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 Primary metabolism: known function
 Example of primary metabolites:
 Pyruvate
 Ethanol
 Lactic acid
 Primary metabolism is used for:
 Growth and development of hyphal structure
 Energy metabolism
 Regulation of metabolism
 Intermediate in biosynthesis of compound
 Widely distributed in nature
 Often lack known function
 Found in few species or genera
 Specialised distribution peculiar to individual species or
small groups of species: idiosynchratic- very unique,
special and specific
 Production of these compounds often after growth has
stopped. Why?
- limitation/nutrients depression
- Contamination- competition
- Fungal cell death due to physical and chemical factors
Primary metabolism Secondary metabolism
Function are known Function are usually unknown- lack
Widely distributed in nature Only found in few species or genera -
idiosynchratic
Usually used for growth, energy and as
intermediate
Produced usually after growth has
stopped
Examples: Pyruvate, lactic acid, ethanol Examples: Penicillin, cephalosporin,
gibberellin, lovastatin
 Some fungi accumulate primary metabolites
 Citric acid
 Fumaric acid
 Ethanol
 Lactic acid
 What are the reasons for interest in secondary
metabolites?
 industries:
i. Antibiotic: Penicillin and cephalosporin
ii. Itaconic acid: textile industries
iii. Gibberellin: plant growth regulator
iv. Animal feed
 Pigment
 Bioluminiscences
 Mycotoxin
 Aflatoxin: attack crops and cereals, by Fusarium.
 Zearalenone: attack animals (poultry and swine)- cause
infertility and abortion. Can be absorbed by human
skin.
 Phytotoxin and plant growth regulators produced by
pathogenic fungi
 HC toxin: attack Zeamays (maize), from Cochliobolus
carbonum, it is a host specific toxin
 Amatoxin: by Amanita phalloides- A subgroup toxin
 Gibberellin and cytokinins: plant growth regulators
 Classified based on 5 main metabolic sources:
1. Amino acid
2. Shikimic acid pathway for biosynthesis of aromatic
amino acid
3. Polyketide biosynthetic pathway from Acetyl CoA
4. Mevalonic pathway from Acetyl CoA
5. Polysaccharides and peptidopolysaccharides
*3 and 4- most involved in production of secondary
metabolites
*amino acid- biosynthetic origins in gycolysis and TCA cycle
 Many Ascomycetes and several bacteria (e.g.,
Streptomyces) make the β-lactam antibiotic, Penicillin
and Cephalosporin.
 Penicillium chrysogenum, Aspergillus nidulans,
Acremonium chrysogenum
 The precursor substrates for biosynthesis β-lactam are
amino acids
- Show the clear interaction of secondary
with primary metabolites.
 Penicillins and cephalopsorins share the initial steps of
their biosynthesis, beginning with Val, Cys and α-
aminoadipic acid.
 These amino acids have their origins in the TCA
 Naturally occurring penicillins produced in the absences of
the side chain precursor supplement in the medium all
contain fatty acid side chains
 Peniciilin F, Penicillin K –derivatives of penicillin with
different side chains
 The evolutionary origin of secondary metabolic
pathway comes from sequence comparisons of the
cloned genes
 The genes cloned from Penicillin chrysogenum,
Aspergillus nidulans, Acremonium chrysogenum
 Revealed in comparison with the analogous genes from
the prokaryotes Streptomyces lipmanii and S.
clavuligerus, striking similarity in both the nucleic
acid and amino acid sequences.
 Common evolutionary origin and cross kingdom
transfer of the genes may have occurred about 370 mil
years ago
 P. chrysogenum produces 17 secondary metabolites
 PATULIN- polyketide-related antibiotic produced by
P. Urticae also known as P. Patulum and P.
griseofulvum
 Biosynthesised by acetate malonate pathway
 Aspergillus flavus and A. parasiticus
 Carcinogenic properties
 Belong to the polyketide family of secondary
metabolites derived from Acetyl CoA
Aspergillus flavus- stained by
lactophenol blue

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Secondary metabolism

  • 1.
  • 2.  Primary metabolism: known function  Example of primary metabolites:  Pyruvate  Ethanol  Lactic acid  Primary metabolism is used for:  Growth and development of hyphal structure  Energy metabolism  Regulation of metabolism  Intermediate in biosynthesis of compound  Widely distributed in nature
  • 3.  Often lack known function  Found in few species or genera  Specialised distribution peculiar to individual species or small groups of species: idiosynchratic- very unique, special and specific  Production of these compounds often after growth has stopped. Why? - limitation/nutrients depression - Contamination- competition - Fungal cell death due to physical and chemical factors
  • 4. Primary metabolism Secondary metabolism Function are known Function are usually unknown- lack Widely distributed in nature Only found in few species or genera - idiosynchratic Usually used for growth, energy and as intermediate Produced usually after growth has stopped Examples: Pyruvate, lactic acid, ethanol Examples: Penicillin, cephalosporin, gibberellin, lovastatin
  • 5.
  • 6.  Some fungi accumulate primary metabolites  Citric acid  Fumaric acid  Ethanol  Lactic acid
  • 7.  What are the reasons for interest in secondary metabolites?  industries: i. Antibiotic: Penicillin and cephalosporin ii. Itaconic acid: textile industries iii. Gibberellin: plant growth regulator iv. Animal feed  Pigment  Bioluminiscences
  • 8.  Mycotoxin  Aflatoxin: attack crops and cereals, by Fusarium.  Zearalenone: attack animals (poultry and swine)- cause infertility and abortion. Can be absorbed by human skin.  Phytotoxin and plant growth regulators produced by pathogenic fungi  HC toxin: attack Zeamays (maize), from Cochliobolus carbonum, it is a host specific toxin  Amatoxin: by Amanita phalloides- A subgroup toxin  Gibberellin and cytokinins: plant growth regulators
  • 9.  Classified based on 5 main metabolic sources: 1. Amino acid 2. Shikimic acid pathway for biosynthesis of aromatic amino acid 3. Polyketide biosynthetic pathway from Acetyl CoA 4. Mevalonic pathway from Acetyl CoA 5. Polysaccharides and peptidopolysaccharides *3 and 4- most involved in production of secondary metabolites *amino acid- biosynthetic origins in gycolysis and TCA cycle
  • 10.  Many Ascomycetes and several bacteria (e.g., Streptomyces) make the β-lactam antibiotic, Penicillin and Cephalosporin.  Penicillium chrysogenum, Aspergillus nidulans, Acremonium chrysogenum  The precursor substrates for biosynthesis β-lactam are amino acids - Show the clear interaction of secondary with primary metabolites.
  • 11.  Penicillins and cephalopsorins share the initial steps of their biosynthesis, beginning with Val, Cys and α- aminoadipic acid.  These amino acids have their origins in the TCA  Naturally occurring penicillins produced in the absences of the side chain precursor supplement in the medium all contain fatty acid side chains  Peniciilin F, Penicillin K –derivatives of penicillin with different side chains
  • 12.  The evolutionary origin of secondary metabolic pathway comes from sequence comparisons of the cloned genes  The genes cloned from Penicillin chrysogenum, Aspergillus nidulans, Acremonium chrysogenum  Revealed in comparison with the analogous genes from the prokaryotes Streptomyces lipmanii and S. clavuligerus, striking similarity in both the nucleic acid and amino acid sequences.
  • 13.  Common evolutionary origin and cross kingdom transfer of the genes may have occurred about 370 mil years ago  P. chrysogenum produces 17 secondary metabolites  PATULIN- polyketide-related antibiotic produced by P. Urticae also known as P. Patulum and P. griseofulvum  Biosynthesised by acetate malonate pathway
  • 14.  Aspergillus flavus and A. parasiticus  Carcinogenic properties  Belong to the polyketide family of secondary metabolites derived from Acetyl CoA Aspergillus flavus- stained by lactophenol blue