms listed here with...Ch. 22.2 - Prob. 3PCh. 22.2 - Prob. 4PCh. 22.3 - a. Draw the mechanism for the following reaction...Ch. 22.5 - Prob. 7PCh. 22.5 - Propose a mechanism for the Co2+ catalyzed...Ch. 22.6 - Prob. 9PCh. 22.7 - Prob. 10PCh. 22.7 - Prob. 12PCh. 22.7 - Prob. 13P
Ch. 22.9 - Which of the following amino acid side chains can...Ch. 22.9 - Which of the following C-terminal peptide bonds is...Ch. 22.9 - Carboxypeptidase A has esterase activity as well...Ch. 22.10 - Arginine and lysine side chains fit into trypsins...Ch. 22.10 - Explain why serine proteases do not catalyze...Ch. 22.11 - If H2 18O is used in the hydrolysis reaction...Ch. 22.11 - Draw the pH-activity profile for an enzyme that...Ch. 22.12 - The pHactivity profile for glucose-6-phosphate...Ch. 22.12 - Prob. 23PCh. 22.13 - Draw the mechanism for the hydroxide ion-catalyzed...Ch. 22.13 - What advantage does the enzyme gain by forming an...Ch. 22.13 - Prob. 26PCh. 22.13 - Prob. 27PCh. 22.13 - Aldolase shows no activity if it is incubated with...Ch. 22 - Which of the following parameters would be...Ch. 22 - Prob. 29PCh. 22 - Prob. 30PCh. 22 - Prob. 31PCh. 22 - Indicate the type of catalysis that is occurring...Ch. 22 - The deuterium kinetic isotope effect (KH2O/KD2O)...Ch. 22 - Prob. 34PCh. 22 - Co2+ catalyzes the hydrolysis of the lactam shown...Ch. 22 - there are two kinds of aldolases. Class I...Ch. 22 - Prob. 37PCh. 22 - The hydrolysis of the ester shown here is...Ch. 22 - Prob. 39PCh. 22 - At pH = 12, the rate of hydrolysis of ester A is...Ch. 22 - 2-Acetoxycyclohexyl tosylate reacts with acetate...Ch. 22 - Proof that an imine was formed between aldolase...Ch. 22 - Prob. 43PCh. 22 - a. Explain why the alkyl halide shown here reacts...Ch. 22 - Triosephosphate isomerase (TIM) catalyzes the...
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- 22-25 Draw the most predominant form of lysine at its isoelectric point.arrow_forwardThe image below shows an interaction between sulfur atoms on two cysteine amino acid chains. Which milk-derived compound is most likely associated with this interaction? MN-C-2-0- MN-C-2-0- N-C-2-0-N-C-8-0- C₂ SH 2 cysteine O Whey Protein O Casein Proteins O Lactose C₂SH oxidation O Fat Globule Leah4Scl CH₂-S-S-CH₂ cystinearrow_forwardHumans can synthesize nonessential amino acids from other compounds, whereas essential amino acids must be obtained from the diet. Name the nonessential amino acid that is synthesized in each of the following reactions. COO CH3 COO CH₂ COO™ L CH-NH3* CH₂ CH₂ coo- + 1L de 14 2 COC CH₂ CH₂ coo- COO CH₂ CH₂ doo-arrow_forward
- Which amino acid has the lowest pka? glutamate cysteine asparagine lysinearrow_forward23. Which of the following is NOT a blood group antigenic determinants? L-fucose D-fucose beta-D-N-acetylglucosamine beta-D-N-acetylgalactosamine 24. The six groups of enzymes are the following: I. Oxidoreductases II. Transferases III. Hydrolases IV. Isomerases V. Lyases VI. Ligases Fill in the blanks: _catalyze transfers of groups while catalyze bond breakages.arrow_forward3. What is the product if the following peptide is hydrolyzed? H₂N O OHarrow_forward
- After the polypeptide shown below was treated with maleic anhydride, it was hydrolyzed by trypsin. (After a polypeptide is treated with maleic anhy-dride, trypsin will cleave the polypeptide only on the C-side of arginine.) Gly-Ala-Asp-Ala-Leu-Pro-Gly-Ile-Leu-Val-Arg-Asp-Val-Gly-Lys-Val-Glu-Val-Phe-Glu-Ala-Gly-Arg-Ala-Glu-Phe-Lys-Glu-Pro-Arg-Leu-Val-Met-Lys-Val-Glu-Gly-Arg-Pro-Val-Gly-Ala-Gly-Leu-Trparrow_forwardWhich of the following accurately describes O-linked glycoproteins? An N-acetylglucosamine is attached to an asparagine residue through a B-linkage An N-acetylgalactosamine is attached to a serine or threonine residue through a 6-linkage An N-acetylgalactosamine is attached to a serine or threonine residue through an a-linkage An N-acetylglucosamine is attached to a serine or threonine residue through an a-linkagearrow_forwardDetermine whether the side chain of each of the amino acids is polar and neutral, nonpolar, basic, or acidic. Polar and neutral Nonpolar Basic Acidic Нас—с—соО H2N-C-CH2-CH2-C-COO NH оос — сН,—CH,—с —соо NH3 NH3 arginine Pro Thr aspartate hydrophobic amino acid Answer Bankarrow_forward
- 1 Drag items from the column on the right to the left to match the pairs Tetrodotoxin Cholera Toxin Pertussis Toxin Beta-blockers BOTOX Blocks aceylcholine release Prevents G-alpha-i from binding GTP. G-alpha-i is unable to inhibit adenylyl cyclase. Results in increased cAMP (mostly in lung cells) Blocks a receptor that activated G-alpha-s, thus, prevents the activation of G-alpha-s. Results in decreased cAMP (mostly in heart cells) Blocks voltage gated sodium channels Prevents G-alpha-s from hydrolyzing GTP. G-alpha- s can't turn off. Results in massive increase of CAMP (mostly in intestinal cells)arrow_forwardHow prepare g-C3N4 from urea in laboratory?arrow_forwardWhich of the following molecules is not an amino acid?arrow_forward
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