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Literature summary for 1.14.99.52 extracted from

  • Hu, W.; Song, H.; Sae Her, A.; Bak, D.W.; Naowarojna, N.; Elliott, S.J.; Qin, L.; Chen, X.; Liu, P.
    Bioinformatic and biochemical characterizations of C-S bond formation and cleavage enzymes in the fungus Neurospora crassa ergothioneine biosynthetic pathway (2014), Org. Lett., 16, 5382-5385 .
    View publication on PubMedView publication on EuropePMC

Application

Application Comment Organism
synthesis the ergothioneine biosynthetic pathway (EgtA-EgtE catalysis) provides an opportunity for ergothioneine production through metabolic engineering, but the kinetic properties and the presence of side-reaction render OvoA not suitable for use in ergothioneine production through metabolic engineering Erwinia tasmaniensis

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ non-heme iron, required for catalysis Erwinia tasmaniensis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
hercynine + L-cysteine + O2 Erwinia tasmaniensis reaction of EC 1.14.99.51 S-(hercyn-2-yl)-L-cysteine S-oxide + H2O
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?
L-histidine + L-cysteine + O2 Erwinia tasmaniensis
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S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
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?

Organism

Organism UniProt Comment Textmining
Erwinia tasmaniensis
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
hercynine + L-cysteine + O2 reaction of EC 1.14.99.51 Erwinia tasmaniensis S-(hercyn-2-yl)-L-cysteine S-oxide + H2O
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?
L-histidine + L-cysteine + O2
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Erwinia tasmaniensis S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
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?
additional information when OvoA's native substrate histidine is replaced by hercynine, OvoA can catalyze a one-step transformation reaction of hercynylcysteine S-oxide synthase, EC 1.14.99.51, resulting in kobs changes by 2fold for hercynine, while Km for cysteine increases from 0.3 mM to 3.19 mM. OvoA preferentially uses histidine and cysteine. OvoA also catalyzes the oxidation of cysteine to cysteine sulfinic acid, EC 1.13.11.20. Enzyme activity determination using : a 1H NMR assay of chemical shift of the imidazole hydrogen atoms Erwinia tasmaniensis ?
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Synonyms

Synonyms Comment Organism
OvoA
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Erwinia tasmaniensis

General Information

General Information Comment Organism
evolution OvoA and EgtB, EC 1.14.99.50, are related in sequence, while they are biochemically distinct Erwinia tasmaniensis
metabolism enzyme OvoA is responsible for the oxidative C-S bond formation in ovothiol biosynthesis. OvoA in ovothiol biosynthesis has a relaxed substrate specificity Erwinia tasmaniensis