Cholesterol synthesis

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Presentation transcript:

Cholesterol synthesis Title slide - cholesterol synthesis

Numbering of cholesterol ring.

The whole molecule showing numbering of substituents..

All the carbons of cholesterol come from acetate.

The branched pathway of isoprenoid metabolism in mammalian cells.

The formation of isopentenyl pyrophosphate.

Making HMG CoA (hydroxymethylglutaryl~CoA).

HMG CoA reductase reaction. The controlling point.

Start with phosphorylations.

More phosphorylations.

Detailed mechanism.

Finally isopentenyl pyrophosphate is the product.

Details on isopentenyl pyrophosphate synthesis.

Condensations to yield the linear C30 squalene.

Condensation to make a C10.

Add another C5 to make a C15.

Then two C15s condense and are transformed into the C30 squalene.

The squalene then cyclizies.

How the linear compound is arranged to cyclize.

Details on the two C15s condensing.

The cyclization to yield lanosterol.

Cyclization scheme.

Further reactions of lanosterol.

More.

Finally cholesterol.

The 19 reactions between lanosterol and cholesterol The 19 reactions between lanosterol and cholesterol. The good news is that you don’t have to memorize the pathway.