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Literature summary 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

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

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
1.21.3.1 structure analysis Aspergillus nidulans

Protein Variants

EC Number Protein Variants Comment Organism
1.21.3.1 D214H site-directed mutagenesis, complete inactive enzyme Streptomyces jumonjinensis
1.21.3.1 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

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

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.21.3.1 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 ?
1.21.3.1 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 ?
1.21.3.1 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 ?
1.21.3.1 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 ?
1.21.3.1 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 ?
1.21.3.1 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

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

Reaction

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

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.21.3.1 N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2
-
 Aspergillus nidulans isopenicillin N + 2 H2O
-
 ?
1.21.3.1 N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2
-
 Acremonium chrysogenum isopenicillin N + 2 H2O
-
 ?
1.21.3.1 N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2
-
 Streptomyces jumonjinensis isopenicillin N + 2 H2O
-
 ?
1.21.3.1 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 ?
1.21.3.1 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 ?
1.21.3.1 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 ?
1.21.3.1 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 ?
1.21.3.1 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 ?
1.21.3.1 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

EC Number Synonyms Comment Organism
1.21.3.1 IPNS
-
 Aspergillus nidulans
1.21.3.1 IPNS
-
 Acremonium chrysogenum
1.21.3.1 IPNS
-
 Streptomyces jumonjinensis