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Literature summary extracted from

  • Lewin, R.; Goodall, M.; Thompson, M.L.; Leigh, J.; Breuer, M.; Baldenius, K.; Micklefield, J.
    Enzymatic enantioselective decarboxylative protonation of heteroaryl malonates (2015), Chemistry, 21, 6557-6563 .
    View publication on PubMedView publication on EuropePMC

Protein Variants

EC Number Protein Variants Comment Organism
4.1.1.76 M159V mutant shows increased reaction rates with furanyl malonates Bordetella bronchiseptica
4.1.1.76 M159V the mutant has no activity with hydroxy(phenyl)propanedioic acid compared to the wild type enzyme Bordetella bronchiseptica
4.1.1.76 P14V/P15G mutant displays a trend towards lower Km values than wild-type, with the entire set of malonate substrates tested Bordetella bronchiseptica
4.1.1.76 P14V/P15G the mutant has no activity with hydroxy(phenyl)propanedioic acid compared to the wild type enzyme Bordetella bronchiseptica

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.1.1.76 benzylphosphonate
-
 Bordetella bronchiseptica

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.1.1.76 0.82
-
 (1-benzothiophen-5-yl)(hydroxy)propanedioic acid mutant M159V, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 2.1
-
 (1-benzothiophen-5-yl)(hydroxy)propanedioic acid mutant P14V/P15G, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 2.2
-
 hydroxy(thiophen-2-yl)propanedioic acid mutant P14V/P15G, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 3.1
-
 (1-benzothiophen-6-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 3.1
-
 (1-benzothiophen-5-yl)(hydroxy)propanedioic acid wild-type, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 3.5
-
 hydroxy(thiophen-2-yl)propanedioic acid mutant M159V, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 4.3
-
 hydroxy(thiophen-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 4.3
-
 hydroxy(thiophen-2-yl)propanedioic acid wild-type, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 6.4
-
 hydroxy(pyridin-3-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 6.4
-
 hydroxy(pyridin-3-yl)propanedioic acid wild-type, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 7.3
-
 hydroxy(pyridin-3-yl)propanedioic acid mutant M159V, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 8.2
-
 (1-benzofuran-2-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 8.6
-
 (furan-2-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 9.8
-
 hydroxy(5-methylfuran-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 10.1
-
 2-(furan-2-yl) malonic acid wild-type, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 12.7
-
 (4,5-dimethylfuran-2-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 13
-
 hydroxy(pyridin-3-yl)propanedioic acid mutant P14V/P15G, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 13.3
-
 hydroxy(4-methylfuran-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 16.1
-
 hydroxy(5-methoxyfuran-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 30.2
-
 hydroxy(phenyl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.1.1.76 2-aryl-2-methylmalonate + H+ Bordetella bronchiseptica
-
 2-arylpropionate + CO2
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
4.1.1.76 Bordetella bronchiseptica
-
-
-
4.1.1.76 Bordetella bronchiseptica Q05115
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.1.76 (1-benzofuran-2-yl)(hydroxy)propanedioic acid + H+ 93% yield Bordetella bronchiseptica (2R)-(1-benzofuran-2-yl)(hydroxy)acetic acid + CO2
-
 ?
4.1.1.76 (1-benzothiophen-5-yl)(hydroxy)propanedioic acid
-
 Bordetella bronchiseptica (2R)-(1-benzothiophen-5-yl)(hydroxy)acetic acid + CO2
-
 ?
4.1.1.76 (1-benzothiophen-6-yl)(hydroxy)propanedioic acid + H+ 89% yield Bordetella bronchiseptica (2R)-(1-benzothiophen-6-yl)(hydroxy)acetic acid + CO2
-
 ?
4.1.1.76 (4,5-dimethylfuran-2-yl)(hydroxy)propanedioic acid + H+ 96% yield Bordetella bronchiseptica (2R)-(4,5-dimethylfuran-2-yl)(hydroxy)acetic acid + CO2
-
 ?
4.1.1.76 (furan-2-yl)(hydroxy)propanedioic acid + H+ 95% yield Bordetella bronchiseptica (2R)-(furan-2-yl)(hydroxy)acetic acid + CO2
-
 ?
4.1.1.76 2-(furan-2-yl) malonic acid
-
 Bordetella bronchiseptica (furan-2-yl)acetic acid + CO2
-
 ?
4.1.1.76 2-aryl-2-methylmalonate + H+
-
 Bordetella bronchiseptica 2-arylpropionate + CO2
-
 ?
4.1.1.76 hydroxy(4-methylfuran-2-yl)propanedioic acid + H+ 995% yield Bordetella bronchiseptica (2R)-hydroxy(4-methylfuran-2-yl)acetic acid + CO2
-
 ?
4.1.1.76 hydroxy(5-methoxyfuran-2-yl)propanedioic acid + H+ 84% yield Bordetella bronchiseptica (2R)-hydroxy(5-methoxyfuran-2-yl)acetic acid + CO2
-
 ?
4.1.1.76 hydroxy(5-methylfuran-2-yl)propanedioic acid + H+ 95% yield Bordetella bronchiseptica (2R)-hydroxy(5-methylfuran-2-yl)acetic acid + CO2
-
 ?
4.1.1.76 hydroxy(phenyl)propanedioic acid + H+
-
 Bordetella bronchiseptica hydroxy(phenyl)acetic acid + CO2
-
 ?
4.1.1.76 hydroxy(phenyl)propanedioic acid + H+ 96% yield Bordetella bronchiseptica hydroxy(phenyl)acetic acid + CO2
-
 ?
4.1.1.76 hydroxy(pyridin-3-yl)propanedioic acid
-
 Bordetella bronchiseptica (2R)-hydroxy(pyridin-3-yl)acetic acid + CO2
-
 ?
4.1.1.76 hydroxy(pyridin-3-yl)propanedioic acid + H+ 97% yield Bordetella bronchiseptica (2R)-hydroxy(pyridin-3-yl)acetic acid + CO2
-
 ?
4.1.1.76 hydroxy(thiophen-2-yl)propanedioic acid
-
 Bordetella bronchiseptica (2S)-hydroxy(thiophen-2-yl)acetic acid + CO2
-
 ?
4.1.1.76 hydroxy(thiophen-2-yl)propanedioic acid + H+ 97% yield Bordetella bronchiseptica (2S)-hydroxy(thiophen-2-yl)acetic acid + CO2
-
 ?
4.1.1.76 additional information the enzyme does not accept alpha,alpha-dialkyl malonic acids as substrates Bordetella bronchiseptica ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
4.1.1.76 AMDase
-
 Bordetella bronchiseptica
4.1.1.76 aryl/alkenyl malonate decarboxylase
-
 Bordetella bronchiseptica

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.1.1.76 12.4
-
 (4,5-dimethylfuran-2-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 30.5
-
 hydroxy(5-methoxyfuran-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 34
-
 hydroxy(thiophen-2-yl)propanedioic acid mutant P14V/P15G, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 37.1
-
 hydroxy(5-methylfuran-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 42.2
-
 hydroxy(pyridin-3-yl)propanedioic acid mutant P14V/P15G, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 42.4
-
 hydroxy(4-methylfuran-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 54.8
-
 (1-benzothiophen-5-yl)(hydroxy)propanedioic acid mutant M159V, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 61.9
-
 (furan-2-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 68.5
-
 (1-benzothiophen-5-yl)(hydroxy)propanedioic acid mutant P14V/P15G, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 79.3
-
 hydroxy(thiophen-2-yl)propanedioic acid mutant M159V, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 86.4
-
 hydroxy(pyridin-3-yl)propanedioic acid mutant M159V, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 101
-
 hydroxy(phenyl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 147.7
-
 (1-benzothiophen-6-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 147.7
-
 (1-benzothiophen-5-yl)(hydroxy)propanedioic acid wild-type, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 165.9
-
 hydroxy(thiophen-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 165.9
-
 hydroxy(thiophen-2-yl)propanedioic acid wild-type, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 224.8
-
 hydroxy(pyridin-3-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 224.8
-
 hydroxy(pyridin-3-yl)propanedioic acid wild-type, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 277.9
-
 (1-benzofuran-2-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
4.1.1.76 1
-
 (4,5-dimethylfuran-2-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 1.9
-
 hydroxy(5-methoxyfuran-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 3.2
-
 hydroxy(4-methylfuran-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 3.2
-
 hydroxy(pyridin-3-yl)propanedioic acid mutant P14V/P15G, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 3.3
-
 hydroxy(phenyl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 3.8
-
 hydroxy(5-methylfuran-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 6.4
-
 (furan-2-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 9.9
-
 (1-benzothiophen-5-yl)(hydroxy)propanedioic acid mutant P14V/P15G, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 11.8
-
 hydroxy(pyridin-3-yl)propanedioic acid mutant M159V, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 15.2
-
 hydroxy(thiophen-2-yl)propanedioic acid mutant P14V/P15G, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 22.4
-
 hydroxy(thiophen-2-yl)propanedioic acid mutant M159V, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 33.9
-
 (1-benzofuran-2-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 35.3
-
 hydroxy(pyridin-3-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 35.3
-
 hydroxy(pyridin-3-yl)propanedioic acid wild-type, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 38.6
-
 hydroxy(thiophen-2-yl)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 38.6
-
 hydroxy(thiophen-2-yl)propanedioic acid wild-type, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 48.3
-
 (1-benzothiophen-6-yl)(hydroxy)propanedioic acid wild type enzyme, pH and temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 48.3
-
 (1-benzothiophen-5-yl)(hydroxy)propanedioic acid wild-type, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica
4.1.1.76 66.6
-
 (1-benzothiophen-5-yl)(hydroxy)propanedioic acid mutant M159V, pH not specified in the publication, temperature not specified in the publication Bordetella bronchiseptica