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Literature summary for 1.21.3.1 extracted from

  • Rowe, C.J.; Shorrock, C.P.; Claridge, T.D.W.; Sutherland, J.D.
    Analysis of the conversion of d-(L-alpha-aminoadipoyl)-L-cysteinyl-D-a-aminobutyrate by active-site mutants of Aspergillus nidulans isopenicillin N synthase (1998), Chem. Biol., 5, 229-239.
    View publication on PubMed
Search for more literature for 1.21.3.1

Activating Compound

Activating Compound Comment Organism Structure
ascorbic acid
-
 Aspergillus nidulans
dithiothreitol
-
 Aspergillus nidulans
O2 required Aspergillus nidulans

Cloned(Commentary)

Cloned (Comment) Organism
expression of wild-type and mutants as maltose-binding fusion proteins in Escherichia coli Aspergillus nidulans

Protein Variants

Protein Variants Comment Organism
L223A reduced activity with N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine, delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-alpha-aminobutyrate is a poor substrate Aspergillus nidulans
L223I reduced activity with N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine, product spectrum differs from that of the wild-type with delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-alpha-aminobutyrate as substrate Aspergillus nidulans
L223V reduced activity with N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine, product spectrum differs from that of the wild-type with delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-alpha-aminobutyrate as substrate Aspergillus nidulans

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+
-
 Aspergillus nidulans

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 catalytic reaction is under steric regulation isopenicillin N + 2 H2O product has antibiotic activity ?
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 ?

Organism

Organism UniProt Comment Textmining
Aspergillus nidulans
-
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant wild-type and mutants from Escherichia coli Aspergillus nidulans

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
a
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 = isopenicillin N + 2 H2O catalytic reaction is under steric regulation Aspergillus nidulans
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-alpha-aminobutyrate + O2 wild-type and mutants, reaction mechanism Aspergillus nidulans ?
-
 ir
additional information delta-(L-alpha-aminoadipoyl)-L-cysteinyl-D-alpha-aminobutyrate as substrate is converted to 3 different products: an alpha- and a beta-methyl-penam, and a cepham Aspergillus nidulans ?
-
 ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 catalytic reaction is under steric regulation Aspergillus nidulans isopenicillin N + 2 H2O
-
 ?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 catalytic reaction is under steric regulation 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 Aspergillus nidulans isopenicillin N + 2 H2O product has antibiotic activity ?

Synonyms

Synonyms Comment Organism
IPNS
-
 Aspergillus nidulans

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
27
-
 assay at Aspergillus nidulans