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  • Ergosterol

    Ergosterol

    • Ergosterol
      Ergosterol structure.svg
      Ball-and-stick model of ergosterol
      Names
      IUPAC name
      ergosta-5,7,22-trien-3β-ol
      Identifiers
      57-87-4 YesY
      3D model (Jmol) Interactive image
      ChEBI CHEBI:16933 YesY
      ChEMBL ChEMBL1232562 N
      ChemSpider 392539 YesY
      ECHA InfoCard 100.000.320
      EC Number 200-352-7
      MeSH Ergosterol
      PubChem 444679
      UNII Z30RAY509F YesY
      Properties
      C28H44O
      Molar mass 396.65 g/mol
      Melting point 160 °C (320 °F; 433 K)
      Boiling point 250 °C (482 °F; 523 K)
      -279.6·10−6 cm3/mol
      Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
      N  (what is YesYN ?)
      Infobox references

      Ergosterol (ergosta-5,7,22-trien-3β-ol) is a sterol found in cell membranes of fungi and protozoa, serving many of the same functions that cholesterol serves in animal cells. Because many fungi and protozoa cannot survive without ergosterol, the enzymes that create it have become important targets for drug discovery. Ergosterol is a provitamin form of vitamin D2; exposure to ultraviolet (UV) light causes a chemical reaction that produces vitamin D2.

      Ergosterol (ergosta-5,7,22-trien-3β-ol) is a sterol found in fungi, and named for ergot, the common name of members of the fungal genus Claviceps from which ergosterol was first isolated. Ergosterol is a component of yeast and other fungal cell membranes, serving many of the same functions that cholesterol serves in animal cells. Its specificity in higher fungi is thought to be related to the climatic instabilities (highly varying humidity and moisture conditions) encountered by these organisms in their typical ecological niches (plant and animal surfaces, soil). Thus, despite the added energy requirements of ergosterol synthesis (if compared to cholesterol), ergosterol is thought to have evolved as a nearly ubiquitous, evolutionarily advantageous fungal alternative to cholesterol.

      Because ergosterol is present in cell membranes of fungi, yet absent in those of animals, it is a useful target for antifungal drugs. Ergosterol is also present in the cell membranes of some protists, such as trypanosomes. This is the basis for the use of some antifungals against West African sleeping sickness.



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