Chlorophyll, heme, vitamin B12, and a host of other substances are synthesized from porphobilinogen, which is itself formed from the condensation of two molecules of 5-aminolevulinate. The two 5-aminolevulinates are bound to lysine (Lys) residues in the enzyme, one in theenamine form and the other in the imine form. Condensation is thought to occur via a several step process, one of which is shown below.ÇO2ÇO2CO2+NH3NH3HH3N5-aminolevulinate(enamine form)5-aminolevulinate(imine form)PorphobilinogenDraw curved arrows to illustrate the movement of electrons in this step of the reaction.Arrow-pushing InstructionsCO2CO2CO2CO2:BBH*H-AH3NH3Ņ

Topic-- Arrow pushing mechanism of the given reaction.

Answered: (enamine form) (imine form)…

(enamine form) (imine form) Porphobilinogen Draw curved arrows to illustrate the movement of electrons in this step of the reaction.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.SE: Something Extra

Problem 38MP

See similar textbooks

Related questions

Q: Why did you use potassium tert-butoxide as the base, as opposed to the “usual” Wittig base…

A: The Wittig reaction is an organic reaction used to convert a primary or secondary alkyl halide and…

Q: NH2 HO You have access to the following solutions for your experiment: 1 M NaOH 1 М НC 1 M CH3COOH 1…

A: first, take all the compounds in the separating funnel in ethyl acetate. Then add water and 1M…

Q: (e) Write two synthetic strategies to Fischer carbene complex. Furnish the synthesis and application…

A: Answer is given below:

Q: When the (R,R) isomer of the amine shown is treated with an excess of methyl iodide, then silver…

A: Step 1: When (R, R) isomer of the amine is reacted with an excess of methyl iodide and silver oxide,…

Q: Suggest a reasonable mechanism for the conversion of a nitrile (RCN) to the corresponding amide in…

A: Nitriles (RCN) can be converted to the corresponding amid in the presence of aqueous acid. Consider…

Q: please explain the reaction and mechanism of sulfide to sulfimide

A: Allylic amine is an organic compound. It is an unsaturated amine. It is colorless.

Q: Give a reason why reduction reaction (with H2,pt) of nitrobenzene to alanine is so important

Q: Why is the N-H bond of an imide especially acidic?

Q: Does the coupling partner of a diazonium dye contain an activating or a deactivating group. Explain…

A: We have to discuss about activating or a deactivating group of coupling partner of a diazonium dye.

Q: a) Explain why the acetamido group is an ortho, para-directing group. Why should it be less…

A: As there are two questions, we have solved the first question for you, and for the rest to be solved…

Q: Write a curved arrow mechanism for the acid-catalyzed formation of the imine below: HO, NH2 LOH

A: Since there is a lone pair on N and partial positive charge on C attached to double bond O in…

Q: Interferences in Lowry (enhanced copper) assay include agents that :Select one a. acidify the…

A: The Lowry (enhanced copper) assay is the biuret method with additional reagents and steps for the…

Q: Stan and Kyle have observed a reaction between the aniline derivative A and acetone. a) Stan…

A: The chemical reaction for the reaction of Aniline derivative (A) with acetone is given below.

Q: Write a mechanism for the formation of semicarbazone Y

A: Nucleophilic attack occur from that site where lone pair of electrons are localised or not involved…

Q: What is the limiting reagent in the synthesis of para nitroacetanilide?

A: The synthesis of para nitroacetanilide : Nitration of acetanilide by nitric acid

Q: The activity of sulphonamides is decreased if they are taken at the same time as procaine. Suggest…

A: The activity of sulphonamides is decreased if they are taken at the same time as procaine.…

Q: Explain why a secondary amine forms a nitrosamine rather than a diazonium ion when it reacts with…

A: To understand the reaction consider the reaction of a primary amine with nitrosonium ion. The…

Q: Describe the differences you would see when conducting propyl amine with dimethyl amine. Be specific…

A: when conducting difference between propyl amine with dimethyl amine we will see the following…

Q: Stan and Kyle have observed a reaction between the aniline derivative A and acetone. a) Stan…

A: The boy Stan likely to be more correct. Because when aniline reacts with the acetone it will first…

Q: Explain the hofmann elimination,cope elimination and gabriel amine synthesis

A: We will Explain the hofmann elimination,cope elimination and gabriel amine synthesis one by one.

Q: O,N. NH2 1 mole 1 mole

Q: Define the following terms and provide a specific example for each: a. Haloform reaction b. Phase…

A: Please find the attachment.

Q: Draw the structure of a dihalide that could be used to prepare attachedalkyne. There may be more…

Q: Friedel- Crafts acylation. How can sulfuric acid be used as an

A: RCOOH+H2SO4>>>>>>RCO+ +H2O +HSO4-

Q: Show the product formed as a result of the reaction between propanoic acid and benzylalcohol in an…

A: Solution- The structure of propanoic acid is; The structure of benzyl alcohol is;

Q: What will happen if you mix prednisone in sulphuric acid, what will be the reaction mechanism or…

A: Answer- Prednisone is a steroid. Prednisone, also known as δ1-cortisone or 1,2-dehydrocortisone or…

Q: structures to illustrate your answers 2. The tropylium ion is colorless, whereas the tropenide ion…

A: Tropylium ion is aromatic molecule so it do not have any unpaired electron so it is colourless…

Q: a) Give one possible binding interaction for the indicated group in the following compound in the…

A: In The given compound NH2 and COOH group both are present. So it remain as zwitter ion complex. So…

Q: Write the step by step mechanism with curved arrows of the hydrdysis of the amide in' this section.

A: Any organic group which has functional group CONH2 are amide

Q: Explain summary for preparation of dibenzalacetone.

A: The structure of dibenzalacetone is

Q: Note that the product amine salts are not enantiomers; they are diastereomers. In this experiment…

Q: In greater details and greater explanation, describe the differences you would see when conducting…

Q: Explain in details what purpose of making a "derivative " like a semicarbizides, phenyhydrazin or…

A: Derivatives are compounds which are derived from a similar compound by a chemical reaction.

Q: Sketch a stepwise mechanism for the reaction of secondary amine with an acid chloride to generate an…

A: We have to give a mechanism for the reaction of secondary amine with an acid chloride to give amide.…

Q: Fill in the blanks: A primary arylamine treated with nitrous acid is converted to a arenediazonium…

Q: What is the predominant form of cyclohexylamine at pH 9.5? Approximately what fraction is in this…

A: In low pH, in acidic condition cyclohexyl amine gets protonated to high concentration of hydrogen…

Q: 3. Give another dye that is made using diazonium salt chemistry/coupling reaction. Draw the dye as…

A: Azo dye:- These dyes are characterized by the presence of azo groups. The azo groups coupled with…

Q: Stan and Kyle have observed a reaction between the aniline derivative A and acetone. a) Stan…

A: Reaction between aniline and acetone takes place by the loss of water molecule.

Q: Using aniline to perform a Friedel-Crafts acylation. However, the reaction failed and the aluminum…

A: Friedel Crafts reaction is an organic coupling reaction involving electrophilic substitution at the…

Q: Amino acids can be synthesized by reductive amination. Draw the structure of the organic compound…

A: The carbonyl group is converted to amine through an imine intermediate is known as reductive…

Q: What is more reactive Astatine or Tennessine? Explain

A: Both Astatine (At) and Tennessine (Ts) are p-block elements belonging to the halogen family. The…

Q: When o-vanillin and p-toluidine are mixed, the mixture turns to a bright orange powder as the imine…

A: We have find out the answer.

Q: d-caprolactone with 2 equivalents of ethylamine b. Use mechanism arrows to illustrate the reaction…

Q: A student was attempting to prepare chiral amine with the structure shown below. After numerous…

A: Tertiary amines with three different groups attached, ideally should be chiral. But, it's observed…

Q: Determine the starting material needed to prepare pseudoepherine using reductive amination

A: In this question, we will Identify starting material. You can see details explanation and Solution…

Question

Chlorophyll, heme, vitamin B12, and a host of other substances are synthesized from porphobilinogen, which is itself formed from the condensation of two molecules of 5-aminolevulinate. The two 5-aminolevulinates are bound to lysine (Lys) residues in the enzyme, one in the
enamine form and the other in the imine form. Condensation is thought to occur via a several step process, one of which is shown below.
ÇO2
ÇO2
CO2
+
NH3
NH3
H
H3N
5-aminolevulinate
(enamine form)
5-aminolevulinate
(imine form)
Porphobilinogen
Draw curved arrows to illustrate the movement of electrons in this step of the reaction.
Arrow-pushing Instructions
CO2
CO2
CO2
CO2
:B
BH*
H-A
H3N
H3Ņ

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

List two ways that enzyme catalysis of a reaction is superior to normal conditions.
What do you predict the addition of an acid will have on catalase? Will it increase, decrease, or have no effect on the chemical reaction between hydrogen peroxide and catalase?
The enzyme urease increases the rate of urea hydrolysis at pH 8.0 and 20 °C by a factor of 1014. Suppose that a given quantity of urease can completely hydrolyze a given quantity of urea in 19 minutes at pH 8.0 and 20 °C. How long would it take for this amount of urea to be hydrolyzed in the absence of urease at the same temperature and pH in sterile conditions? Include two significant figures in your answer. timeuncatalyzed years * TOOLS x10
The hydrolysis of pyrophosphate to orthophosphate drives biosynthetic reactions such as DNA synthesis. In Escherichia coli, a pyrophosphatase catalyzes this hydrolytic reaction. The pyrophosphatase has a mass of 120 kDa and consists of six identical subunits. A unit of activity for this enzyme, U, is the amount of enzyme that hydrolyzes 10 umol of pyrophosphate in 15 minutes. The purified enzyme has a Vnax of 2800 U per milligram of enzyme. When (S] >> KM, how many micromoles of substrate can 1 mg of enzyme hydrolyze per second? Vnax = umol -s. mg- If cach enzyme subunit has one active site, how many micromoles of active sites, or (E]r, are there in 1 mg of enzyme? (Er = umol - mg-
Identify the modes of catalysis and when / why they occur• Acid-base • Covalent• Transition state stabilization• Catalysis by proximity • Catalysis by strain• Lock & key is better seen as describing substrate binding to active site
An enzyme catalyzes the hydrolysis of an ester with a certain activity, but this activity is lost in a 3 M urea solution. What is the most likely explanation for the loss of activity? (A) Urea binds to the active site of the enzyme competitively with the substrate. (B) Urea causes the cleavage of the peptide bonds in the enzyme. (C) Urea causes the enzyme to denature and lose its specific three-dimensional shape. (D) Urea reacts with disulfide bonds in the enzyme.
Describe the mechanism shown for a double zinc aminopeptidase. The image shows the catalysis pathway of double zinc aminopeptidase Describe the chemistry of each step (what is happening in each step/pathway) How the enzyme appears or might facilitate the chemistry How the enzyme increases the reaction rate..
Describe how the catalytic mechanism of serine protease enzyme work, for amide hydrolysis
Chemistry Calculate the substrate concentration of an enzyme catalyzed reaction whose rate is equal to half of its maximum velocity. Also evaluate Michaelis Menten constant and substrate concentration when the rate is equal to its maximum velocity.
The activity of an enzyme requires a glutamic acid to display its -COOH functional group in the protonated state. Suppose the pK, of the -COOH group is 4.07. (a) Will the enzyme be more active at pH 3.5 or 4.5? Explain. (b) What fraction of the enzymes will be active at pH = 4.07? Explain. (c) At what pH will the enzyme show 78% of maximal activity?
Write and discuss the mechanism of the reaction that happens at the active site of the enzyme cathecol oxidase.
Chemistry Use the References to access important values if needed for this question. Suppose a sequence of enzymatically catalyzed reactions converts substrate A to final product D through a sequem reactions involving the production of intermediate products B and C as shown. Product D inhibits enzyme E₁. If the enzymes E₁-E3 are all present in a test tube and substrate A is added to the reaction mixture, how will the concentration of product D change? E₁ E₂ E3 A B C D increase to a fixed value first increase, then decrease remain at zero oscillate between zero and the concentration of A added increase to the concentration of A added Submit Answer Try Another Version 1 item attempt remaining