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phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
reduced phthalate dioxygenase reductase first interacts with phthylate dioxygenase and reduces the Rieske [2Fe-2S]center. Phthalate and O2 then bind reversibly and reduced phthalate dioxygenase transfers one more electron to the enzyme
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
mechanism, product formation is tightly coupled to electron delivery, comparison of mechanisms of different dioxygenases
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
mechanism, synergistic effect of substrate and phthalate dioxygenase reductase rendering the enzyme fully catalytically active
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
mechanism, synergistic effect of substrate and phthalate dioxygenase reductase rendering the enzyme fully catalytically active
-
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
mechanism, product formation is tightly coupled to electron delivery, comparison of mechanisms of different dioxygenases
-
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
reduced phthalate dioxygenase reductase first interacts with phthylate dioxygenase and reduces the Rieske [2Fe-2S]center. Phthalate and O2 then bind reversibly and reduced phthalate dioxygenase transfers one more electron to the enzyme
-
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
-
-
-
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2,3-dicarboxypyridine + NADH + O2
5,6-dihydroxy-5,6-dihydropyridine-2,3-dicarboxylate + NAD+ + H2O
-
Substrates: 69% of the activity with o-phthalate
Products: -
?
4-chloro-o-phthalate + NADH + O2
4-chloro-cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
Substrates: 79% of the activity with o-phthalate
Products: -
?
benzylbutylphthalate + NADH + H+ + O2
?
bis(2-ethylhexyl)isophthalate + NADH + H+ + O2
?
di(2-ethylhexyl)phthalate + NADH + H+ + O2
?
di-n-octylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
diamylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
dibutylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
dicyclohexylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
diethylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
diethylterephthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
dihexylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
diisobutyl phthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
diisodecylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
dimethylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
diphenylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
dipropylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
ditridecylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
luciferin + O2 + ATP
oxyluciferin + AMP + diphosphate + CO2 + light
-
Substrates: -
Products: -
ir
phthalate + NADH + H+ + O2
cis-4,5-dihydro-4,5-dihydroxyphthalate + NAD+
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
additional information
?
-
benzylbutylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
benzylbutylphthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
bis(2-ethylhexyl)isophthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
bis(2-ethylhexyl)isophthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
di(2-ethylhexyl)phthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
di(2-ethylhexyl)phthalate + NADH + H+ + O2
?
-
Substrates: -
Products: -
?
phthalate + NADH + H+ + O2
cis-4,5-dihydro-4,5-dihydroxyphthalate + NAD+
-
Substrates: -
Products: -
?
phthalate + NADH + H+ + O2
cis-4,5-dihydro-4,5-dihydroxyphthalate + NAD+
-
Substrates: -
Products: -
?
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
Substrates: -
Products: -
?
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
Substrates: -
Products: -
?
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
Substrates: -
Products: -
?
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
Substrates: -
Products: -
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
Substrates: -
Products: -
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
Substrates: o-phthalate
Products: -
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
Substrates: -
Products: -
?
additional information
?
-
-
Substrates: no activity with diallyphthalate
Products: -
?
additional information
?
-
-
Substrates: no activity with diallyphthalate
Products: -
?
additional information
?
-
Substrates: the enzyme/organism degradades di-n-butyl phthalate and other phthalates, overview
Products: -
?
additional information
?
-
Substrates: the enzyme/organism degradades di-n-butyl phthalate and other phthalates, overview
Products: -
?
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Abscess
Clinical Features of Skin Infection After Rhinoplasty with Only Absorbable Thread (Polydioxanone) in Oriental Traditional Medicine: A Case Series Study.
Adenocarcinoma
Development of a Single-Cell Technique to Increase Yield and Use of Gastrointestinal Cancer Organoids for Personalized Medicine Application.
Asthma
Evidence for a link between the Atlantic Multidecadal Oscillation and annual asthma mortality rates in the US.
Blister
Novel forest decline triggered by multiple interactions among climate, an introduced pathogen and bark beetles.
Brain Diseases
Mechanism-based inhibition of human persulfide dioxygenase by ?-glutamyl-homocysteinyl-glycine.
Brain Edema
1,3-Propanediol binds inside the water-conducting pore of aquaporin 4: Does this efficacious inhibitor have sufficient potency?
Breast Neoplasms
Establishment and Morphological Characterization of Patient-Derived Organoids from Breast Cancer.
Breast Neoplasms
Ultrastructural analysis of breast cancer patient-derived organoids.
Carcinogenesis
Establishment and Analysis of Three-Dimensional (3D) Organoids Derived from Patient Prostate Cancer Bone Metastasis Specimens and their Xenografts.
Carcinoma
[Development and critical evaluation of pancreatic duct occlusion]
Carcinoma
[Pancreatic duct occlusion in resection treatment of chronic pancreatitis and cancer of the head of the pancreas. A 3-year follow-up study]
Cataract
Discharge teaching, readiness for discharge, and post-discharge outcomes in cataract patients treated with day surgery: A cross-sectional study.
Cholangiocarcinoma
Cholangiocarcinoma Disease Modelling Through Patients Derived Organoids.
Cholestasis
Mechanical properties and degradation process of biliary self-expandable biodegradable stents.
Colorectal Neoplasms
Advanced Xenograft Model with Cotransplantation of Patient-Derived Organoids and Endothelial Colony-Forming Cells for Precision Medicine.
Colorectal Neoplasms
Hydrogel-based colorectal cancer organoid co-culture models.
Contracture
Tissue changes over time after polydioxanone thread insertion: An animal study with pigs.
Cysts
An Alexandrium Spp. Cyst Record from Sequim Bay, Washington State, USA, and its Relation to Past Climate Variability(1).
Cysts
An Alexandrium Spp. Cyst Record from Sequim Bay, Washington State, USA, and its Relation to Past Climate Variability1
Dehydration
New catalytic strategies for ?,?-diols production from lignocellulosic biomass.
Embolism
Segmental vascular pressures in lung embolism.
Endometrial Neoplasms
The Use of Endometrial Cancer Patient-Derived Organoid Culture for Drug Sensitivity Testing Is Feasible.
Esophageal Neoplasms
Generation and Characterization of Patient-Derived Head and Neck, Oral, and Esophageal Cancer Organoids.
Gastrointestinal Neoplasms
Development of a Single-Cell Technique to Increase Yield and Use of Gastrointestinal Cancer Organoids for Personalized Medicine Application.
Glioma
Patient-Derived Cancer Organoids for Precision Oncology Treatment.
Hyperglycemia
Comparison of naturally occurring proximal duodenal obstruction and abomasal volvulus in dairy cattle.
Idiopathic Pulmonary Fibrosis
Polysaccharides from Dendrobium officinale inhibit bleomycin-induced pulmonary fibrosis via the TGF?1-Smad2/3 axis.
Infections
Clinical Features of Skin Infection After Rhinoplasty with Only Absorbable Thread (Polydioxanone) in Oriental Traditional Medicine: A Case Series Study.
Lactose Intolerance
Lactose, galactose and glucose determination in naturally "lactose free" hard cheese: HPAEC-PAD method validation.
Lung Neoplasms
Patient-Derived Xenograft vs. Organoids: A Preliminary Analysis of Cancer Research Output, Funding and Human Health Impact in 2014-2019.
Meningitis, Meningococcal
Climate Regimes, El Niño-Southern Oscillation, and Meningococcal Meningitis Epidemics.
Neoplasm Metastasis
Advanced Xenograft Model with Cotransplantation of Patient-Derived Organoids and Endothelial Colony-Forming Cells for Precision Medicine.
Neoplasm Metastasis
Establishment and Analysis of Three-Dimensional (3D) Organoids Derived from Patient Prostate Cancer Bone Metastasis Specimens and their Xenografts.
Neoplasm Metastasis
Organoid Profiling Identifies Common Responders to Chemotherapy in Pancreatic Cancer.
Neoplasm Metastasis
Patient-derived pancreatic tumour organoids identify therapeutic responses to oncolytic adenoviruses.
Neoplasm Metastasis
Whole genomes define concordance of matched primary, xenograft, and organoid models of pancreas cancer.
Neoplasms
Cholangiocarcinoma Disease Modelling Through Patients Derived Organoids.
Neoplasms
Construction of in vitro patient-derived tumor models to evaluate anticancer agents and cancer immunotherapy.
Neoplasms
Development of a Single-Cell Technique to Increase Yield and Use of Gastrointestinal Cancer Organoids for Personalized Medicine Application.
Neoplasms
Generation and Characterization of Patient-Derived Head and Neck, Oral, and Esophageal Cancer Organoids.
Neoplasms
Hedgehog signaling promotes sorafenib resistance in hepatocellular carcinoma patient-derived organoids.
Neoplasms
Hydrogel-based colorectal cancer organoid co-culture models.
Neoplasms
Implementing cell-free DNA of pancreatic cancer patient-derived organoids for personalized oncology.
Neoplasms
Organoid Modeling of the Tumor Immune Microenvironment.
Neoplasms
Patient-Derived Cancer Organoids for Precision Oncology Treatment.
Neoplasms
Patient-derived pancreatic tumour organoids identify therapeutic responses to oncolytic adenoviruses.
Neoplasms
Short duration cancer treatment: inspired by a fast bio-resorbable smart nano-fiber device containing NIR lethal polydopamine nanospheres for effective chemo-photothermal cancer therapy.
Neoplasms
The Use of Endometrial Cancer Patient-Derived Organoid Culture for Drug Sensitivity Testing Is Feasible.
Neoplasms
Whole genomes define concordance of matched primary, xenograft, and organoid models of pancreas cancer.
Neoplasms
YAP1 mediates gastric adenocarcinoma peritoneal metastases that are attenuated by YAP1 inhibition.
Pancreatic Neoplasms
Establishment and Morphological Characterization of Patient-Derived Organoids from Breast Cancer.
Pancreatitis
Cholecystokinin antagonist L364,718 induces alterations in acinar cells that prevent improvement of acute pancreatitis induced by obstruction.
Pancreatitis
Reticuloendothelial system blockade promotes progression from mild to severe acute pancreatitis in the opossum.
Pancreatitis
[Effect of haemorrheological changes on acute pancreatitis]
Pancreatitis, Chronic
[Development and critical evaluation of pancreatic duct occlusion]
Pancreatitis, Chronic
[Pancreatic duct occlusion in resection treatment of chronic pancreatitis and cancer of the head of the pancreas. A 3-year follow-up study]
Pneumonia
Polysaccharides from Dendrobium officinale inhibit bleomycin-induced pulmonary fibrosis via the TGF?1-Smad2/3 axis.
Pseudarthrosis
Physeal and Subphyseal Distraction Osteogenesis in Atrophic-type Congenital Pseudarthrosis of the Tibia: Efficacy and Safety.
Pulmonary Fibrosis
Polysaccharides from Dendrobium officinale inhibit bleomycin-induced pulmonary fibrosis via the TGF?1-Smad2/3 axis.
Rectal Neoplasms
Increased sensitivity to SMAC mimetic LCL161 identified by longitudinal ex vivo pharmacogenomics of recurrent, KRAS mutated rectal cancer liver metastases.
Scleroderma, Localized
Recurrent Plaque Morphea Successfully Treated with PDO Mono Threads and Topical Tacrolimus Ointment.
Stomach Neoplasms
Development of a Single-Cell Technique to Increase Yield and Use of Gastrointestinal Cancer Organoids for Personalized Medicine Application.
Tracheomalacia
Endoscopically Applied Biodegradable Stent in a Rabbit Model of Pediatric Tracheomalacia.
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H120A
-
putative participation in phthalate dioxygenase reductase binding
K117A
-
putative participation in phthalate dioxygenase reductase binding
K117A/K119A/H120A/K121A/Y123A
-
putative participation in phthalate dioxygenase reductase binding
K119A
-
putative participation in phthalate dioxygenase reductase binding
K121A
-
putative participation in phthalate dioxygenase reductase binding
W94A
-
adjacent to the Rieske center
W94F
-
adjacent to the Rieske center
W94Y
-
adjacent to the Rieske center
Y123A
-
putative participation in phthalate dioxygenase reductase binding
H120A
-
putative participation in phthalate dioxygenase reductase binding
-
K117A
-
putative participation in phthalate dioxygenase reductase binding
-
K119A
-
putative participation in phthalate dioxygenase reductase binding
-
K121A
-
putative participation in phthalate dioxygenase reductase binding
-
Y123A
-
putative participation in phthalate dioxygenase reductase binding
-
D178A
-
mutation affects protonation of the Rieske center histidine and conformation of subunits within the PDO multimer to create a more open structure with more solvent-accessible Rieske centers
D178A
-
the rates of oxidation of the reduced Rieske centers are decreased by more than 10000fold, 16% of wild type activity
D178N
-
mutation affects protonation of the Rieske center histidine and conformation of subunits within the PDO multimer to create a more open structure with more solvent-accessible Rieske centers
D178N
-
the rates of oxidation of the reduced Rieske centers are decreased by more than 10000fold, 7% of wild type activity
D178A
-
mutation affects protonation of the Rieske center histidine and conformation of subunits within the PDO multimer to create a more open structure with more solvent-accessible Rieske centers
-
D178A
-
the rates of oxidation of the reduced Rieske centers are decreased by more than 10000fold, 16% of wild type activity
-
D178N
-
mutation affects protonation of the Rieske center histidine and conformation of subunits within the PDO multimer to create a more open structure with more solvent-accessible Rieske centers
-
D178N
-
the rates of oxidation of the reduced Rieske centers are decreased by more than 10000fold, 7% of wild type activity
-
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Batie, C.J.; LaHaie, E.; Ballou, D.P.
Purification and characterization of phthalate oxygenase and phthalate oxygenase reductase from Pseudomonas cepacia
J. Biol. Chem.
262
1510-1518
1987
Burkholderia cepacia
brenda
Dickinson, R.; Franks, N.P.; Lieb, W.R.
Thermodynamics of anesthetic /protein interactions
Biophys. J.
64
1264-1271
1993
Photinus pyralis
brenda
Batie, C.J.; Ballou, D.P.
Phthalate dioxygenase
Methods Enzymol.
188
61-70
1990
Burkholderia cepacia, Burkholderia cepacia DB01
brenda
Cline, J.F.; Hoffman, B.M.; Mims, W.B.; LaHaie, E.; Ballou, D.P.; Fee, J.A.
Evidence for N coordination to Fe in the [2Fe-2S] clusters of Thermus Rieske protein and phthalate dioxygenase from Pseudomonas
J. Biol. Chem.
260
3251-3254
1985
Burkholderia cepacia
brenda
Gurbiel, R.J.; Batie, C.J.; Sivaraja, M.; True, A.E.; Fee, J.A.; Hoffman, B.M.; Ballou, D.P.
Electron-nuclear double resonance spectroscopy of 15N-enriched phthalate dioxygenase from Pseudomonas cepacia proves that two histidines are coordinated to the [2Fe-2S] Rieske-type clusters
Biochemistry
28
4861-4871
1989
Burkholderia cepacia
brenda
Pavel, E.G.; Martins, L.J.; Ellis, W.R., Jr.; Solomon, E.I.
Magnetic circular dichroism studies of exogenous ligand and substrate binding to the non-heme ferrous active site in phthalate dioxygenase
Chem. Biol.
1
173-183
1994
Burkholderia cepacia
brenda
Gassner, G.T.; Ballou, D.P.; Landrum, G.A.; Whittaker, J.W.
Magnetic circular dichroism studies on the mononuclear ferrous active site of phthalate dioxygenase from Pseudomonas cepacia show a change of ligation state on substrate binding
Biochemistry
32
4820-4825
1993
Burkholderia cepacia
brenda
Tsang, H.T.; Batie, C.J.; Ballou, D.P.; Penner-Hahn, J.E.
X-ray absoprtion spectroscopie of the [2Fe-2S] Rieske cluster in Pseudomonas cepacia phthalate dioxygenase. Determination of core dimensions and iron ligation
Biochemistry
28
7233-7240
1989
Burkholderia cepacia
brenda
Tarasev, M.; Rhames, F.; Ballou, D.P.
Rates of the phthalate dioxygenase reaction with oxygen are dramatically increased by interactions with phthalate and phthalate oxygenase reductase
Biochemistry
43
12799-12808
2004
Burkholderia cepacia, Burkholderia cepacia DB01
brenda
Tarasev, M.; Ballou, D.P.
Chemistry of the catalytic conversion of phthalate into its cis-dihydrodiol during the reaction of oxygen with the reduced form of phthalate dioxygenase
Biochemistry
44
6197-6207
2005
Burkholderia cepacia, Burkholderia cepacia DB01
brenda
Tarasev, M.; Pinto, A.; Kim, D.; Elliott, S.J.; Ballou, D.P.
The bridging aspartate 178 in phthalate dioxygenase facilitates interactions between the Rieske center and the iron(II)--mononuclear center
Biochemistry
45
10208-10216
2006
Burkholderia cepacia, Burkholderia cepacia DB01
brenda
Pinto, A.; Tarasev, M.; Ballou, D.P.
Substitutions of the bridging aspartate 178 result in profound changes in the reactivity of the Rieske center of phthalate dioxygenase
Biochemistry
45
9032-9041
2006
Burkholderia cepacia, Burkholderia cepacia DB01
brenda
Jaganaman, S.; Pinto, A.; Tarasev, M.; Ballou, D.P.
High levels of expression of the iron-sulfur proteins phthalate dioxygenase and phthalate dioxygenase reductase in Escherichia coli
Protein Expr. Purif.
52
273-279
2007
Burkholderia cepacia
brenda
Tarasev, M.; Kaddis, C.S.; Yin, S.; Loo, J.A.; Burgner, J.; Ballou, D.P.
Similar enzymes, different structures: phthalate dioxygenase is an alpha3alpha3 stacked hexamer, not an alpha3beta3 trimer like "normal" Rieske oxygenases
Arch. Biochem. Biophys.
466
31-39
2007
Burkholderia cepacia
brenda
Tarasev, M.; Pullela, S.; Ballou, D.P.
Distal end of 105-125 loop - a putative reductase binding domain of phthalate dioxygenase
Arch. Biochem. Biophys.
487
10-18
2009
Burkholderia cepacia, Burkholderia cepacia DB01
brenda
Jin, D.C.; Liang, R.X.; Dai, Q.Y.; Zhang, R.Y.; Wu, X.L.; Chao, W.L.
Biodegradation of di-n-butyl phthalate by Rhodococcus sp. JDC-11 and molecular detection of 3, 4-phthalate dioxygenase gene
J. Microbiol. Biotechnol.
20
1440-1445
2010
Rhodococcus sp. (B8YFX2), Rhodococcus sp. JDC-11 (B8YFX2)
brenda
Benjamin, S.; Kamimura, N.; Takahashi, K.; Masai, E.
Achromobacter denitrificans SP1 efficiently utilizes 16 phthalate diesters and their downstream products through protocatechuate 3,4-cleavage pathway
Ecotoxicol. Environ. Saf.
134P1
172-178
2016
Achromobacter denitrificans, Achromobacter denitrificans SP1
brenda