1.14.20.14: hapalindole-type alkaloid chlorinase
This is an abbreviated version!
For detailed information about hapalindole-type alkaloid chlorinase, go to the full flat file.
Word Map on EC 1.14.20.14
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1.14.20.14
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halogenase
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chlorination
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unactivated
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late-stage
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non-heme
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welwitindolinone
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biocatalyst
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structure-guided
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2-oxo-glutarate
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medicine
- 1.14.20.14
- halogenase
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chlorination
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unactivated
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late-stage
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non-heme
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welwitindolinone
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biocatalyst
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structure-guided
- 2-oxo-glutarate
- medicine
Reaction
Synonyms
ambO5, AmbO5 protein, welO5, WelO5 protein, WelO5*
ECTree
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Substrates Products
Substrates Products on EC 1.14.20.14 - hapalindole-type alkaloid chlorinase
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REACTION DIAGRAM
12-epi-fischerindole U + 2-oxoglutarate + O2 + bromide
13R-bromo-12-epi-fischerindole U + succinate + CO2 + H2O
12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
13R-bromo-12-epi-fischerindole U + succinate + CO2 + H2O
pre-saturating the WelO5 active site with a non-native bromide anion is found to be critical to the highly selective in vitro transfer of bromine, instead of chlorine
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12-epi-fischerindole U + 2-oxoglutarate + O2 + bromide
13R-bromo-12-epi-fischerindole U + succinate + CO2 + H2O
pre-saturating the WelO5 active site with a non-native bromide anion is found to be critical to the highly selective in vitro transfer of bromine, instead of chlorine
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12-epi-fischerindole G + succinate + CO2 + H2O
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12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
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12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
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?
12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
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12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
the rate of conversion of 12-epi-hapalindole C to 12-epi-hapalindole E by WelO5 is less than that for conversion of 12-epi-fischerindole U to 12-epi-fischerindole G. 12-epi-fischerindole U is the preferred substrate
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12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
WelO5* from Hapalosiphon welwitschii IC-52-3 exhibits an enhanced specificity towards 12-epi-hapalindole C, a substrate poorly processed by WelO5 from Hapalosiphon welwitschii UTEX B1830, while maintaining its fidelity towards 12-epi-fischerindole U as WelO5
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12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
WelO5* from Hapalosiphon welwitschii IC-52-3 exhibits an enhanced specificity towards 12-epi-hapalindole C, a substrate poorly processed by WelO5 from Hapalosiphon welwitschii UTEX B1830, while maintaining its fidelity towards 12-epifischerindole U as WelO5
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12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
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WelO5* from Hapalosiphon welwitschii IC-52-3 exhibits an enhanced specificity towards 12-epi-hapalindole C, a substrate poorly processed by WelO5 from Hapalosiphon welwitschii UTEX B1830, while maintaining its fidelity towards 12-epi-fischerindole U as WelO5
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12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
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?
12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
WelO5* from Hapalosiphon welwitschii IC-52-3 exhibits an enhanced specificity towards 12-epi-hapalindole C, a substrate poorly processed by WelO5 from Hapalosiphon welwitschii UTEX B1830, while maintaining its fidelity towards 12-epifischerindole U as WelO5
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12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
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12-epi-fischerindole U + 2-oxoglutarate + O2 + chloride
12-epi-fischerindole G + succinate + CO2 + H2O
the rate of conversion of 12-epi-hapalindole C to 12-epi-hapalindole E by WelO5 is less than that for conversion of 12-epi-fischerindole U to 12-epi-fischerindole G. 12-epi-fischerindole U is the preferred substrate
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12-epi-hapalindole E + succinate + CO2 + H2O
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
the rate of conversion of 12-epi-hapalindole C to 12-epi-hapalindole E by WelO5 is less than that for conversion of 12-epi-fischerindole U to 12-epi-fischerindole G. 12-epi-fischerindole U is the preferred substrate
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
WelO5* from Hapalosiphon welwitschii IC-52-3 exhibits an enhanced specificity towards 12-epi-hapalindole C, a substrate poorly processed by WelO5 from Hapalosiphon welwitschii UTEX B1830, while maintaining its fidelity towards 12-epi-fischerindole U as WelO5
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
WelO5* from Hapalosiphon welwitschii IC-52-3 exhibits an enhanced specificity towards 12-epi-hapalindole C, a substrate poorly processed by WelO5 from Hapalosiphon welwitschii UTEX B1830, while maintaining its fidelity towards 12-epifischerindole U as WelO5
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
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WelO5* from Hapalosiphon welwitschii IC-52-3 exhibits an enhanced specificity towards 12-epi-hapalindole C, a substrate poorly processed by WelO5 from Hapalosiphon welwitschii UTEX B1830, while maintaining its fidelity towards 12-epi-fischerindole U as WelO5
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
WelO5* from Hapalosiphon welwitschii IC-52-3 exhibits an enhanced specificity towards 12-epi-hapalindole C, a substrate poorly processed by WelO5 from Hapalosiphon welwitschii UTEX B1830, while maintaining its fidelity towards 12-epifischerindole U as WelO5
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
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12-epi-hapalindole C + 2-oxoglutarate + O2 + chloride
12-epi-hapalindole E + succinate + CO2 + H2O
the rate of conversion of 12-epi-hapalindole C to 12-epi-hapalindole E by WelO5 is less than that for conversion of 12-epi-fischerindole U to 12-epi-fischerindole G. 12-epi-fischerindole U is the preferred substrate
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ambiguine B + succinate + CO2 + H2O
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ambiguine C + 2-oxoglutarate + O2 + chloride
ambiguine B + succinate + CO2 + H2O
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ambiguine C + 2-oxoglutarate + O2 + chloride
ambiguine B + succinate + CO2 + H2O
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ambiguine A + succinate + CO2 + H2O
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ambiguine H + 2-oxoglutarate + O2 + chloride
ambiguine A + succinate + CO2 + H2O
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ambiguine H + 2-oxoglutarate + O2 + chloride
ambiguine A + succinate + CO2 + H2O
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ambiguine E + succinate + CO2 + H2O
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ambiguine I + 2-oxoglutarate + O2 + chloride
ambiguine E + succinate + CO2 + H2O
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ambiguine I + 2-oxoglutarate + O2 + chloride
ambiguine E + succinate + CO2 + H2O
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ambiguine K + succinate + CO2 + H2O
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ambiguine L + 2-oxoglutarate + O2 + chloride
ambiguine K + succinate + CO2 + H2O
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hapalindole G + succinate + CO2 + H2O
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hapalindole U + 2-oxoglutarate + O2 + chloride
hapalindole G + succinate + CO2 + H2O
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no activity with hapalindole U, ambiguine H, ambiguine C, ambiguine L, ambiguine I, ambiguine E
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additional information
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no activity with hapalindole U, ambiguine H, ambiguine C, ambiguine L, ambiguine I, ambiguine E
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