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Literature summary extracted from

  • Blum, M.M.; Loehr, F.; Richardt, A.; Rueterjans, H.; Chen, J.C.
    Binding of a designed substrate analogue to diisopropyl fluorophosphatase: implications for the phosphotriesterase mechanism (2006), J. Am. Chem. Soc., 128, 12750-12757.
    View publication on PubMed

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
3.1.8.2 in complex with inhibitor O,O-dicyclopentylphosphoroamidate. Phosphoryl oxygen of inhibitor is directly coordinated to the catalytic calcium ion Loligo vulgaris

Protein Variants

EC Number Protein Variants Comment Organism
3.1.8.1 D229N/N120D site-directed mutagenesis, the mutation reorientates the electrostatic environment around the catalytic calcium, inactive mutant Loligo vulgaris
3.1.8.1 D229N/N175D site-directed mutagenesis, the mutation reorientates the electrostatic environment around the catalytic calcium, inactive mutant Loligo vulgaris
3.1.8.1 E21Q/N120D site-directed mutagenesis, inactive mutant Loligo vulgaris
3.1.8.1 E21Q/N175D site-directed mutagenesis, inactive mutant Loligo vulgaris
3.1.8.2 D229N/N120D catalytically inactive, no change in the calcium coordinating environment Loligo vulgaris
3.1.8.2 D229N/N175D catalytically inactive, no change in the calcium coordinating environment Loligo vulgaris
3.1.8.2 E21Q/N120D catalytically inactive Loligo vulgaris
3.1.8.2 E21Q/N175D catalytically inactive Loligo vulgaris

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.8.1 O,O-dicyclopentylphosphoroamidate substrate analogue, competitive inhibition, binding structure, direct coordination of the phosphoryl oxygen by the active site catalytic calcium ion, overview Loligo vulgaris
3.1.8.2 O,O-dicyclopentylphosphoroamidate crystallization data, phosphoryl oxygen of inhibitor is directly coordinated to the catalytic calcium ion Loligo vulgaris

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.1.8.2 2.72
-
 diisopropyl fluorophosphate wild-type, pH 7.5, 25°C, in nitrogen atmosphere Loligo vulgaris
3.1.8.2 23.36
-
 diisopropyl fluorophosphate wild-type, presence of 1 mM O,O-dicyclopentylphosphoroamidate, pH 7.5, 25°C, in nitrogen atmosphere Loligo vulgaris
3.1.8.2 65.45
-
 diisopropyl fluorophosphate wild-type, presence of 3 mM O,O-dicyclopentylphosphoroamidate, pH 7.5, 25°C, in nitrogen atmosphere Loligo vulgaris

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
3.1.8.1 Ca2+ required for catalysis, bound at the active site, coordinating residues are E21 and D229 Loligo vulgaris

Organism

EC Number Organism UniProt Comment Textmining
3.1.8.1 Loligo vulgaris
-
-
-
3.1.8.2 Loligo vulgaris Q7SIG4
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
3.1.8.1 an aryl dialkyl phosphate + H2O = dialkyl phosphate + an aryl alcohol catalytic mechanism Loligo vulgaris
a
3.1.8.2 diisopropyl fluorophosphate + H2O = diisopropyl phosphate + fluoride calcium coordinating residue D229, in concert with direct substrate activation by the metal ion, renders the phosphorus atom of the substrate susceptible for attack of water, through generation of a phosphoenzyme intermediate Loligo vulgaris
a

Source Tissue

EC Number Source Tissue Comment Organism Textmining

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.1.8.1 sarin + H2O a highly toxic organophosphorus nerve agent Loligo vulgaris methylphosphonofluoride acid + ?
-
 ?
3.1.8.1 soman + H2O i.e. pinacolyl methylphosphonofluoridate, a highly toxic organophosphorus nerve agent Loligo vulgaris methylphosphonofluoride acid + 3,3-dimethylbutan-2-ol
-
 ?
3.1.8.1 tabun + H2O a highly toxic organophosphorus nerve agent Loligo vulgaris ?
-
 ?
3.1.8.2 diisopropyl fluorophosphate + H2O
-
 Loligo vulgaris diisopropyl phosphate + fluoride
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.1.8.1 DFPase
-
 Loligo vulgaris
3.1.8.1 diisopropyl fluorophosphatase
-
 Loligo vulgaris
3.1.8.1 phosphotriesterase
-
 Loligo vulgaris

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
3.1.8.2 2091
-
 diisopropyl fluorophosphate wild-type, presence of 3 mM O,O-dicyclopentylphosphoroamidate, pH 7.5, 25°C, in nitrogen atmosphere Loligo vulgaris
3.1.8.2 2107
-
 diisopropyl fluorophosphate wild-type, pH 7.5, 25°C, in nitrogen atmosphere Loligo vulgaris
3.1.8.2 2111
-
 diisopropyl fluorophosphate wild-type, presence of 1 mM O,O-dicyclopentylphosphoroamidate, pH 7.5, 25°C, in nitrogen atmosphere Loligo vulgaris

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.1.8.2 0.125
-
 O,O-dicyclopentylphosphoroamidate wild-type, pH 7.5, 25°C, in nitrogen atmosphere Loligo vulgaris