Organic: lanosterol Biosynthetic Cyclization

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In summary, the conversation discusses the biosynthetic cyclization of oxidosqualene catalyzed by oxidosqualene cyclase, which leads to the production of lanosterol. The process begins with a protonation step, and the flow of electrons can be indicated by starting a curved arrow at a bond or unshared electron pair and ending at an atom. It is suggested to count the hydrogens on each carbon as a possible starting point for determining the electron flow.
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whatlifeforme
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This is a tough one!

Shown is the biosynthetic cyclization of oxidosqualene catalyzed by oxidosqualene cyclase (OSC) leading to lanosterol as the final product.

The reaction starts with a protononation step as shown. Indicate the flow of electrons after the initial protonation step leading to the product given.

Indicate the flow of electrons by starting your curved arrow at a bond or unshared electron pair.
In this question, the endpoint of your curved arrow will be an atom.
You should be able to find appropriate hot spots in the drawing.

[PLAIN]http://owl.cengage.com/mediaarchives/OrgChemJuly2009/Image/B7.28b.gif
 
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whatlifeforme said:
This is a tough one!

Shown is the biosynthetic cyclization of oxidosqualene catalyzed by oxidosqualene cyclase (OSC) leading to lanosterol as the final product.

The reaction starts with a protononation step as shown. Indicate the flow of electrons after the initial protonation step leading to the product given.

Indicate the flow of electrons by starting your curved arrow at a bond or unshared electron pair.
In this question, the endpoint of your curved arrow will be an atom.
You should be able to find appropriate hot spots in the drawing.

[PLAIN]http://owl.cengage.com/mediaarchives/OrgChemJuly2009/Image/B7.28b.gif[/QUOTE]

One way to start might be to count the hydrogens on each carbon?
 
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1. What is the role of lanosterol in the biosynthetic cyclization process?

Lanosterol is a key intermediate in the biosynthetic pathway of cholesterol. It is converted into cholesterol through a series of enzymatic reactions, and also serves as a precursor for other important molecules such as steroid hormones.

2. How does the biosynthetic cyclization process occur?

The biosynthetic cyclization of lanosterol involves several enzymatic reactions that transform the structure of the molecule, ultimately leading to the formation of cholesterol. These reactions include oxidation, reduction, and rearrangement reactions, which are catalyzed by specific enzymes.

3. What are the potential uses of studying the biosynthetic cyclization of lanosterol?

Understanding the biosynthetic cyclization of lanosterol can provide insights into the production of cholesterol and other important molecules in the body. It can also help in the development of new drugs targeting this pathway, as well as in identifying potential biomarkers for certain diseases.

4. Can the biosynthetic cyclization process be manipulated or inhibited?

Yes, the biosynthetic cyclization of lanosterol can be manipulated or inhibited through the use of specific enzymes or drugs. This can have potential therapeutic applications, such as in treating hypercholesterolemia.

5. Are there any other important molecules involved in the biosynthetic cyclization of lanosterol?

Yes, aside from lanosterol, other important molecules such as squalene and oxidosqualene also play a crucial role in the biosynthetic cyclization process. These molecules act as intermediates and are also converted into other important molecules in the body.

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