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Index 2,3-Oxidosqualene

(S)-2,3-Oxidosqualene ((S)-2,3-epoxysqualene) is an intermediate in the synthesis of the cell membrane sterol precursors lanosterol and cycloartenol, as well as saponins. [1]

12 relations: Cell membrane, Cholesterol, Cycloartenol, Lanosterol, Lanosterol synthase, Oxidosqualene cyclase, Redox, Saponin, Squalene, Squalene monooxygenase, Stereoisomerism, Substrate (chemistry).

Cell membrane

The cell membrane (also known as the plasma membrane or cytoplasmic membrane, and historically referred to as the plasmalemma) is a biological membrane that separates the interior of all cells from the outside environment (the extracellular space).

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Cholesterol (from the Ancient Greek chole- (bile) and stereos (solid), followed by the chemical suffix -ol for an alcohol) is an organic molecule.

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Cycloartenol is an important triterpenoid of the sterol class which is found in plants.

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Lanosterol is a tetracyclic triterpenoid and is the compound from which all animal and fungal steroids are derived.

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Lanosterol synthase

Lanosterol synthase is an oxidosqualene cyclase (OSC) enzyme that converts (S)-2,3-oxidosqualene to a protosterol cation and finally to lanosterol.

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Oxidosqualene cyclase

Oxidosqualene cyclases (OSC) are enzymes involved in cyclization reactions of 2,3-oxidosqualene to form sterols or triterpenes.

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Redox (short for reduction–oxidation reaction) (pronunciation: or) is a chemical reaction in which the oxidation states of atoms are changed.

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Saponins are a class of chemical compounds found in particular abundance in various plant species.

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Squalene is a natural 30-carbon organic compound originally obtained for commercial purposes primarily from shark liver oil (hence its name, as Squalus is a genus of sharks), although plant sources (primarily vegetable oils) are now used as well, including amaranth seed, rice bran, wheat germ, and olives.

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Squalene monooxygenase

Squalene monooxygenase (also called squalene epoxidase) is an enzyme that uses NADPH and molecular oxygen to oxidize squalene to 2,3-oxidosqualene (squalene epoxide).

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In stereochemistry, stereoisomers are isomeric molecules that have the same molecular formula and sequence of bonded atoms (constitution), but differ in the three-dimensional orientations of their atoms in space.

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Substrate (chemistry)

In chemistry, a substrate is typically the chemical species being observed in a chemical reaction, which reacts with a reagent to generate a product.

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Redirects here:

2,3-Squalene oxide, 2,3-oxidosqualene, 2,3-squalene oxide, Squalene oxide.


[1] https://en.wikipedia.org/wiki/2,3-Oxidosqualene

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