1.14.99.52: L-cysteinyl-L-histidinylsulfoxide synthase
This is an abbreviated version!
For detailed information about L-cysteinyl-L-histidinylsulfoxide synthase, go to the full flat file.
Reaction
Synonyms
5-histidylcysteine sulfoxide synthase, OvoA, OvoA-like protein, OvoAe, OvoAErwin, OvoAt, OvoA_1, OvoA_2, PlOvoA, short OvoA homologue, SpOvoA, sulfoxide synthase
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Natural Substrates Products
Natural Substrates Products on EC 1.14.99.52 - L-cysteinyl-L-histidinylsulfoxide synthase
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REACTION DIAGRAM
hercynine + gamma-L-glutamyl-L-cysteine + O2
gamma-L-glutamyl-S-(hercyn-2-yl)-L-cysteine S-oxide + H2O
gamma-L-glutamyl-S-(hercyn-2-yl)-L-cysteine S-oxide + H2O
Moorena producens
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hercynine + gamma-L-glutamyl-L-cysteine + O2
gamma-L-glutamyl-S-(hercyn-2-yl)-L-cysteine S-oxide + H2O
Moorena producens PAL-8-15-08-1
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S-(hercyn-2-yl)-L-cysteine S-oxide + H2O
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hercynine + L-cysteine + O2
S-(hercyn-2-yl)-L-cysteine S-oxide + H2O
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reaction of EC 1.14.99.51
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hercynine + L-cysteine + O2
S-(hercyn-2-yl)-L-cysteine S-oxide + H2O
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S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
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L-histidine + L-cysteine + O2
S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
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L-histidine + L-cysteine + O2
S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
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L-histidine + L-cysteine + O2
S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
Moorena producens
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L-histidine + L-cysteine + O2
S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
Moorena producens PAL-8-15-08-1
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L-histidine + L-cysteine + O2
S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
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L-histidine + L-cysteine + O2
S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
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L-histidine + L-cysteine + O2
S-(L-histidin-5-yl)-L-cysteine S-oxide + H2O
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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
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additional information
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OvoA in ovothiol biosynthesis is a mononuclear non-heme iron enzyme catalyzing the oxidative coupling between L-histidine and L-cysteine. It can also catalyze the oxidative coupling between hercynine and cysteine, yet with a different regioselectivity (cf. Ec 1.14.99.51). OvoA can also catalyze the oxidation of cysteine to either cysteine sulfinic acid or cystine, OvoA has cysteine dioxygenase activity (cf. EC 1.13.11.20). A 3-His catalytic triad is a prerequisite for the cysteine dioxygenase activity
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additional information
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the ovothiol biosynthetic sulfoxide synthase OvoA from Erwinia tasmaniensis (OvoAErwin) is a promiscuous enzyme. This enzyme is most efficient in making its native product S-(L-histidin-5-yl)-L-cysteine S-oxide, but, when presented with N-alpha-trimethylhistidine as a sulfur acceptor, the enzyme switches product specificity and produces gamma-L-glutamyl-S-(hercyn-2-yl)-L-cysteine S-oxide albeit with significantly lower efficiency
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additional information
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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
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additional information
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short cyanobacterial OvoA-type enzymes may contribute to ergothioneine (EC 1.14.99.51) instead of ovothiol production
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additional information
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Moorena producens
an OvoA-like protein, full-length OvoA homologue, OvoA_2, is a monofunctional sulfoxide synthase
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additional information
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Moorena producens
an OvoA-like protein, full-length OvoA homologue, OvoA_2, is a monofunctional sulfoxide synthase
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?
additional information
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Moorena producens PAL-8-15-08-1
an OvoA-like protein, full-length OvoA homologue, OvoA_2, is a monofunctional sulfoxide synthase
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additional information
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Moorena producens PAL-8-15-08-1
an OvoA-like protein, full-length OvoA homologue, OvoA_2, is a monofunctional sulfoxide synthase
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