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Literature summary extracted from

  • Song, H.; Leninger, M.; Lee, N.; Liu, P.
    Regioselectivity of the oxidative C-S bond formation in ergothioneine and ovothiol biosyntheses (2013), Org. Lett., 15, 4854-4857.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.99.52 recombinant overexpression of Strep-tagged enzyme in Escherichia coli Erwinia tasmaniensis

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.99.52 Fe2+ a mononuclear non-heme iron enzyme, 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 hercynine + L-cysteine + O2 Erwinia tasmaniensis
-
 S-(hercyn-2-yl)-L-cysteine S-oxide + H2O
-
 ?
1.14.99.52 hercynine + L-cysteine + O2 Erwinia tasmaniensis DSM 17950
-
 S-(hercyn-2-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 Erwinia tasmaniensis besides catalyzing the four-electron oxidative coupling between histidine and cysteine, enzyme OvoA can also catalyze a direct oxidative coupling between hercynine and cysteine, which can shorten the ergothioneine biosynthetic pathway by two steps. Enzyme OvoA can also catalyze the reaction of egtB between hercynine and gamma-L-glutamyl-L-cysteine, EC 1.14.99.50 ?
-
 ?
1.14.99.52 additional information Erwinia tasmaniensis DSM 17950 besides catalyzing the four-electron oxidative coupling between histidine and cysteine, enzyme OvoA can also catalyze a direct oxidative coupling between hercynine and cysteine, which can shorten the ergothioneine biosynthetic pathway by two steps. Enzyme OvoA can also catalyze the reaction of egtB between hercynine and gamma-L-glutamyl-L-cysteine, EC 1.14.99.50 ?
-
 ?

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
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.99.52 recombinant Strep-tagged enzyme from Escherichia coli by affinity chromatography Erwinia tasmaniensis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.99.52 hercynine + L-cysteine + O2
-
 Erwinia tasmaniensis S-(hercyn-2-yl)-L-cysteine S-oxide + H2O
-
 ?
1.14.99.52 hercynine + L-cysteine + O2
-
 Erwinia tasmaniensis DSM 17950 S-(hercyn-2-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 besides catalyzing the four-electron oxidative coupling between histidine and cysteine, enzyme OvoA can also catalyze a direct oxidative coupling between hercynine and cysteine, which can shorten the ergothioneine biosynthetic pathway by two steps. Enzyme OvoA can also catalyze the reaction of egtB between hercynine and gamma-L-glutamyl-L-cysteine, EC 1.14.99.50 Erwinia tasmaniensis ?
-
 ?
1.14.99.52 additional information OvoA substrate specificity and substrate binding pocket flexibility, NMR analysis, overview Erwinia tasmaniensis ?
-
 ?
1.14.99.52 additional information besides catalyzing the four-electron oxidative coupling between histidine and cysteine, enzyme OvoA can also catalyze a direct oxidative coupling between hercynine and cysteine, which can shorten the ergothioneine biosynthetic pathway by two steps. Enzyme OvoA can also catalyze the reaction of egtB between hercynine and gamma-L-glutamyl-L-cysteine, EC 1.14.99.50 Erwinia tasmaniensis DSM 17950 ?
-
 ?
1.14.99.52 additional information OvoA substrate specificity and substrate binding pocket flexibility, NMR analysis, overview Erwinia tasmaniensis DSM 17950 ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.99.52 OvoA
-
 Erwinia tasmaniensis

General Information

EC Number General Information Comment Organism
1.14.99.52 evolution the two known sulfoxide synthases EgtB and OvoA distinguish themselves from each other by their substrate preferences and product C-S bond regioselectivity Erwinia tasmaniensis
1.14.99.52 metabolism the enzyme is involved in the ergothioneine and ovothiol biosynthesis. Besides catalyzing the oxidative coupling between histidine and cysteine, enzyme OvoA can also catalyze a direct oxidative coupling between hercynine and cysteine, which can shorten the ergothioneine biosynthetic pathway by two steps, overview Erwinia tasmaniensis
1.14.99.52 physiological function ovothiol is proposed to be involved in H2O2 scavenging and facilitating the fertilization process Erwinia tasmaniensis