Any feedback?
Please rate this page
(enzyme.php)
(0/150)

BRENDA support

BRENDA Home
show all | hide all No of entries

Information on EC 1.21.3.1 - isopenicillin-N synthase and Organism(s) Amycolatopsis lactamdurans and UniProt Accession P27744

for references in articles please use BRENDA:EC1.21.3.1
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
EC Tree
IUBMB Comments
Forms part of the penicillin biosynthesis pathway (for pathway, click here).
Specify your search results
Select one or more organisms in this record: ?
This record set is specific for:
Amycolatopsis lactamdurans
UNIPROT: P27744
Show additional data
Do not include text mining results
Include (text mining) results
Include results (AMENDA + additional results, but less precise)
Word Map
The taxonomic range for the selected organisms is: Amycolatopsis lactamdurans
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
isopenicillin n synthase, isopenicillin n synthetase, isopenicillin n-synthase, isopenicillin-n synthase, ipn synthase, isopenicillin-n-synthase, isopenicillin n synthase (cyclase), more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
isopenicillin-N-synthase
-
IPN synthase
-
ATP is not required, and therefore the enzyme should be named IPN synthase rather than IPN synthetase
isopenicillin N synthase
-
-
-
-
isopenicillin N synthase (cyclase)
-
ATP is not required, and therefore the enzyme should be named IPN synthase rather than IPN synthetase
isopenicillin N synthetase
-
-
-
-
synthetase, isopenicillin N (9Cl)
-
-
-
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 = isopenicillin N + 2 H2O
show the reaction diagram
removal of 4 hydrogen atoms to form the 4-membered beta-lactam and the 5-membered thiazolidine ring
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
redox reaction
-
-
-
-
oxidation
-
-
-
-
reduction
-
-
-
-
oxidative cyclization
-
-
SYSTEMATIC NAME
IUBMB Comments
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine:oxygen oxidoreductase (cyclizing)
Forms part of the penicillin biosynthesis pathway (for pathway, click here).
CAS REGISTRY NUMBER
COMMENTARY hide
78642-31-6
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2
isopenicillin N + H2O
show the reaction diagram
-
-
-
?
delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine + O2
isopenicillin N + H2O
show the reaction diagram
-
-
-
-
r
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2
isopenicillin N + 2 H2O
show the reaction diagram
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2
isopenicillin N + H2O
show the reaction diagram
-
-
-
?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2
isopenicillin N + 2 H2O
show the reaction diagram
-
common step in the biosynthesis of penicillins, cephalosporins and cephamycins
product has antibiotic activity
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Cu2+
-
slight inhibition
D-glucose 6-phosphate
-
strong inhibition
glutathione
-
slight inhibition
Mn2+
-
moderate inhibition
NH4+
-
inhibition of enzyme formation in vivo, no inhibitory effect in vitro
pyruvate
-
slight inhibition
Zn2+
-
moderate inhibition
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ascorbic acid
-
great stimulation
dithiothreitol
-
required, stimulating
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.18
delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine
-
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
IPNS_AMYLA
328
0
37466
Swiss-Prot
-
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
26500
-
gel filtration
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
-
1 * 26500, SDS-PAGE
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis
-
direct enzymic synthesis of antibiotics
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Castro, J.M.; Liras, P.; Laiz, L.; Cortes, J.; Martin, J.F.
Purification and characterization of the isopenicillin N synthase of Streptomyces lactamdurans
J. Gen. Microbiol.
134
133-141
1988
Acremonium chrysogenum, Amycolatopsis lactamdurans, Penicillium chrysogenum
Manually annotated by BRENDA team
Francis, W.R.; Shaner, N.C.; Christianson, L.M.; Powers, M.L.; Haddock, S.H.
Occurrence of isopenicillin-N-synthase homologs in bioluminescent ctenophores and implications for coelenterazine biosynthesis
PLoS ONE
10
e0128742
2015
Acremonium chrysogenum (P05189), Amycolatopsis lactamdurans (P27744), Aspergillus nidulans (P05326), Aspergillus nidulans ATCC 38163 (P05326), Crassostrea gigas (K1QF46), Flavobacterium sp. SC 12154 (P16020), Gordonia rubripertincta, Gordonia rubripertincta NBRC 101908, Lysobacter lactamgenus (Q48739), Mycolicibacterium phlei, Mycolicibacterium phlei RIVM601174, Penicillium chrysogenum (P08703), Streptomyces cattleya (Q53932), Streptomyces clavuligerus (P10621), Streptomyces clavuligerus ATCC 27064 (P10621), Streptomyces griseus (Q54243), Streptomyces jumonjinensis (P18286), Streptomyces microflavus (P12438)
Manually annotated by BRENDA team