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BIOSYNTHESIS OF ERGOSTEROL
Microbial Physiology and
Biochemistry
Presented by:
Suby Mon Benny (20LS601032)
Submitted to:
Dr. Sangeetha Menon
WHAT IS ERGOSTEROL ?
• It is present in ergot (hence its nomenclature), yeast and the mould
Neurospora.
• Its parent hydrocarbon is ergostane, C28H50.
• Ergosterol has a molecular formula, C28H43OH with one OH group at
C3 and 3 double bonds at C5, C7 and C22.
• It is also optically active.
• Rupture of the ring B by UV radiation produces vitamin D2 which is
chemically known as ergocalciferol. Source: Principles of Biochemistry by
Lehninger
IMPORTANCE OF ERGOSTEROL
• It is a component of yeast and other fungal cell membranes,
serving the same functions that cholesterol serves in animal
cells.
• It is a useful target for antifungal drugs.
• Amphotericin B, an antifungal drug, targets ergosterol.
• Ergosterol is a biological precursor of vitamin D2.
• Exposure to ultraviolet light causes a photochemical reaction
that converts ergosterol to ergocalciferol.
SYNTHESIS OF ERGOSTEROL
Lanosterol
4,4-Dimethyl trienol
• The major target of azole antifungal drugs is lanosterol 14-alpha demethylase, a member of
the cytochrome P450 family known as Erg11 protein in many fungal species.
• Squalene epoxidase (Erg1p in S. cerevisiae) is the specific target of allylamine drugs such as
terbinafine.
• Amphotericin B, an antifungal drug, targets ergosterol. It binds physically to ergosterol within
the membrane, thus creating a polar pore in fungal membranes.
• Amphotericin B has been replaced by safer agents in most circumstances.
• Some protozoa, including Trichomonas and Leishmania are inhibited by drugs that target
ergosterol synthesis and function.
ERGOSTEROL AS A TARGET FOR
ANTIFUNGAL AND ANTIPROTOZOAL DRUGS
TIME TO BRUSH UP
Acetyl Co A
Mevalonate
Acetoacetyl Co A
Geranyl
Diphosphate
Squalene Lanosterol
Zymosterol Episterol Ergosterol
Source: PubChem
Database
MY REFERENCES
• Joffrion, Cushion; Sterol biosynthesis and sterol uptake in the fungal
pathogen Pneumocystis carinii; FEMS Microbiology letters; Volume 311,
Issue 1 October 2010, Pg 1-9:
• http://en.Wikipedia.org/wiki/Ergosterol#
• Satyanarayana, Chakrapani; Biochemistry; Books and Allied (P) Ltd; 3rd
edition; Pg 38-39:
• https://pubchem.ncbi.nlm.nih.gov/
• https://pathway.yeastgenome.org/cytoscape-
js/ovsubset.html?orgid=YEAST&pwys=PWY3O-31704

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Biosynthesis of ergosterol

  • 1. BIOSYNTHESIS OF ERGOSTEROL Microbial Physiology and Biochemistry Presented by: Suby Mon Benny (20LS601032) Submitted to: Dr. Sangeetha Menon
  • 2. WHAT IS ERGOSTEROL ? • It is present in ergot (hence its nomenclature), yeast and the mould Neurospora. • Its parent hydrocarbon is ergostane, C28H50. • Ergosterol has a molecular formula, C28H43OH with one OH group at C3 and 3 double bonds at C5, C7 and C22. • It is also optically active. • Rupture of the ring B by UV radiation produces vitamin D2 which is chemically known as ergocalciferol. Source: Principles of Biochemistry by Lehninger
  • 3. IMPORTANCE OF ERGOSTEROL • It is a component of yeast and other fungal cell membranes, serving the same functions that cholesterol serves in animal cells. • It is a useful target for antifungal drugs. • Amphotericin B, an antifungal drug, targets ergosterol. • Ergosterol is a biological precursor of vitamin D2. • Exposure to ultraviolet light causes a photochemical reaction that converts ergosterol to ergocalciferol.
  • 5.
  • 6.
  • 7.
  • 9.
  • 10.
  • 11. • The major target of azole antifungal drugs is lanosterol 14-alpha demethylase, a member of the cytochrome P450 family known as Erg11 protein in many fungal species. • Squalene epoxidase (Erg1p in S. cerevisiae) is the specific target of allylamine drugs such as terbinafine. • Amphotericin B, an antifungal drug, targets ergosterol. It binds physically to ergosterol within the membrane, thus creating a polar pore in fungal membranes. • Amphotericin B has been replaced by safer agents in most circumstances. • Some protozoa, including Trichomonas and Leishmania are inhibited by drugs that target ergosterol synthesis and function. ERGOSTEROL AS A TARGET FOR ANTIFUNGAL AND ANTIPROTOZOAL DRUGS
  • 13. Acetyl Co A Mevalonate Acetoacetyl Co A Geranyl Diphosphate Squalene Lanosterol Zymosterol Episterol Ergosterol Source: PubChem Database
  • 14. MY REFERENCES • Joffrion, Cushion; Sterol biosynthesis and sterol uptake in the fungal pathogen Pneumocystis carinii; FEMS Microbiology letters; Volume 311, Issue 1 October 2010, Pg 1-9: • http://en.Wikipedia.org/wiki/Ergosterol# • Satyanarayana, Chakrapani; Biochemistry; Books and Allied (P) Ltd; 3rd edition; Pg 38-39: • https://pubchem.ncbi.nlm.nih.gov/ • https://pathway.yeastgenome.org/cytoscape- js/ovsubset.html?orgid=YEAST&pwys=PWY3O-31704