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Literature summary for 1.21.3.1 extracted from

  • Kreisberg-Zakarin, R.; Borovok, I.; Yanko, M.; Aharonowitz, Y.; Cohen, G.
    Recent advances in the structure and function of isopenicillin N synthase (1999), Antonie van Leeuwenhoek, 75, 33-39.
    View publication on PubMed

Activating Compound

Activating Compound Comment Organism Structure
O2 required Aspergillus nidulans
O2 required Acremonium chrysogenum
O2 required Streptomyces jumonjinensis

Crystallization (Commentary)

Crystallization (Comment) Organism
structure analysis Aspergillus nidulans

Protein Variants

Protein Variants Comment Organism
D214H site-directed mutagenesis, complete inactive enzyme Streptomyces jumonjinensis
additional information exchange of Asp214 and His268, and exchange of Asp214 and His 212 by site-directed mutagenesis leads to completely inactive enzymes Streptomyces jumonjinensis

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ required Aspergillus nidulans
Fe2+ required Acremonium chrysogenum
Fe2+ required Streptomyces jumonjinensis
Fe2+ iron-binding motif Streptomyces jumonjinensis
Fe2+ structure of the Fe2+ active site and endogenous ligands Aspergillus nidulans
Fe2+ structure of the Fe2+ active site and endogenous ligands Acremonium chrysogenum
Fe2+ structure of the Fe2+ active site and endogenous ligands Streptomyces jumonjinensis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 Aspergillus nidulans common step in the biosynthesis of penicillins, cephalosporins and cephamycins isopenicillin N + 2 H2O product has antibiotic activity ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 Acremonium chrysogenum common step in the biosynthesis of penicillins, cephalosporins and cephamycins isopenicillin N + 2 H2O product has antibiotic activity ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 Streptomyces jumonjinensis common step in the biosynthesis of penicillins, cephalosporins and cephamycins isopenicillin N + 2 H2O product has antibiotic activity ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 Aspergillus nidulans key enzyme of the biosynthetic pathway isopenicillin N + 2 H2O product has antibiotic activity ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 Acremonium chrysogenum key enzyme of the biosynthetic pathway isopenicillin N + 2 H2O product has antibiotic activity ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 Streptomyces jumonjinensis key enzyme of the biosynthetic pathway isopenicillin N + 2 H2O product has antibiotic activity ?

Organism

Organism UniProt Comment Textmining
Acremonium chrysogenum
-
-
-
Aspergillus nidulans
-
-
-
Aspergillus nidulans P05326
-
-
Streptomyces jumonjinensis
-
-
-

Reaction

Reaction Comment Organism Reaction ID
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 = isopenicillin N + 2 H2O structure and mechanism Aspergillus nidulans
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 = isopenicillin N + 2 H2O structure and mechanism Acremonium chrysogenum
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 = isopenicillin N + 2 H2O structure and mechanism Streptomyces jumonjinensis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2
-
Aspergillus nidulans isopenicillin N + 2 H2O
-
?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2
-
Acremonium chrysogenum isopenicillin N + 2 H2O
-
?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2
-
Streptomyces jumonjinensis isopenicillin N + 2 H2O
-
?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 common step in the biosynthesis of penicillins, cephalosporins and cephamycins Aspergillus nidulans isopenicillin N + 2 H2O product has antibiotic activity ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 common step in the biosynthesis of penicillins, cephalosporins and cephamycins Acremonium chrysogenum isopenicillin N + 2 H2O product has antibiotic activity ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 common step in the biosynthesis of penicillins, cephalosporins and cephamycins Streptomyces jumonjinensis isopenicillin N + 2 H2O product has antibiotic activity ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 key enzyme of the biosynthetic pathway Aspergillus nidulans isopenicillin N + 2 H2O product has antibiotic activity ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 key enzyme of the biosynthetic pathway Acremonium chrysogenum isopenicillin N + 2 H2O product has antibiotic activity ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 key enzyme of the biosynthetic pathway Streptomyces jumonjinensis isopenicillin N + 2 H2O product has antibiotic activity ?

Synonyms

Synonyms Comment Organism
IPNS
-
Aspergillus nidulans
IPNS
-
Acremonium chrysogenum
IPNS
-
Streptomyces jumonjinensis