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Literature summary extracted from

  • Morris, F.; Vierling, R.; Boucher, L.; Bosch, J.; Freel Meyers, C.L.
    DXP synthase-catalyzed C-N bond formation: nitroso substrate specificity studies guide selective inhibitor design (2013), ChemBioChem, 14, 1309-1315.
    View publication on PubMedView publication on EuropePMC

Protein Variants

EC Number Protein Variants Comment Organism
2.2.1.7 R420A the mutation has no apparent effect on the affinities of nitroso substrates in C-N bond formation Escherichia coli
2.2.1.7 R478A the mutation has no apparent effect on the affinities of nitroso substrates in C-N bond formation Escherichia coli

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.2.1.7 1-methyl-2-nitrosobenzene weak inhibitory activity Escherichia coli
2.2.1.7 1-nitrosonaphthalen-2-ol weak inhibitory activity Escherichia coli
2.2.1.7 3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole weak inhibitory activity Escherichia coli
2.2.1.7 6-bromo-1-nitrosonaphthalen-2-ol weak inhibitory activity Escherichia coli
2.2.1.7 6-hydroxy-5-nitrosonaphthalene-2-sulfonamide weak inhibitory activity Escherichia coli
2.2.1.7 7-methoxy-1-nitrosonaphthalen-2-ol weak inhibitory activity Escherichia coli
2.2.1.7 benzylacetylphosphonate competitive inhibitor Escherichia coli
2.2.1.7 N,N-dimethyl-4-nitrosoaniline weak inhibitory activity Escherichia coli
2.2.1.7 nitrosobenzene weak inhibitory activity Escherichia coli

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.2.1.7 0.018
-
 6-hydroxy-5-nitrosonaphthalene-2-sulfonamide at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.024
-
 6-bromo-1-nitrosonaphthalen-2-ol at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.041
-
 1-nitrosonaphthalen-2-ol at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.054
-
 N,N-dimethyl-4-nitrosoaniline at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.063
-
 7-methoxy-1-nitrosonaphthalen-2-ol at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.099
-
 1-methyl-2-nitrosobenzene at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.387
-
 3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.512
-
 2-hydroxy-4,6-dinitrobenzaldehyde at pH 8.0 and 37°C Escherichia coli

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.2.1.7 pyruvate + D-glyceraldehyde 3-phosphate Escherichia coli
-
 1-deoxy-D-xylulose 5-phosphate + CO2
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.2.1.7 Escherichia coli P77488
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.2.1.7 pyruvate + 1-methyl-2-nitrosobenzene
-
 Escherichia coli N-hydroxy-N-(2-methylphenyl)acetamide + CO2
-
 ?
2.2.1.7 pyruvate + 1-nitrosonaphthalen-2-ol
-
 Escherichia coli N-hydroxy-N-(2-hydroxynaphthalen-1-yl)acetamide + CO2
-
 ?
2.2.1.7 pyruvate + 2-hydroxy-4,6-dinitrobenzaldehyde
-
 Escherichia coli ? + CO2
-
 ?
2.2.1.7 pyruvate + 3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole
-
 Escherichia coli N-[3,5-dimethyl-1-(propan-2-yl)-1H-pyrazol-4-yl]-N-hydroxyacetamide + CO2
-
 ?
2.2.1.7 pyruvate + 6-bromo-1-nitrosonaphthalen-2-ol
-
 Escherichia coli N-(6-bromo-2-hydroxynaphthalen-1-yl)-N-hydroxyacetamide + CO2
-
 ?
2.2.1.7 pyruvate + 6-hydroxy-5-nitrosonaphthalene-2-sulfonamide
-
 Escherichia coli N-hydroxy-N-(2-hydroxy-6-sulfamoylnaphthalen-1-yl)acetamide + CO2
-
 ?
2.2.1.7 pyruvate + 7-methoxy-1-nitrosonaphthalen-2-ol
-
 Escherichia coli N-hydroxy-N-(2-hydroxy-7-methoxynaphthalen-1-yl)acetamide + CO2
-
 ?
2.2.1.7 pyruvate + D-glyceraldehyde 3-phosphate
-
 Escherichia coli 1-deoxy-D-xylulose 5-phosphate + CO2
-
 ?
2.2.1.7 pyruvate + N,N-dimethyl-4-nitrosoaniline
-
 Escherichia coli N-[4-(dimethylamino)phenyl]-N-hydroxyacetamide + CO2
-
 ?
2.2.1.7 pyruvate + nitrosobenzene
-
 Escherichia coli ? + CO2
-
 ?
2.2.1.7 pyruvate + nitrosobenzene
-
 Escherichia coli N-hydroxy-N-phenylacetamide + CO2
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.2.1.7 1-deoxy-D-xylulose 5-phosphate synthase
-
 Escherichia coli
2.2.1.7 DXP synthase
-
 Escherichia coli

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.2.1.7 0.006
-
 2-hydroxy-4,6-dinitrobenzaldehyde at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.015
-
 N,N-dimethyl-4-nitrosoaniline at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.018
-
 1-nitrosonaphthalen-2-ol at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.02
-
 6-hydroxy-5-nitrosonaphthalene-2-sulfonamide at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.022
-
 7-methoxy-1-nitrosonaphthalen-2-ol at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.023
-
 3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.033
-
 6-bromo-1-nitrosonaphthalen-2-ol at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.6
-
 1-methyl-2-nitrosobenzene at pH 8.0 and 37°C Escherichia coli

Cofactor

EC Number Cofactor Comment Organism Structure
2.2.1.7 thiamine diphosphate
-
 Escherichia coli

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.2.1.7 0.0104
-
 benzylacetylphosphonate at pH 8.0 and 37°C Escherichia coli

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.2.1.7 0.208
-
 at pH 8.0 and 37°C Escherichia coli nitrosobenzene
2.2.1.7 0.291
-
 at pH 8.0 and 37°C Escherichia coli 1-methyl-2-nitrosobenzene
2.2.1.7 0.354
-
 at pH 8.0 and 37°C Escherichia coli 6-hydroxy-5-nitrosonaphthalene-2-sulfonamide
2.2.1.7 0.522
-
 at pH 8.0 and 37°C Escherichia coli 6-bromo-1-nitrosonaphthalen-2-ol
2.2.1.7 0.844
-
 at pH 8.0 and 37°C Escherichia coli N,N-dimethyl-4-nitrosoaniline
2.2.1.7 1.065
-
 at pH 8.0 and 37°C Escherichia coli 1-nitrosonaphthalen-2-ol
2.2.1.7 2
-
 IC50 above 2.0 mM, at pH 8.0 and 37°C Escherichia coli 7-methoxy-1-nitrosonaphthalen-2-ol
2.2.1.7 2
-
 IC50 above 2.0 mM, at pH 8.0 and 37°C Escherichia coli 3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.2.1.7 0.045
-
 1-nitrosonaphthalen-2-ol at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.06
-
 3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.28
-
 N,N-dimethyl-4-nitrosoaniline at pH 8.0 and 37°C Escherichia coli
2.2.1.7 0.35
-
 7-methoxy-1-nitrosonaphthalen-2-ol at pH 8.0 and 37°C Escherichia coli
2.2.1.7 1.1
-
 6-hydroxy-5-nitrosonaphthalene-2-sulfonamide at pH 8.0 and 37°C Escherichia coli
2.2.1.7 1.3
-
 6-bromo-1-nitrosonaphthalen-2-ol at pH 8.0 and 37°C Escherichia coli
2.2.1.7 6
-
 1-methyl-2-nitrosobenzene at pH 8.0 and 37°C Escherichia coli