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FAD is a coenzyme for dehydrogenation. (a) When a molecule is dehydrogenated, is FAD oxidized or reduced? (b) Is FAD an oxidizing agent or a reducing agent? (c) What type of substrate is FAD associated with, and what is the type of product molecule after dehydrogenation? (d) What is the form of FAD after dehydrogenation? (e) Use the curved-arrow symbolism to write a general equation for a reaction involving FAD.

Short Answer

Expert verified
(a) Reduced. (b) Oxidizing agent. (c) Alkane to alkene. (d) FADH₂. (e) FAD + H₂ ⇒ FADH₂.

Step by step solution

01

Understanding Dehydrogenation

Dehydrogenation is a chemical reaction that involves the removal of hydrogen (Hâ‚‚) from a molecule, leading to oxidation of the original molecule.
02

Role of FAD during Dehydrogenation

FAD (Flavin adenine dinucleotide) acts as an electron acceptor during dehydrogenation. It accepts hydrogen atoms (electrons and protons) from a substrate, converting to FADHâ‚‚.
03

Determining Oxidation or Reduction

In the process of accepting electrons and protons, FAD is reduced to FADHâ‚‚ during dehydrogenation.
04

Identifying the Type of Agent

Since FAD accepts electrons, it acts as an oxidizing agent, helping the substrate to be oxidized.
05

Associating FAD with Substrates and Products

FAD is typically associated with processes involving the oxidation of alkane substrates to alkenes. After dehydrogenation, an alkane is converted into an alkene.
06

Form of FAD Post-Dehydrogenation

After dehydrogenation, FAD is converted into its reduced form, FADHâ‚‚.
07

Writing the General Reaction Equation

Using curved-arrow symbolism, the general equation for this type of reaction can be written as: \[ ext{RCH}_2 ext{CH}_2 ext{R'} ightarrow ext{RCH=CHR'} + ext{2H}^{+} + 2e^-\] FAD accepts the electrons and protons released, shown by: \[ ext{FAD} + ext{2H}^{+} + 2e^- ightarrow ext{FADH}_2\]

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

FAD
Flavin adenine dinucleotide (FAD) is a crucial coenzyme involved in many biological reactions, especially those related to oxidation and reduction. This molecule plays a vital role in cellular respiration, where it participates as a carrier of electrons and hydrogen ions. When discussing dehydrogenation reactions, FAD acts by accepting two hydrogen atoms, which means it undergoes a reduction process. During this reaction, FAD is converted into FADHâ‚‚, showcasing its ability to transition between oxidized (FAD) and reduced (FADHâ‚‚) forms. This capability makes FAD an essential component in energy production processes within cells.
Oxidizing agent
In chemical reactions, particularly in biological systems, oxidizing agents are substances that accept electrons from another molecule. By doing so, they cause the other molecule to be oxidized—that is, lose electrons. FAD acts as an oxidizing agent in dehydrogenation reactions. It accepts electrons from a substrate while facilitating the conversion of that substrate, often an alkane, into an alkene. This electron acceptance results in FAD being reduced to FADH₂. Because FAD takes on the electrons, it helps transform and drive key biochemical reactions that are crucial for cellular metabolic processes.
Alkane to alkene conversion
The transformation of alkanes to alkenes is a significant type of chemical reaction, known as dehydrogenation. In this process, an alkane—a saturated hydrocarbon—is converted into an alkene, an unsaturated hydrocarbon with at least one carbon-carbon double bond. Here’s why this conversion is important:
  • It involves the removal of hydrogen atoms, a process known as oxidation for the substrate.
  • This reaction is vital in many industrial applications as well as biological processes, like the biosynthesis of key molecules.
  • Through this conversion, new reactive centers are introduced into the molecule, facilitating further reactions and functional group additions.
FAD plays a pivotal role in this process by acting as both an electron and hydrogen atom acceptor during the conversion.
Electron acceptor
In the realm of biochemistry, electron acceptors are molecules that receive electrons during a reaction. This process is fundamental in energy generation and storage within cells. FAD is an excellent example of an electron acceptor.
This function is highlighted during dehydrogenation reactions where FAD accepts two electrons and two protons, resulting in its reduced form—FADH₂. As an electron acceptor, FAD not only facilitates oxidation reactions of other compounds but also plays a role in transforming energy from food into a usable form for cells. By accepting electrons, FAD helps maintain the flow of electrons through the electron transport chain, which is a cornerstone process in cellular respiration.

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Most popular questions from this chapter

Fumarate produced in step 6 of the citric acid cycle must have a trans double bond to continue on in the cycle. Suggest a reason why the corresponding cis double-bond isomer cannot continue in the cycle.

The following reactions occur during the catabolism of acetyl-CoA. Which are exergonic? Which is endergonic? Which reaction produces a phosphate that later yields energy by giving up a phosphate group? (a) Succinyl-CoA \(+\mathrm{GDP}+\) Phosphate \(\left(\mathrm{P}_{\mathrm{i}}\right) \rightarrow\) $$ \text { Succinate }+\mathrm{CoA}-\mathrm{SH}+\mathrm{GTP}+\mathrm{H}_{2} \mathrm{O} $$ \(\Delta G=-1.67 \mathrm{~kJ} / \mathrm{mol}\) (b) Acetyl-CoA \(+\) Oxaloacetate \(\rightarrow\) Citrate \(+\) CoA-SH \(\Delta G=-33.5 \mathrm{~kJ} / \mathrm{mol}\) (c) L-Malate \(+\mathrm{NAD}^{+} \rightarrow\) Oxaloacetate \(+\mathrm{NADH}+\mathrm{H}^{+}\) \(\Delta G=+29.7 \mathrm{~kJ} / \mathrm{mol}\)

The reduced coenzymes \(\mathrm{NADH}\) and \(\mathrm{FADH}_{2}\) are oxidized in the ETS. What is the final electron acceptor of the ETS? What is the function of the \(\mathrm{H}^{+}\) ion in ATP synthesis?

Why is \(\Delta G\) a useful quantity for predicting the favorability of biochemical reactions?

The overall equation in this section, $$ 6 \mathrm{CO}_{2}+6 \mathrm{H}_{2} \mathrm{O} \underset{\text { oxidation }}{\stackrel{\text { photosynthesis }}{\rightleftarrows}} \mathrm{C}_{6} \mathrm{H}_{12} \mathrm{O}_{6}+6 \mathrm{O}_{2}, $$ shows the cycle between photosynthesis and oxidation. Pathways operating in opposite directions cannot be exergonic in both directions. (a) Which of the two pathways in this cycle is exergonic and which is endergonic? (b) Where does the energy for the endergonic pathway come from?

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