Both norepinephrine and epinephrine are synthesized from the same protein- derived amino acid. From which amino acid are they synthesized, and what types of reactions are involved in their biosynthesis? a. b.

Short Answer

Expert verified
Answer: Norepinephrine and epinephrine are synthesized from the amino acid tyrosine. The types of reactions involved in their biosynthesis include hydroxylation, decarboxylation, and methylation.

Step by step solution

01

Identify the amino acid from which norepinephrine and epinephrine are synthesized

Norepinephrine and epinephrine are both synthesized from the same protein-derived amino acid, which is tyrosine.
02

Discuss the types of reactions involved in their biosynthesis

The biosynthesis of norepinephrine and epinephrine involves several enzyme-catalyzed reactions. These reactions include the following: a. Hydroxylation of tyrosine: In the first step, tyrosine is hydroxylated to form dihydroxyphenylalanine (DOPA) by the enzyme tyrosine hydroxylase. The reaction is as follows: \[ \text{Tyrosine} + \text{O}_2 + \text{BH}_4 \rightarrow \text{DOPA} + \text{H}_2\text{O} + \text{BH}_2 \] b. Decarboxylation of DOPA: In the second step, DOPA is decarboxylated to form dopamine by the enzyme DOPA decarboxylase. The reaction is as follows: \[ \text{DOPA} \rightarrow \text{Dopamine} + \text{CO}_2 \] c. Hydroxylation of dopamine: In the third step, dopamine is hydroxylated to form norepinephrine by the enzyme dopamine β-hydroxylase. The reaction is as follows: \[ \text{Dopamine} + \text{O}_2 + \text{ascorbate} \rightarrow \text{Norepinephrine} + \text{H}_2\text{O} + \text{dehydroascorbate} \] d. Methylation of norepinephrine: In the last step, norepinephrine is methylated to form epinephrine by the enzyme phenylethanolamine N-methyltransferase (PNMT). The reaction is as follows: \[ \text{Norepinephrine} + \text{S-adenosylmethionine} \rightarrow \text{Epinephrine} + \text{S-adenosylhomocysteine} \] In summary, norepinephrine and epinephrine are synthesized from the amino acid tyrosine through a series of enzyme-catalyzed reactions, including hydroxylation, decarboxylation, and methylation.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Why is Arg often referred to as a basic amino acid? Which two other amino acids are also basic amino acids?

A chemically modified guanidino group is present in cimetidine (Tagamet), a widely prescribed drug for the control of gastric acidity and peptic ulcers. Cimetidine reduces gastric acid secretion by inhibiting the interaction of histamine with gastric \(\mathrm{H}_{2}\) receptors. In the development of this drug, a cyano group was added to the substituted guanidino group to alter its basicity. Do you expect this modified guanidino group to be more basic or less basic than the guanidino group of arginine? Explain.

How many different tetrapeptides can be made under the following conditions? (a) The tetrapeptide contains one unit each of Asp, Glu, Pro, and Phe. (b) All 20 amino acids can be used, but each only once.

2,4-Dinitrofluorobenzene, very often known as Sanger's reagent after the English chemist Frederick Sanger who popularized its use, reacts selectively with the \(N\)-terminal amino group of a polypeptide chain. Sanger was awarded the 1958 Nobel Prize for chemistry for his work in determining the primary structure of bovine insulin. One of the few persons to be awarded two Nobel Prizes, he also shared the 1980 award in chemistry with American chemists, Paul Berg and Walter Gilbert, for the development of chemical and biological analyses of DNA. Following reaction with 2,4-dinitrofluorobenzene, all amide bonds of the polypeptide chain are hydrolyzed, and the amino acid labeled with a 2,4-dinitrophenyl group is separated by either paper or column chromatography and identified. (a) Write a structural formula for the product formed by treatment of the \(N\)-terminal amino group with Sanger's reagent and propose a mechanism for its formation. (b) When bovine insulin is treated with Sanger's reagent followed by hydrolysis of all peptide bonds, two labeled amino acids are detected: glycine and phenylalanine. What conclusions can be drawn from this information about the primary structure of bovine insulin? (c) Compare and contrast the structural information that can be obtained from use of Sanger's reagent with that from use of the Edman degradation.

Draw a structural formula for the form of each amino most prevalent at pH \(10.0\). (a) Leucine (b) Valine (c) Proline (d) Aspartic acid

See all solutions

Recommended explanations on Chemistry Textbooks

View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free