Information on EC 2.7.8.23 - carboxyvinyl-carboxyphosphonate phosphorylmutase

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

SplaateEC_Number,Commentary
EC NUMBER
COMMENTARY
2.7.8.23
-
SplaateRecommended_Name,GO_Number
RECOMMENDED NAME
GeneOntology No.
carboxyvinyl-carboxyphosphonate phosphorylmutase
-
SplaateReaction,Reaction_id,Commentary,IF(Commentary != '',Organism,'') ,IF(Commentary != '',Literature,'')
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
1-carboxyvinyl carboxyphosphonate = 3-(hydrohydroxyphosphoryl)pyruvate + CO2
show the reaction diagram
catalyses the transfer and decarboxylation of the carboxy(hydroxy)phosphoryl group, HOOC-P(O)(OH)-(phosphoryl being a 3-valent group), in the formation of an unusual C-P bond that is involved in the biosynthesis of the antibiotic bialaphos
-
-
-
SplaateReaction_Type,Organism,Commentary,Literature
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
decarboxylation
-
-
-
-
substituted phospho group transfer
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-
-
-
SplaatePathway,BRENDA_Link,KEGG_Link,MetaCyc_Link,Source_Database
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
phosphinothricin tripeptide biosynthesis
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-
glycolysis
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SplaateSystematic_Name,Commentary_IUBMB
SYSTEMATIC NAME
IUBMB Comments
1-carboxyvinyl carboxyphosphonate phosphorylmutase (decarboxylating)
Catalyses the transfer and decarboxylation of the carboxy(hydroxy)phosphoryl group, HOOC-P(O)(OH)- (phosphoryl being a 3-valent group), in the formation of an unusual C-P bond that is involved in the biosynthesis of the antibiotic bialaphos.
SplaateSynonyms,Organism,Commentary,Literature
SYNONYMS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
carboxyPEP mutase
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carboxyphosphoenolpyruvate mutase
-
-
carboxyphosphonoenolpyruvate phosphonomutase
-
-
-
-
CPEP mutase
-
-
-
-
CPEP mutase
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CPEP phosphonomutase
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-
-
-
SplaateCAS_Registry_Number,Commentary
CAS REGISTRY NUMBER
COMMENTARY
122799-57-9
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SplaateOrganism, Commentary,Literature, Sequence_Code,Sequence_db,Textmining
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
no activity in Streptomyces hygroscopicus
-
-
-
Manually annotated by BRENDA team
HP782 and mutant NP71; SF1293
-
-
Manually annotated by BRENDA team
HP782, HP5-29 and SF1293 mutant NP71; SF1293
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-
Manually annotated by BRENDA team
Streptomyces hygroscopicus SF1293
SF1293
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-
Manually annotated by BRENDA team
SplaateGeneral_Information, Organism, Commentary, Literature
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
physiological function
the enzyme plays a role that is related to the tillering regulation in rice
SplaateSubstrates,Products,id,Organism_Substrates,Commentary_Substrates, Literature_Substrates, Commentary_Products, Literature_Products,Reversibility
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-carboxyvinyl carboxyphosphonate
3-(hydrohydroxyphosphoryl)pyruvate + CO2
show the reaction diagram
-
-
?
carboxyphosphinopyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
-
-
?
carboxyphosphoenolpyruvate
?
show the reaction diagram
-
-
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
-
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
-
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
-
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
-
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
-
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
catalyzes the rearrangement of the carboxyphosphonogroup to form the C-P bond of phosphinopyruvate
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
first natural phosphinate, biosynthetic pathway that leads to the tripeptide antibiotic bialaphos, formation of one of the two C-P bonds in bialaphos
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
biosynthetic pathway that leads to the tripeptide antibiotic bialaphos, formation of one of the two C-P bonds in bialaphos
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
biosynthetic pathway that leads to the tripeptide antibiotic bialaphos, formation of one of the two C-P bonds in bialaphos
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
Streptomyces hygroscopicus SF1293
-
first natural phosphinate, biosynthetic pathway that leads to the tripeptide antibiotic bialaphos, formation of one of the two C-P bonds in bialaphos
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
Streptomyces hygroscopicus SF1293
-
catalyzes the rearrangement of the carboxyphosphonogroup to form the C-P bond of phosphinopyruvate, biosynthetic pathway that leads to the tripeptide antibiotic bialaphos, formation of one of the two C-P bonds in bialaphos
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
Streptomyces hygroscopicus SF1293
-
-
-
?
SplaateNatural_Substrates,Natural_Products,id,Organism_Substrates,Commentary_Substrates,Literature_Substrates,Commentary_Products,Literature_Products,Reversibility
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
1-carboxyvinyl carboxyphosphonate
3-(hydrohydroxyphosphoryl)pyruvate + CO2
show the reaction diagram
Q2QWN6
-
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
-
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
-
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
-
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
first natural phosphinate, biosynthetic pathway that leads to the tripeptide antibiotic bialaphos, formation of one of the two C-P bonds in bialaphos
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
biosynthetic pathway that leads to the tripeptide antibiotic bialaphos, formation of one of the two C-P bonds in bialaphos
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
-
biosynthetic pathway that leads to the tripeptide antibiotic bialaphos, formation of one of the two C-P bonds in bialaphos
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
Streptomyces hygroscopicus SF1293
-
first natural phosphinate, biosynthetic pathway that leads to the tripeptide antibiotic bialaphos, formation of one of the two C-P bonds in bialaphos
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
Streptomyces hygroscopicus SF1293
-
biosynthetic pathway that leads to the tripeptide antibiotic bialaphos, formation of one of the two C-P bonds in bialaphos
-
?
carboxyphosphonoenolpyruvate
(hydroxyphosphinyl)pyruvate + CO2
show the reaction diagram
Streptomyces hygroscopicus SF1293
-
-
-
?
SplaateCofactor,Organism,Commentary,Literature,Filename
SplaateMetals_Ions,Organism,Commentary, Literature
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
-
increases activity, 1-10 mM MgSO4, relative activity 250%
Mg2+
-
reaction shows metal dependence
Mn2+
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1 mM MnSO4, relative activity 680%, 10 mM MnSO4, relative activity 600%
Mn2+
-
increases activity, about 10times more active compared with the activity in presence of Mg2+
additional information
-
NaCl, KCl and NH4(SO4)2 up to 100 mM have no effect
SplaateInhibitors, Organism, Commentary, Literature,Filename
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Phosphonopyruvate
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5 mM, 50% inhibition
EDTA
-
enzyme is inactive in presence of EDTA, but inhibition is completely relieved by addition of 1 mM MnSO4 or MgSO4
additional information
-
phosphoenolpyruvate shows almost no effect
-
SplaateActivating_Compound, Organism, Commentary, Literature,Filename
SplaateKM_Value,KM_Value_Maximum, Substrate,Organism, Commentary, Literature, Filename
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0022
carboxyphosphinopyruvate
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pH 6.5, 30C
0.25
carboxyphosphoenolpyruvate
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pH 6.5, 27C
0.27
carboxyphosphoenolpyruvate
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-
0.27
carboxyphosphoenolpyruvate
-
pH 6.5, 30C
SplaateTurnover_Number, Turnover_Number_Maximum, Substrate,Organism,Commentary, Literature, Filename
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00076
carboxyphosphinopyruvate
Streptomyces hygroscopicus
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pH 7.5, 30C
0.02
carboxyphosphoenolpyruvate
Streptomyces hygroscopicus
-
-
0.02
carboxyphosphoenolpyruvate
Streptomyces hygroscopicus
-
pH 7.5, 30C
SplaateKCat_KM_Value,KCat_KM_Value_Maximum, Substrate,Organism, Commentary, Literature, Filename
SplaateKI_Value,KI_Value_Maximum, Inhibitor,Organism, Commentary, Literature, Filename
SplaateIC50_Value,IC50_Value_Maximum, Inhibitor,Organism, Commentary, Literature, Filename
SplaateSpecific_Activity, Specific_Activity_Maximum, Organism ,Commentary, Literature
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
specific activity 217.0 U/mg of protein, one unit is the amount of enzyme required to produce 1micromol of bialaphos
additional information
-
specific activity 37.6 U/mg x 1000
SplaatepH_Optimum, pH_Optimum_Maximum, Organism, Commentary, Literature
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SplaatepH_Range,pH_Range_Maximum, Organism,Commentary, Literature
SplaateTemperature_Optimum, Temperature_Optimum_Maximum, Organism, Commentary, Literature
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SplaateTemperature_Range, Temperature_Range_Maximum, Organism, Commentary, Literature
SplaatepI_Value,pI_Value_Maximum, Organism,Commentary, Literature
pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.1
calculated from amino acid sequence
SplaateSource_Tissue, Organism, Commentary, Literature, Textmining
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
Streptomyces hygroscopicus SF1293
-
-
-
Manually annotated by BRENDA team
SplaateLocalization, Organism, Commentary, id_go, Literature, Textmining
SplaatePDB,PDB,PDB,Organism,Uniprot_ID
PDB
SCOP
CATH
ORGANISM
UNIPROT
Corynebacterium glutamicum (strain ATCC 13032 / DSM 20300 / JCM 1318 / LMG 3730 / NCIMB 10025)
SplaateMolecular_Weight, Molecular_Weight_Maximum, Organism, Commentary, Literature
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
32700
-
calculated from amino acid composition
643771
32800
-
calculated from amino acid composition
643772
56000
-
gel filtration
643769
SplaateSubunits, Organism, Commentary, Literature
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
?
x * 38000, calculated from amino acid sequence
dimer
-
2 * 32000, homodimer, SDS-PAGE
dimer
Streptomyces hygroscopicus SF1293
-
2 * 32000, homodimer, SDS-PAGE
-
SplaatePosttranslational_Modification, Organism, Commentary, Literature
SplaateCommentary, Organism, Literature
SplaatepH_Stability,pH_Stability_Maximum, Organism, Commentary, Literature
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
5.5 - 8
-
stable in this range
643769, 643773
SplaateTemperature_Stability,Temperature_Stability_Maximum, Organism, Commentary, Literature
SplaateGeneral_Stability, Organism, Literature
SplaateOrganic_Solvent, Organism, Commentary, Literature
SplaateOxidation_Stability,Organism,Literature
SplaateStorage_Stability, Organism, Literature
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20C, 80% ammonium sulfate suspension, no loss of activity observed for 1 month
-
4C, 1 mg/ml in 50 mM MES buffer, pH 6.5, stable for 1 week
-
SplaateCommentary, Organism, Literature
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
SplaateCommentary, Organism, Literature
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cloned and expressd at high levels in Escherichia coli
-
gene cloned from a subgenomic library cloned by colony hybridisation in Escherichia coli AG1, subcloned into vector pET11a and overexpressed in Escherichia coli BL21(DE3)
-
mutant NP71 constructed by gene replacement technique
-
nucleotide sequence of gene isolated and cloned and expressed in Streptomyces lividans 66 using expression vector pIJ680
-
SplaateCommentary, Organism, Literature
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
the mRNA level is down-regulated in the high-tillering d10 dwarf plants
SplaateEngineering, Organism, Commentary, Literature
SplaateCommentary, Organism, Literature
SplaateApplication,Organism,Commentary,Literature
APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
agriculture
-
formation of one of the two C-P bonds in the tripeptide antibiotic bialaphos, a potent herbicide isolated from Streptomyces hygroscopicus SF1293, enzyme is produced in large amounts by high producer strain HP5-29, enzyme may contribute to improvement of bialphos production
agriculture
Streptomyces hygroscopicus SF1293
-
formation of one of the two C-P bonds in the tripeptide antibiotic bialaphos, a potent herbicide isolated from Streptomyces hygroscopicus SF1293, enzyme is produced in large amounts by high producer strain HP5-29, enzyme may contribute to improvement of bialphos production; formation of one of the two C-P bonds in the tripeptide antibiotic bialaphos, a potent herbicide isolated from Streptomyces hygroscopicus SF1293, enzyme is produced in large amounts by high producer strain HP5-29, enzyme may contribute to improvement of bialphos production
-