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Literature summary for 1.14.99.52 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
Search for more literature for 1.14.99.52

Activating Compound

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

KM Value [mM]

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

Localization

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

Metals/Ions

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

Natural Substrates/ Products (Substrates)

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

Organism

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

Reaction

Reaction Comment Organism Reaction ID
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)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-fluoro-L-histidine + L-cysteine + O2
-
 Erwinia tasmaniensis S-(2-fluoro-L-histidin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
2-fluoro-L-histidine + L-cysteine + O2
-
 Erwinia tasmaniensis DSM 17950 S-(2-fluoro-L-histidin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
4-methylimidazole + L-cysteine + O2 very low activity Erwinia tasmaniensis ? + H2O
-
 ?
4-methylimidazole + L-cysteine + O2 very low activity Erwinia tasmaniensis DSM 17950 ? + H2O
-
 ?
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 ?
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 ?
histamine + L-cysteine + O2
-
 Erwinia tasmaniensis S-(histamin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
L-histidinamide + L-cysteine + O2
-
 Erwinia tasmaniensis S-(L-histidinamide-5-yl)-L-cysteine S-oxide + H2O
-
 ?
L-histidine + L-cysteine + O2
-
 Erwinia tasmaniensis S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
L-histidine + L-cysteine + O2
-
 Erwinia tasmaniensis DSM 17950 S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
-
 ?
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 ?
-
 ?
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

Synonyms Comment Organism
OvoA
-
 Erwinia tasmaniensis

Temperature Optimum [°C]

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

Turnover Number [1/s]

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

pH Optimum

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

General Information

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

kcat/KM [mM/s]

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