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What is another name for lanosterol?: Exploring its Synonyms and Biosynthesis

3 min read

First isolated from wool grease, the compound lanosterol is a crucial tetracyclic triterpenoid and precursor to all steroids in animals and fungi. It also has a lesser-known, intriguing alternative name: kryptosterol.

Quick Summary

Lanosterol, a tetracyclic triterpenoid, has several scientific and historical synonyms, including kryptosterol. It functions as a vital precursor in the biosynthesis of cholesterol and other steroids, and is a fascinating compound in biochemistry and pharmacology.

Key Points

  • Alternative Names: Lanosterol is also known as kryptosterol, lanosterin, and by several scientific names, including lanosta-8,24-dien-3β-ol.

  • Cholesterol Precursor: It is the key starting material for the biosynthesis of cholesterol in animals and ergosterol in fungi.

  • Biosynthesis Pathway: The compound is synthesized from squalene via the action of the enzyme lanosterol synthase.

  • Pharmacological Interest: Recent research has explored its potential to treat cataracts by reversing protein aggregation, though more research is needed.

  • Chemical Classification: As a tetracyclic triterpenoid, it features a four-ring steroid-like structure and is a type of sterol lipid.

  • Medicinal Connections: Lanosterol levels are affected by statins, reflecting the broader impact on the cholesterol synthesis pathway.

  • Plant Counterpart: Its role in animals and fungi is mirrored by cycloartenol, the precursor to steroids in plants.

In This Article

The Many Names of Lanosterol

While lanosterol is its most common and recognized name, this important biological molecule goes by several aliases, depending on context, age of discovery, and the specific field of science. These different names and synonyms are a reflection of its diverse history and complex chemical structure. A notable and somewhat mysterious alternative name is kryptosterol, which is mentioned in historical and chemical literature. This name hints at the molecule's obscure origins and its foundational role in the steroid pathway.

Scientific and IUPAC Naming

For chemists and biochemists, the systematic naming of lanosterol provides precise details about its chemical structure.

  • Formal Name: The CAS Registry and other technical data often list lanosta-8,24-dien-3β-ol. This name precisely describes the location of its double bonds and hydroxyl group. It also acknowledges the core lanostane structure.
  • Other Synonyms: Several other synonyms are used in scientific databases and chemical supplier catalogs. These include:
    • 3β-Hydroxy-8,24-lanostadiene
    • 8,24-Lanostadien-3β-ol
    • Lanosterin
    • Lanster
    • NSC 60677

The Biosynthesis of Lanosterol

Lanosterol's significance stems from its role as a key intermediate in the biosynthesis of steroids. In vertebrates and fungi, it serves as the central hub from which a wide array of other steroids, including cholesterol, are created. The pathway that produces lanosterol is a testament to the intricate and efficient processes of cellular biochemistry.

The Lanosterol Synthase Enzyme

At the heart of lanosterol's synthesis lies a remarkable enzyme known as lanosterol synthase (LSS). This enzyme catalyzes the cyclization of 2,3-oxidosqualene, a linear precursor, into the polycyclic structure of lanosterol. A mutation in the gene encoding this enzyme can severely impact steroid production. This critical step marks the conversion from a linear terpene to the more complex steroid structure.

Lanosterol's Role in Pharmacology

Beyond its foundational role in biochemistry, lanosterol has also attracted attention in pharmacology, particularly in ophthalmology. A 2015 study by Zhang et al. at the University of California, San Diego, found that lanosterol could be involved in the genetics of cataracts. They found that lanosterol treatment in cells and animal models could reduce the aggregation of proteins in the lens, a process that causes cataracts. This groundbreaking research has sparked interest in lanosterol's potential as a non-invasive treatment for this common condition.

Additionally, lanosterol levels in the body can be affected by certain medications. For example, statins, which are used to lower cholesterol, can also reduce lanosterol levels, reflecting their impact on the broader cholesterol synthesis pathway.

Structural Characteristics

Lanosterol's structure is defined by its four-ring configuration, which is a hallmark of sterol lipids. Its chemical formula is C₃₀H₅₀O, and it is classified as a tetracyclic triterpenoid. The presence of double bonds and a hydroxyl group gives it specific chemical properties that are essential for its function as a biosynthetic precursor.

Comparison of Sterol Precursors

To understand lanosterol's place in the biological world, it's helpful to compare it to other related molecules. A notable parallel exists with cycloartenol, which performs a similar function in plants as lanosterol does in animals and fungi.

Feature Lanosterol Cycloartenol
Organisms Animals, Fungi Plants, Algae
Biosynthesis Precursor to cholesterol and other animal/fungal steroids. Precursor to phytosterols (plant steroids).
Cyclization Enzyme Lanosterol synthase. Cycloartenol synthase.
Intermediate The first steroidal intermediate in its pathway. The first steroidal intermediate in its pathway.
Significance Critical for animal and fungal cell membrane structure and hormone synthesis. Important for plant cell membrane integrity and signaling.

Conclusion

What is another name for lanosterol? The answer is not just one simple synonym but a collection of aliases that reflect its chemical complexity and historical context. From the more obscure kryptosterol to its precise scientific name, lanosta-8,24-dien-3β-ol, each name provides a different lens through which to view this vital molecule. As a foundational precursor for all steroids in the animal and fungal kingdoms, lanosterol's multifaceted role in biochemistry and potential future applications in medicine ensures its continued importance. Its journey from a simple terpene to a complex, four-ring steroid is a classic example of nature's elegant chemical pathways.

For more information on lanosterol, consider visiting Lipotype's detailed breakdown of lanosterol.

Frequently Asked Questions

The formal IUPAC name for lanosterol is lanosta-8,24-dien-3β-ol, which precisely describes its chemical structure.

Yes, lanosterol is a tetracyclic triterpenoid and the precursor from which all steroids in animals and fungi are derived.

The alternative name 'kryptosterol' is a historical moniker for lanosterol, given its fundamental yet once-obscure role in steroid biosynthesis.

Lanosterol is a direct precursor in the biosynthetic pathway that leads to cholesterol and is considered the core structure from which all others are derived.

Lanosterol synthase is the enzyme that catalyzes the cyclization of 2,3-oxidosqualene, initiating the formation of lanosterol.

Lanosterol is the steroid precursor in animals and fungi, while cycloartenol is the equivalent precursor in photosynthetic tissues of plants.

Research has investigated lanosterol's potential in treating cataracts by reversing protein aggregation, though this remains an active area of study.

Lanosterol was originally obtained from lanolin, the wool grease of sheep.

References

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Medical Disclaimer

This content is for informational purposes only and should not replace professional medical advice.