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Literature summary extracted from

  • Mashabela, G.T.; Seebeck, F.P.
    Substrate specificity of an oxygen dependent sulfoxide synthase in ovothiol biosynthesis (2013), Chem. Commun. (Camb. ), 49, 7714-7716.
    View publication on PubMed

Activating Compound

EC Number Activating Compound Comment Organism Structure
1.14.99.52 ascorbate provides a nearly 100fold increase in enzyme activity Erwinia tasmaniensis
1.14.99.52 D-isoascorbate provides a nearly 100fold increase in enzyme activity Erwinia tasmaniensis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.99.52 0.23
-
 histamine pH 8.0, 26°C Erwinia tasmaniensis
1.14.99.52 0.31
-
 L-histidinamide pH 8.0, 26°C Erwinia tasmaniensis
1.14.99.52 0.34
-
 L-histidine pH 8.0, 26°C Erwinia tasmaniensis
1.14.99.52 0.35
-
 L-cysteine pH 8.0, 26°C, with L-histidine Erwinia tasmaniensis
1.14.99.52 0.67
-
 D-histidine pH 8.0, 26°C Erwinia tasmaniensis

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.14.99.52 membrane
-
 Erwinia tasmaniensis 16020
-

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.99.52 Fe2+ dependent on Erwinia tasmaniensis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.99.52 L-histidine + L-cysteine + O2 Erwinia tasmaniensis
-
 S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
1.14.99.52 L-histidine + L-cysteine + O2 Erwinia tasmaniensis DSM 17950
-
 S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.99.52 Erwinia tasmaniensis B2VFD8 gene ovoA
-
1.14.99.52 Erwinia tasmaniensis DSM 17950 B2VFD8 gene ovoA
-

Reaction

EC Number Reaction Comment Organism Reaction ID
1.14.99.52 L-histidine + L-cysteine + O2 = S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O the enzyme catalysis follows an thiol-ene type mechanism, it catalyzes C-S bond formation through an OvoA generated L-cysteine thiyl radical that attacks the unsaturated imidazole ring of L-histidine, overview Erwinia tasmaniensis
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.99.52 2-fluoro-L-histidine + L-cysteine + O2
-
 Erwinia tasmaniensis S-(2-fluoro-L-histidin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
1.14.99.52 2-fluoro-L-histidine + L-cysteine + O2
-
 Erwinia tasmaniensis DSM 17950 S-(2-fluoro-L-histidin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
1.14.99.52 4-methylimidazole + L-cysteine + O2 very low activity Erwinia tasmaniensis ? + H2O
-
 ?
1.14.99.52 4-methylimidazole + L-cysteine + O2 very low activity Erwinia tasmaniensis DSM 17950 ? + H2O
-
 ?
1.14.99.52 D-histidine + L-cysteine + O2
-
 Erwinia tasmaniensis S-(D-histidin-5-yl)-L-cysteine S-oxide + S-(D-histidin-2-yl)-L-cysteine S-oxide + H2O the reaction product as a mixture of 63% 5-D-histidyl-L-cysteine sulfoxide and 37% 2-D-histidyl-L-cysteine sulfoxide ?
1.14.99.52 D-histidine + L-cysteine + O2
-
 Erwinia tasmaniensis DSM 17950 S-(D-histidin-5-yl)-L-cysteine S-oxide + S-(D-histidin-2-yl)-L-cysteine S-oxide + H2O the reaction product as a mixture of 63% 5-D-histidyl-L-cysteine sulfoxide and 37% 2-D-histidyl-L-cysteine sulfoxide ?
1.14.99.52 histamine + L-cysteine + O2
-
 Erwinia tasmaniensis S-(histamin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
1.14.99.52 L-histidinamide + L-cysteine + O2
-
 Erwinia tasmaniensis S-(L-histidinamide-5-yl)-L-cysteine S-oxide + H2O
-
 ?
1.14.99.52 L-histidine + L-cysteine + O2
-
 Erwinia tasmaniensis S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
1.14.99.52 L-histidine + L-cysteine + O2
-
 Erwinia tasmaniensis DSM 17950 S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
1.14.99.52 additional information OvoA catalyzes efficient in vitro sulfurization of L-histidine, D-histidine, 2-fluoro-L-histidine and compounds other than amino acids. No activity with 4-bromoimidazole, 4(5)-(hydroxymethyl) imidazole, urocanic acid, N-alpha-acetyl-L-histidine, and carnosine, as well as 3-pyridin-2-ylalanine, 3-pyridin-3-ylalanine, 3-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)-L-alaninamide, 1-methylimidazole, 2,5-diiodo-L-histidine, 5-fluoro-L-histidine, 5-chloro-L-histidine, 5-bromo-L-histidine, and 5-iodo-L-histidine Erwinia tasmaniensis ?
-
 ?
1.14.99.52 additional information OvoA catalyzes efficient in vitro sulfurization of L-histidine, D-histidine, 2-fluoro-L-histidine and compounds other than amino acids. No activity with 4-bromoimidazole, 4(5)-(hydroxymethyl) imidazole, urocanic acid, N-alpha-acetyl-L-histidine, and carnosine, as well as 3-pyridin-2-ylalanine, 3-pyridin-3-ylalanine, 3-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)-L-alaninamide, 1-methylimidazole, 2,5-diiodo-L-histidine, 5-fluoro-L-histidine, 5-chloro-L-histidine, 5-bromo-L-histidine, and 5-iodo-L-histidine Erwinia tasmaniensis DSM 17950 ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.99.52 OvoA
-
 Erwinia tasmaniensis

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.99.52 26
-
 assay at Erwinia tasmaniensis

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.99.52 0.36
-
 histamine pH 8.0, 26°C Erwinia tasmaniensis
1.14.99.52 0.57
-
 L-histidinamide pH 8.0, 26°C Erwinia tasmaniensis
1.14.99.52 0.78
-
 D-histidine pH 8.0, 26°C Erwinia tasmaniensis
1.14.99.52 3.3
-
 L-cysteine pH 8.0, 26°C, with L-histidine Erwinia tasmaniensis
1.14.99.52 3.4
-
 L-histidine pH 8.0, 26°C Erwinia tasmaniensis

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.99.52 8
-
 assay at Erwinia tasmaniensis

General Information

EC Number General Information Comment Organism
1.14.99.52 evolution the enzyme belongs to the sulfoxide synthases Erwinia tasmaniensis
1.14.99.52 metabolism OvoA is an iron(II) dependent sulfoxide synthase which catalyzes the first step in ovothiol A biosynthesis Erwinia tasmaniensis

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.14.99.52 0.018
-
 4-methylimidazole pH 8.0, 26°C Erwinia tasmaniensis
1.14.99.52 1.2
-
 D-histidine pH 8.0, 26°C Erwinia tasmaniensis
1.14.99.52 1.6
-
 histamine pH 8.0, 26°C Erwinia tasmaniensis
1.14.99.52 1.8
-
 L-histidinamide pH 8.0, 26°C Erwinia tasmaniensis
1.14.99.52 9.43
-
 L-cysteine pH 8.0, 26°C, with L-histidine Erwinia tasmaniensis
1.14.99.52 10
-
 L-histidine pH 8.0, 26°C Erwinia tasmaniensis