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Literature summary for 1.21.3.1 extracted from

  • Liras, P.; Demain, A.L.
    Enzymology of beta-lactam compounds with cephem structure produced by actinomycete (2009), Methods Enzymol., 458, 401-429.
    View publication on PubMed

Activating Compound

Activating Compound Comment Organism Structure
ascorbate reducing agent stimulates IPNS activity Actinomyces sp.
DTT reducing agent stimulates IPNS activity Actinomyces sp.

Application

Application Comment Organism
biotechnology production of beta-lactam antibiotics Actinomyces sp.

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Actinomyces sp.

Crystallization (Commentary)

Crystallization (Comment) Organism
crystal structure of the enzyme reveals that the active site of IPNS is buried in a characteristic jelly-roll motif that has been found in other oxygenases Actinomyces sp.

Protein Variants

Protein Variants Comment Organism
Q230L mutant of IPNS shows diminished enzyme activity, residue is highly conserved among dioxygenases and proximal to the active site, is the fourth ligand for the Fe2+ atom Actinomyces sp.

Inhibitors

Inhibitors Comment Organism Structure
Co2+ inhibition of IPNS activity Actinomyces sp.
Mn2+ inhibition of IPNS activity Actinomyces sp.
N-ethylmaleimide thiol-specific inhibitor of IPNS Actinomyces sp.
Zn2+ inhibition of IPNS activity Actinomyces sp.

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine Km values for ACV exhibit for different cyclases are on the order of 0.2-0.3 mM Actinomyces sp.
0.18
-
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine
-
Actinomyces sp.
3.6
-
phenylacetyl-L-cysteinyl-D-valine
-
Actinomyces sp.

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ IPNS is iron-dependent Actinomyces sp.

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
adipyl-L-cysteinyl-D-valine + ? Actinomyces sp.
-
N-(4-carboxybutyl)penicillin + 2 H2O
-
?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 Actinomyces sp. IPNSs are nonheme iron-dependent oxygenases that catalyze cyclization isopenicillin N + 2 H2O
-
?
phenylacetyl-L-cysteinyl-D-valine + O2 Actinomyces sp.
-
penicillin G + 2 H2O
-
?

Organism

Organism UniProt Comment Textmining
Actinomyces sp.
-
-
-

Purification (Commentary)

Purification (Comment) Organism
gel filtration Actinomyces sp.

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
adipyl-L-cysteinyl-D-valine + ?
-
Actinomyces sp. N-(4-carboxybutyl)penicillin + 2 H2O
-
?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 IPNSs are nonheme iron-dependent oxygenases that catalyze cyclization Actinomyces sp. isopenicillin N + 2 H2O
-
?
phenylacetyl-L-cysteinyl-D-valine + O2
-
Actinomyces sp. penicillin G + 2 H2O
-
?

Synonyms

Synonyms Comment Organism
IPN cyclase
-
Actinomyces sp.
IPN synthase
-
Actinomyces sp.
IPNS
-
Actinomyces sp.
isopenicillin N synthase
-
Actinomyces sp.