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Literature summary for 5.1.1.17 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

Application

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

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.3
-
isopenicillin N
-
Actinomyces sp.
0.78
-
Penicillin N
-
Actinomyces sp.

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
50000
-
SDS-PAGE Actinomyces sp.

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
isopenicillin N Actinomyces sp. enzyme epimerizes the side chain of alpha-aminoadipic acid in isopenicillin N from the L- to the D-configuration, this is an important step since the next enzyme in the pathway, DAOCS, is unable to use isopenicillin N as substrate, in spite of the apparent minor structural difference between the two molecules penicillin N
-
r

Organism

Organism UniProt Comment Textmining
Actinomyces sp.
-
-
-

Purification (Commentary)

Purification (Comment) Organism
by anion exchange chromatography, purified IPN epimerase is able to act in both orientations, leading in vitro to an equimolecular mixture of isopenicillin N and penicillin N Actinomyces sp.

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
isopenicillin N enzyme epimerizes the side chain of alpha-aminoadipic acid in isopenicillin N from the L- to the D-configuration, this is an important step since the next enzyme in the pathway, DAOCS, is unable to use isopenicillin N as substrate, in spite of the apparent minor structural difference between the two molecules Actinomyces sp. penicillin N
-
r

Synonyms

Synonyms Comment Organism
isopenicillin N epimerase
-
Actinomyces sp.
PenN epimerase
-
Actinomyces sp.

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8.3
-
isopenicillin N epimerase, standard assay mixture contains 1.4 mM isopenicillin N or penicillin N, 0.2 mM dithiothreitol, 0.1 mM pyridoxal phosphate and 50 mM pyrophosphate Actinomyces sp.

Cofactor

Cofactor Comment Organism Structure
pyridoxal 5'-phosphate cofactor of isopenicillin N epimerase is essential for activity and is supposed to bind the conserved amino acid sequence SXHKXL Actinomyces sp.