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Literature summary extracted from

  • Wang, Y.; Monzingo, A.F.; Hu, S.; Schaller, T.H.; Robertus, J.D.; Fast, W.
    Developing dual and specific inhibitors of dimethylarginine dimethylaminohydrolase-1 and nitric oxide synthase: toward a targeted polypharmacology to control nitric oxide (2009), Biochemistry, 48, 8624-8635.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
3.5.3.18
-
 Homo sapiens

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
3.5.3.18 N5-(1-iminopropyl)-L-ornithine:DDAH-1 complex, to 1.9 A resolution, covalent bond formation between the inhibitor’s amidino carbon and the active-site Cys274, and solution studies show reversible competitive inhibition, consistent with a reversible covalent mode of DDAH inhibition by alkylamidine inhibitors Homo sapiens

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.5.3.18 L-arginine
-
 Homo sapiens
3.5.3.18 L-citrulline
-
 Homo sapiens
3.5.3.18 additional information S-ethyl-2-thiopseudourea, S-ethyl-N-phenylisothiourea and phenylene-1,3-bis(ethane-2-isothiourea) do not inhibit DDAH-1 at concentrations below 1 mM Homo sapiens
3.5.3.18 N5-(1-iminoethyl)-L-ornithine
-
 Homo sapiens
3.5.3.18 N5-(1-iminohexyl)-L-ornithine
-
 Homo sapiens
3.5.3.18 N5-(1-iminopentyl)-L-ornithine
-
 Homo sapiens
3.5.3.18 N5-(1-iminopropyl)-L-ornithine crystallization data. Reversible competitive inhibition, consistent with a reversible covalent mode of DDAH inhibition by alkylamidine inhibitors Homo sapiens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.5.3.18 0.0014
-
 S-methyl-L-thiocitrulline mutant L271G, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.0031
-
 S-methyl-L-thiocitrulline wild-type, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.0036
-
 S-methyl-L-thiocitrulline mutant L30A, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.019
-
 S-methyl-L-thiocitrulline mutant E78AA, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.11
-
 Nomega,Nomega-dimethyl-L-arginine wild-type, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.75
-
 Nomega,Nomega-dimethyl-L-arginine mutant L271G, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 1.4
-
 Nomega,Nomega-dimethyl-L-arginine mutant L30A, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 13.7
-
 Nomega,Nomega-dimethyl-L-arginine mutant E78A, pH 7.3, temperature not specified in the publication Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
3.5.3.18 Homo sapiens O94760 isoform DDAH-1
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.3.18 additional information no substrate: S-ethyl-2-thiopseudourea, S-ethyl-N-phenylisothiourea and phenylene-1,3-bis(ethane-2-isothiourea) Homo sapiens ?
-
 ?
3.5.3.18 Nomega,Nomega-dimethyl-L-arginine + H2O
-
 Homo sapiens dimethylamine + L-citrulline
-
 ?
3.5.3.18 S-methyl-L-thiocitrulline + H2O
-
 Homo sapiens L-citrulline + methanethiol
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.5.3.18 DDAH-1
-
 Homo sapiens

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
3.5.3.18 0.0015
-
 Nomega,Nomega-dimethyl-L-arginine mutant E78A, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.0087
-
 Nomega,Nomega-dimethyl-L-arginine mutant L271G, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.0097
-
 S-methyl-L-thiocitrulline mutant L271G, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.014
-
 Nomega,Nomega-dimethyl-L-arginine wild-type, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.0163
-
 Nomega,Nomega-dimethyl-L-arginine mutant L30A, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.03
-
 S-methyl-L-thiocitrulline mutant E78AA, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.042
-
 S-methyl-L-thiocitrulline mutant L30A, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.042
-
 S-methyl-L-thiocitrulline wild-type, pH 7.3, temperature not specified in the publication Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.5.3.18 0.0075
-
 pH 7.3, temperature not specified in the publication Homo sapiens N5-(1-iminopentyl)-L-ornithine
3.5.3.18 0.052
-
 pH 7.3, temperature not specified in the publication Homo sapiens N5-(1-iminopropyl)-L-ornithine
3.5.3.18 0.11
-
 pH 7.3, temperature not specified in the publication Homo sapiens N5-(1-iminohexyl)-L-ornithine
3.5.3.18 0.131
-
 pH 7.3, temperature not specified in the publication Homo sapiens L-arginine
3.5.3.18 0.99
-
 pH 7.3, temperature not specified in the publication Homo sapiens N5-(1-iminoethyl)-L-ornithine
3.5.3.18 3.7
-
 pH 7.3, temperature not specified in the publication Homo sapiens L-citrulline

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
3.5.3.18 0.00012
-
 Nomega,Nomega-dimethyl-L-arginine mutant E78A, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.0115
-
 Nomega,Nomega-dimethyl-L-arginine mutant L271G, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.0116
-
 Nomega,Nomega-dimethyl-L-arginine mutant L30A, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 0.127
-
 Nomega,Nomega-dimethyl-L-arginine wild-type, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 1.58
-
 S-methyl-L-thiocitrulline mutant E78AA, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 6.83
-
 S-methyl-L-thiocitrulline mutant L271G, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 11.7
-
 S-methyl-L-thiocitrulline mutant L30A, pH 7.3, temperature not specified in the publication Homo sapiens
3.5.3.18 13.55
-
 S-methyl-L-thiocitrulline wild-type, pH 7.3, temperature not specified in the publication Homo sapiens