Information on EC 5.2.1.4 - Maleylpyruvate isomerase

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The expected taxonomic range for this enzyme is: Bacteria

EC NUMBER
COMMENTARY
5.2.1.4
-
RECOMMENDED NAME
GeneOntology No.
Maleylpyruvate isomerase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
3-Maleylpyruvate = 3-fumarylpyruvate
show the reaction diagram
; the mechanism of enzymic cis-trans isomerization involves an unstable transition complex of glutathione with maleylpyruvate, rather than the addition of glutathione across the double bond and its subsequent elimination
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
cis-trans-isomerization
-
-
cis-trans-isomerization
-
-
cis-trans-isomerization
-
-
-
cis-trans-isomerization
-
-
double bond
-
PATHWAY
KEGG Link
MetaCyc Link
5-nitroanthranilate degradation
-
gentisate degradation
-
Metabolic pathways
-
Microbial metabolism in diverse environments
-
Tyrosine metabolism
-
SYSTEMATIC NAME
IUBMB Comments
3-Maleylpyruvate cis-trans-isomerase
-
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
3-maleylpyruvate cis-trans-isomerase
Q8NLC1
-
Isomerase, maleylpyruvate
-
-
-
-
maleylpyruvate isomerase
-
-
maleylpyruvate isomerase
-
-
-
maleylpyruvate isomerase
-
-
maleylpyruvate isomerase
Q8NLC1
-
maleylpyruvate isomerase
Corynebacterium glutamicum RES167
-
-
-
MDMPI
Q8NLC1
mycothiol dependent maleylpyruvate isomerase
MPI
-
-
-
-
mycothiol-dependent maleylpyruvate isomerase
-
-
mycothiol-dependent maleylpyruvate isomerase
-
-
-
NagL
-
-
-
ncgl2918 gene
Q8NLC1
-
CAS REGISTRY NUMBER
COMMENTARY
9023-77-2
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
strain CHC
-
-
Manually annotated by BRENDA team
Acinetobacter sp. CHC
strain CHC
-
-
Manually annotated by BRENDA team
strain 4CB/2-1
-
-
Manually annotated by BRENDA team
strain scl-2
-
-
Manually annotated by BRENDA team
Arthrobacter sp. 4CB/2-1
strain 4CB/2-1
-
-
Manually annotated by BRENDA team
strain scl-2
-
-
Manually annotated by BRENDA team
strain 410
-
-
Manually annotated by BRENDA team
Bacillus megaterium 410
strain 410
-
-
Manually annotated by BRENDA team
strain B4
-
-
Manually annotated by BRENDA team
strain PhphXAa-B, strain NP-1,strain SAL-1, strain SAL-6, strain SAL-8, strain SAL-11
-
-
Manually annotated by BRENDA team
strain B4
-
-
Manually annotated by BRENDA team
wild type
Q8NLC1
SWISSPROT
Manually annotated by BRENDA team
wild type; mshA-, mshB-, mshC-, mshD-deletion mutants
Q8NLC1
SWISSPROT
Manually annotated by BRENDA team
basonym Alcaligenes eutrophus
-
-
Manually annotated by BRENDA team
strain 16
-
-
Manually annotated by BRENDA team
Delftia acidovorans 16
strain 16
-
-
Manually annotated by BRENDA team
Geobacillus stearothermophilus 6T-5
strain 6T-5
-
-
Manually annotated by BRENDA team
strain M5a1
-
-
Manually annotated by BRENDA team
Klebsiella pneumoniae M5a1
strain M5a1
-
-
Manually annotated by BRENDA team
strain OA3
-
-
Manually annotated by BRENDA team
Moraxella sp. OA3
strain OA3
-
-
Manually annotated by BRENDA team
strain 3CS
-
-
Manually annotated by BRENDA team
Nocardia sp. 3CS
strain 3CS
-
-
Manually annotated by BRENDA team
Rhodococcus erythropolis S1
strain S1
-
-
Manually annotated by BRENDA team
strain A81
-
-
Manually annotated by BRENDA team
Rhodococcus sp. A81
strain A81
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
3-Maleylpyruvate
3-Fumarylpyruvate
show the reaction diagram
-
-
-
-
3-Maleylpyruvate
3-Fumarylpyruvate
show the reaction diagram
-
-
-
-
3-Maleylpyruvate
3-Fumarylpyruvate
show the reaction diagram
-
-
-
-
3-Maleylpyruvate
3-Fumarylpyruvate
show the reaction diagram
-
-
-
-
3-Maleylpyruvate
3-Fumarylpyruvate
show the reaction diagram
-
-
-
-
3-Maleylpyruvate
3-Fumarylpyruvate
show the reaction diagram
-
-
-
-
?
3-Maleylpyruvate
3-Fumarylpyruvate
show the reaction diagram
-
-
-
-
?
3-Maleylpyruvate
3-Fumarylpyruvate
show the reaction diagram
Acinetobacter sp. CHC, Moraxella sp. OA3, Bacillus megaterium 410, Geobacillus stearothermophilus 6T-5, Rhodococcus sp. A81, Bacillus sp. B4, Nocardia sp. 3CS, Arthrobacter sp. 4CB/2-1, Delftia acidovorans 16
-
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
enzyme of the gentisate pathway
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
enzyme of the gentisate pathway
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
enzyme of the gentisate pathway
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
enzyme of the gentisate pathway
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
mutants lacking maleylpyruvate isomerase accumulate maleylpyruvate when exposed to 3-hydroxybenzoate and growth is inhibited
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
pathway for the degradation of 3,5-xylenol
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
enzyme is involved in the pathway of 2-hydroxybenzoate degradation
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
Rhodococcus erythropolis S1
-
enzyme of the gentisate pathway
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
Pseudomonas putida NCIB9869
-
pathway for the degradation of 3,5-xylenol
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
Klebsiella pneumoniae M5al
-
enzyme of the gentisate pathway, mutants lacking maleylpyruvate isomerase accumulate maleylpyruvate when exposed to 3-hydroxybenzoate and growth is inhibited
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
Klebsiella pneumoniae M5a1
-
enzyme of the gentisate pathway, mutants lacking maleylpyruvate isomerase accumulate maleylpyruvate when exposed to 3-hydroxybenzoate and growth is inhibited
-
-
-
3-maleylpyruvate +
3-fumarylpyruvate
show the reaction diagram
-, Q8NLC1
-
-
-
?
3-maleylpyruvate +
3-fumarylpyruvate
show the reaction diagram
-, Q8NLC1
-
-
-
?
Maleylacetoacetate
?
show the reaction diagram
-
-
-
-
-
Maleylacetoacetate
?
show the reaction diagram
-
very weak activity
-
-
-
Maleylacetoacetate
?
show the reaction diagram
Bacillus megaterium 410
-
-
-
-
-
Maleylacetoacetate
?
show the reaction diagram
Arthrobacter sp. 4CB/2-1
-
very weak activity
-
-
-
Maleylpyruvate
Fumarylpyruvate
show the reaction diagram
-
-
-
-
?
Maleylpyruvate
Fumarylpyruvate
show the reaction diagram
-
-
-
-
?
Maleylpyruvate
Fumarylpyruvate
show the reaction diagram
-
-
-
-
?
Maleylpyruvate
Fumarylpyruvate
show the reaction diagram
-
at pH 8.0
-
-
?
Maleylpyruvate
Fumarylpyruvate
show the reaction diagram
-
-
-
-
?
Maleylpyruvate
Fumarylpyruvate
show the reaction diagram
-
-
-
-
?
Maleylpyruvate
Fumarylpyruvate
show the reaction diagram
Corynebacterium glutamicum RES167
-
-, at pH 8.0
-
-
?
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
3-Maleylpyruvate
3-Fumarylpyruvate
show the reaction diagram
-
-
-
-
?
3-Maleylpyruvate
?
show the reaction diagram
-
enzyme of the gentisate pathway
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
enzyme of the gentisate pathway
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
enzyme of the gentisate pathway
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
enzyme of the gentisate pathway
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
mutants lacking maleylpyruvate isomerase accumulate maleylpyruvate when exposed to 3-hydroxybenzoate and growth is inhibited
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
pathway for the degradation of 3,5-xylenol
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
-
enzyme is involved in the pathway of 2-hydroxybenzoate degradation
-
-
-
3-Maleylpyruvate
3-Fumarylpyruvate
show the reaction diagram
-
-
-
-
?
3-Maleylpyruvate
?
show the reaction diagram
Rhodococcus erythropolis S1
-
enzyme of the gentisate pathway
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
Pseudomonas putida NCIB9869
-
pathway for the degradation of 3,5-xylenol
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
Klebsiella pneumoniae M5al
-
enzyme of the gentisate pathway, mutants lacking maleylpyruvate isomerase accumulate maleylpyruvate when exposed to 3-hydroxybenzoate and growth is inhibited
-
-
-
3-Maleylpyruvate
?
show the reaction diagram
Klebsiella pneumoniae M5a1
-
enzyme of the gentisate pathway, mutants lacking maleylpyruvate isomerase accumulate maleylpyruvate when exposed to 3-hydroxybenzoate and growth is inhibited
-
-
-
Maleylpyruvate
Fumarylpyruvate
show the reaction diagram
Corynebacterium glutamicum, Corynebacterium glutamicum RES167
-
-
-
-
?
COFACTOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
mycothiol
-
dependent on
glutathione
-
dependent on reduced glutathione
additional information
-, Q8NLC1
MSH, mycothiol, 1D-myo-inosityl-1-(N-acetyl-L-cysteinyl)amido-2-deoxy-a-D-glucopyranoside, purified and identified by HPLC and mass spectrometric analysis
-
additional information
-, Q8NLC1
MSH, mycothiol, 1D-myo-inosityl-1-(N-acetyl-L-cysteinyl)amido-2-deoxy-a-D-glucopyranoside
-
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
Zn2+
-, Q8NLC1
activating
Zn2+
-, Q8NLC1
probably required for activity
additional information
-, Q8NLC1
Mg2+, Ca2+, Cu2+, Ni2+, Mn2+ have no effect
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
EDTA
-, Q8NLC1
complete inhibitory at 10 mM
Fe3+
-, Q8NLC1
weak inhibitor
-
iodoacetamide
-
no inhibition
iodoacetamide
-
-
NEM
-
no inhibition
NEM
-
no inhibition
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
EDTA
-, Q8NLC1
weak activator at 1 mM
glutathione
-
reduced glutathione required
glutathione
-
no requirement for reduced glutathione
glutathione
-
no requirement for reduced glutathione
glutathione
-
reduced glutathione required
glutathione
-
no requirement for reduced glutathione
glutathione
-
reduced glutathione required
glutathione
-
no requirement for reduced glutathione
glutathione
-
glutathione-dependent enzyme: strain PhphXAa-B, strain NP-1, glutathione-independent enzyme: strain SAL-1, strain SAL-6, strain SAL-8, strain SAL-11
glutathione
-
reduced glutathione required
glutathione
-
no requirement for reduced glutathione
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
148.4
-
3-Maleylpyruvate
-, Q8NLC1
-
-
0.344
-
Maleylpyruvate
-
mutant enzyme R109A, in 50 mM phosphate buffer, pH 8.0, at 22C
0.346
-
Maleylpyruvate
-
mutant enzyme N108A, in 50 mM phosphate buffer, pH 8.0, at 22C
0.407
-
Maleylpyruvate
-
mutant enzyme H104A, in 50 mM phosphate buffer, pH 8.0, at 22C
0.566
-
Maleylpyruvate
-
wild type enzyme, in 50 mM phosphate buffer, pH 8.0, at 22C
0.69
-
Maleylpyruvate
-
mutant enzyme T11A, in 50 mM phosphate buffer, pH 8.0, at 22C
1.029
-
Maleylpyruvate
-
mutant enzyme R8A, in 50 mM phosphate buffer, pH 8.0, at 22C
2.355
-
Maleylpyruvate
-
mutant enzyme R176A, in 50 mM phosphate buffer, pH 8.0, at 22C
3.339
-
Maleylpyruvate
-
mutant enzyme R8A/R176A, in 50 mM phosphate buffer, pH 8.0, at 22C
6.517
-
Maleylpyruvate
-
mutant enzyme Q49A, in 50 mM phosphate buffer, pH 8.0, at 22C
TURNOVER NUMBER [1/s]
TURNOVER NUMBER MAXIMUM[1/s]
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.54
-
Maleylpyruvate
-
mutant enzyme R109A, in 50 mM phosphate buffer, pH 8.0, at 22C
1.06
-
Maleylpyruvate
-
mutant enzyme R8A/R176A, in 50 mM phosphate buffer, pH 8.0, at 22C
11.11
-
Maleylpyruvate
-
mutant enzyme H104A, in 50 mM phosphate buffer, pH 8.0, at 22C
13.45
-
Maleylpyruvate
-
mutant enzyme Q49A, in 50 mM phosphate buffer, pH 8.0, at 22C
22.59
-
Maleylpyruvate
-
mutant enzyme R8A, in 50 mM phosphate buffer, pH 8.0, at 22C
31.47
-
Maleylpyruvate
-
mutant enzyme N108A, in 50 mM phosphate buffer, pH 8.0, at 22C
51.45
-
Maleylpyruvate
-
mutant enzyme R176A, in 50 mM phosphate buffer, pH 8.0, at 22C
101.3
-
Maleylpyruvate
-
wild type enzyme, in 50 mM phosphate buffer, pH 8.0, at 22C
120.9
-
Maleylpyruvate
-
mutant enzyme T11A, in 50 mM phosphate buffer, pH 8.0, at 22C
kcat/KM VALUE [1/mMs-1]
kcat/KM VALUE [1/mMs-1] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.316
-
Maleylpyruvate
-
mutant enzyme R8A/R176A, in 50 mM phosphate buffer, pH 8.0, at 22C
12833
1.579
-
Maleylpyruvate
-
mutant enzyme R109A, in 50 mM phosphate buffer, pH 8.0, at 22C
12833
2.063
-
Maleylpyruvate
-
mutant enzyme Q49A, in 50 mM phosphate buffer, pH 8.0, at 22C
12833
21.84
-
Maleylpyruvate
-
mutant enzyme R176A, in 50 mM phosphate buffer, pH 8.0, at 22C
12833
21.96
-
Maleylpyruvate
-
mutant enzyme R8A, in 50 mM phosphate buffer, pH 8.0, at 22C
12833
27.31
-
Maleylpyruvate
-
mutant enzyme H104A, in 50 mM phosphate buffer, pH 8.0, at 22C
12833
91.31
-
Maleylpyruvate
-
mutant enzyme N108A, in 50 mM phosphate buffer, pH 8.0, at 22C
12833
175.1
-
Maleylpyruvate
-
mutant enzyme T11A, in 50 mM phosphate buffer, pH 8.0, at 22C
12833
179.1
-
Maleylpyruvate
-
wild type enzyme, in 50 mM phosphate buffer, pH 8.0, at 22C
12833
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
10
-
-
strain RES167-delta-ncg12921 (fragment of DNA encoding for amino acids 52-243 of Ncg12921 deleted)
420
-
-
strain RES167 (restriction-deficient mutant of ATCC13032)
540
-
-
strain RES167-delta-ncg12921/pMXJ19-ncg12921 (fragment of DNA encoding for amino acids 52-243 of Ncg12921 deleted and complementation of Ncg12921 generated by a plasmid carrying Ncg12921)
8700
-
-
recombinant protein expressed in Escherichia coli
additional information
-
-
-
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
7.2
8
-
-
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
5.5
9
-
degradation of isocarbophos and organophosphate pesticides by scl-2
6
7.6
-
activity at pH 6.0 is 60% of the activity at pH 7.6
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
35
-
-
degradation of isocarbophos and organophosphate pesticides by scl-2
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
Klebsiella pneumoniae M5a1, Klebsiella pneumoniae M5al
-
-
-
Manually annotated by BRENDA team
Klebsiella pneumoniae M5a1, Klebsiella pneumoniae M5al
-
-
-
Manually annotated by BRENDA team
PDB
SCOP
CATH
ORGANISM
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
28000
-
-, Q8NLC1
SDS-PAGE, gel filtration
29000
-
-
gel filtration
30000
-
-
gel filtration
32000
-
-
SDS-PAGE
33000
-
-, Q8NLC1
SDS-PAGE
34000
-
-, Q8NLC1
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
monomer
-
1 * 25000, SDS-PAGE
monomer
-, Q8NLC1
1 x 33000, SDS-Page
monomer
-
1 * 30000, SDS-PAGE
monomer
-
1 * 30000, SDS-PAGE
-
Crystallization/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
of the wild type and one mutated enzyme (H52A), enzyme contains two domains
-, Q8NLC1
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
cell extracts are prepared
-
of the recombinant enzyme
-, Q8NLC1
of the recombinant wild type and mutant enzymes
-, Q8NLC1
Ni-NTA column chromatography and gel filtration
-
Ni-NTA agarose column chromatography
-
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
expression in Escherichia coli
-
transformation into Escherichia coli 5K
-
expression in Escherichia coli
-
N-terminal His-tagged wild type enzyme and mutants are expressed in Escherichia coli BL21(DE3) cells
-
expressed in Escherichia coli Rosetta (DE3) pLysS cells
-
ENGINEERING
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
C61A
-, Q8NLC1
site directed mutagenesis
D151A
-, Q8NLC1
site directed mutagenesis, completely inactive
E144A
-, Q8NLC1
site directed mutagenesis, completely inactive
E85A
-, Q8NLC1
site directed mutagenesis
H148A
-, Q8NLC1
site directed mutagenesis, completely inactive
H48A
-, Q8NLC1
site directed mutagenesis
H52A
-, Q8NLC1
site directed mutagenesis, completely inactive
N56A
-, Q8NLC1
site directed mutagenesis, completely inactive
R141A
-, Q8NLC1
site directed mutagenesis, completely inactive
R222A
-, Q8NLC1
site directed mutagenesis, completely inactive
R82A
-, Q8NLC1
site directed mutagenesis, partially inactive
S78A
-, Q8NLC1
site directed mutagenesis, almost completely inactive
W44A
-, Q8NLC1
site directed mutagenesis, completely inactive
Y76A
-, Q8NLC1
site directed mutagenesis, completely inactive
D102A
-
completely inactive
H104A
-
the mutant shows 15.25% catalytic efficiency compared to the wild type enzyme
H38A
-
completely inactive
N108A
-
the mutant shows 50.83% catalytic efficiency compared to the wild type enzyme
P53A
-
completely inactive
Q49A
-
the mutant shows 1.15% catalytic efficiency compared to the wild type enzyme
Q64A
-
completely inactive
R109A
-
the mutant shows 0.88% catalytic efficiency compared to the wild type enzyme
R110A
-
completely inactive
R176A
-
the mutant shows 12.2% catalytic efficiency compared to the wild type enzyme
R8A
-
the mutant shows 12.26% catalytic efficiency compared to the wild type enzyme
R8A/R176A
-
the mutant shows 0.18% catalytic efficiency compared to the wild type enzyme
S9A
-
completely inactive
T11A
-
the mutant shows 97.81% catalytic efficiency compared to the wild type enzyme
D102A
-
completely inactive
-
H104A
-
the mutant shows 15.25% catalytic efficiency compared to the wild type enzyme
-
Q64A
-
completely inactive
-
R176A
-
the mutant shows 12.2% catalytic efficiency compared to the wild type enzyme
-
S9A
-
completely inactive
-
APPLICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
degradation
-
the potential use of pure culture microbial cells for the cleanup of organophosphorus-pesticide-contaminated enviroments is highlighted, and the mechanisms for isocarbophos degradation are presented
degradation
-
the potential use of pure culture microbial cells for the cleanup of organophosphorus-pesticide-contaminated enviroments is highlighted, and the mechanisms for isocarbophos degradation are presented
-
medicine
-, Q8NLC1
mycothiol as target for clinical treatment