BRENDA - Enzyme Database show
show all sequences of 1.21.3.1

Isopenicillin N synthase mediates thiolate oxidation to sulfenate in a depsipeptide substrate analogue: implications for oxygen binding and a link to nitrile hydratase?

Ge, W.; Clifton, I.J.; Stok, J.E.; Adlington, R.M.; Baldwin, J.E.; Rutledge, P.J.; J. Am. Chem. Soc. 130, 10096-10102 (2008)

Data extracted from this reference:

Crystallization (Commentary)
Crystallization
Organism
the crystal structures of isopenicillin N synthase in complex with L-alpha-aminoadipoyl-L-cysteine (1-(S)-carboxy-2-thiomethyl)ethyl ester and FeII exposed to O2 and unexposed to O2 are determined to 1.4 and 1.8 A resolutions, respectively
Aspergillus nidulans
Metals/Ions
Metals/Ions
Commentary
Organism
Structure
Iron
-
Aspergillus nidulans
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
L-alpha-aminoadipoyl-L-cysteinyl-D-valine + O2
Aspergillus nidulans
-
isopenicillin N + 2 H2O
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Aspergillus nidulans
-
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
delta-L-alpha-aminoadipoyl-L-cysteine (1-(S)-carboxy-2-thiomethyl)ethyl ester + O2
substrate analogue
698457
Aspergillus nidulans
? + H2O
-
-
-
?
L-alpha-aminoadipoyl-L-cysteinyl-D-valine + O2
-
698457
Aspergillus nidulans
isopenicillin N + 2 H2O
-
-
-
?
additional information
iron-mediated conversion of metal-bound thiolate to sulfenate in crystallographic studies
698457
Aspergillus nidulans
?
-
-
-
-
Crystallization (Commentary) (protein specific)
Crystallization
Organism
the crystal structures of isopenicillin N synthase in complex with L-alpha-aminoadipoyl-L-cysteine (1-(S)-carboxy-2-thiomethyl)ethyl ester and FeII exposed to O2 and unexposed to O2 are determined to 1.4 and 1.8 A resolutions, respectively
Aspergillus nidulans
Metals/Ions (protein specific)
Metals/Ions
Commentary
Organism
Structure
Iron
-
Aspergillus nidulans
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
L-alpha-aminoadipoyl-L-cysteinyl-D-valine + O2
Aspergillus nidulans
-
isopenicillin N + 2 H2O
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
delta-L-alpha-aminoadipoyl-L-cysteine (1-(S)-carboxy-2-thiomethyl)ethyl ester + O2
substrate analogue
698457
Aspergillus nidulans
? + H2O
-
-
-
?
L-alpha-aminoadipoyl-L-cysteinyl-D-valine + O2
-
698457
Aspergillus nidulans
isopenicillin N + 2 H2O
-
-
-
?
additional information
iron-mediated conversion of metal-bound thiolate to sulfenate in crystallographic studies
698457
Aspergillus nidulans
?
-
-
-
-
Other publictions for EC 1.21.3.1
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
744719
McNeill
Terminally truncated isopenic ...
Aspergillus nidulans, Aspergillus nidulans ATCC 38163
Chemistry
23
12815-12824
2017
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11
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745172
Tamanaha
Spectroscopic evidence for th ...
Aspergillus nidulans
J. Am. Chem. Soc.
138
8862-8874
2016
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746185
Francis
Occurrence of isopenicillin-N ...
Acremonium chrysogenum, Amycolatopsis lactamdurans, Aspergillus nidulans, Aspergillus nidulans ATCC 38163, Crassostrea gigas, Flavobacterium sp. SC 12154, Gordonia rubripertincta, Gordonia rubripertincta NBRC 101908, Lysobacter lactamgenus, Mycolicibacterium phlei, Mycolicibacterium phlei RIVM601174, Penicillium chrysogenum, Streptomyces cattleya, Streptomyces clavuligerus, Streptomyces clavuligerus ATCC 27064, Streptomyces griseus, Streptomyces jumonjinensis, Streptomyces microflavus
PLoS ONE
10
e0128742
2015
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18
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22
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18
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745018
Wang
The autophagy-related gene Ac ...
Acremonium chrysogenum, Acremonium chrysogenum 3.3795
Fungal Genet. Biol.
69
65-74
2014
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1
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746275
Kurzatkowski
Compartmentalization in penic ...
Penicillium chrysogenum, Penicillium chrysogenum PQ-96
Pol. J. Microbiol.
63
399-408
2014
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727318
Daruzzaman
The interaction of isopenicill ...
Aspergillus nidulans, Aspergillus nidulans ATCC 38163
ChemBioChem
14
599-606
2013
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1
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727523
Clifton
The crystal structure of an is ...
Aspergillus nidulans, Aspergillus nidulans ATCC 38163
FEBS Lett.
587
2705-2709
2013
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1
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728275
Roelofs
A functional isopenicillin N s ...
Folsomia candida
Mol. Biol. Evol.
30
541-548
2013
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726805
Clifton
The crystal structure of isope ...
Aspergillus nidulans, Aspergillus nidulans ATCC 38163
Arch. Biochem. Biophys.
516
103-107
2011
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714183
Brown-Marshall
Reaction coordinate of isopeni ...
Aspergillus nidulans
Biochemistry
49
1176-1182
2010
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714549
Douma
Dynamic gene expression regula ...
Penicillium chrysogenum
Biotechnol. Bioeng.
106
608-618
2010
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697317
Ge
Structural studies on the reac ...
Aspergillus nidulans
ChemBioChem
10
2025-2031
2009
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1
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700004
Liras
Enzymology of beta-lactam comp ...
Actinomyces sp.
Methods Enzymol.
458
401-429
2009
2
1
1
1
1
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4
3
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1
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5
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1
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3
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1
1
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1
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3
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685812
Gidijala
Production of functionally act ...
Penicillium chrysogenum
BMC Biotechnol.
8
29
2008
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2
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696215
Lundberg
The mechanism for isopenicilli ...
Aspergillus nidulans
Biochemistry
47
1031-1042
2008
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698457
Ge
Isopenicillin N synthase media ...
Aspergillus nidulans
J. Am. Chem. Soc.
130
10096-10102
2008
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672246
Howard-Jones
Interactions of isopenicillin ...
Aspergillus nidulans
Biochemistry
46
4755-4762
2007
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687292
Brown
VTVH-MCD and DFT studies of th ...
Streptomyces microflavus
J. Am. Chem. Soc.
129
7427-7438
2007
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673081
Daruzzaman
Unexpected oxidation of a deps ...
Aspergillus nidulans
Chembiochem
7
351-358
2006
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672029
Long
Structural studies on the reac ...
Aspergillus nidulans
Biochemistry
44
6619-6628
2005
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492265
Ullan
A novel epimerization system i ...
Acremonium chrysogenum, Acremonium chrysogenum C10 / ATCC 48272
J. Biol. Chem.
277
46216-46225
2002
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5
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440329
Loke
Site-directed mutagenesis of p ...
Acremonium chrysogenum
Z. Naturforsch. C
56
413-415
2001
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1
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1
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440326
Loke
PCR cloning, heterologous expr ...
Streptomyces microflavus, Streptomyces microflavus NRRL 3584
Can. J. Microbiol.
46
166-170
2000
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1
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1
2
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4
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1
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Carr
Cloning and expression of the ...
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