1.14.12.11: toluene dioxygenase
This is an abbreviated version!
For detailed information about toluene dioxygenase, go to the full flat file.
Word Map on EC 1.14.12.11
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1.14.12.11
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putida
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naphthalene
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trichloroethylene
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ethylbenzene
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chlorobenzene
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cis-dihydrodiols
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dihydrodiols
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cis-dihydroxylation
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dot-t1e
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ring-hydroxylating
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cis-toluene
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indene
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cis-diols
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pseudoalcaligenes
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1-indanone
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toluene-grown
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3-methylcatechol
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synthesis
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analysis
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degradation
- 1.14.12.11
- putida
- naphthalene
- trichloroethylene
- ethylbenzene
- chlorobenzene
- cis-dihydrodiols
- dihydrodiols
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cis-dihydroxylation
- dot-t1e
-
ring-hydroxylating
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cis-toluene
- indene
-
cis-diols
- pseudoalcaligenes
- 1-indanone
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toluene-grown
- 3-methylcatechol
- synthesis
- analysis
- degradation
Reaction
Synonyms
ISPTOD, ISPTOL, More, oxygenase, toluene 2,3-di-, oxygenaseTOL, TDO, Tod, todC1C2BA, toluene 2,3-dioxygenase
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Reaction
Reaction on EC 1.14.12.11 - toluene dioxygenase
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toluene + NADH + H+ + O2 = (1S,2R)-3-methylcyclohexa-3,5-diene-1,2-diol + NAD+
reaction mechanism, structure-function reklationship of the enzyme organized in a multicomponent Rieske non-heme iron toluene 2,3-dioxygenase enzyme system, overview
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toluene + NADH + H+ + O2 = (1S,2R)-3-methylcyclohexa-3,5-diene-1,2-diol + NAD+
formation of a stable charge transfer complex between the reduced reductase and NAD+ at the end of the reductive half-reaction, which is substantially less reactive toward dioxygen than the reduced reductase in the absence of NAD+. The nicotinamide ring and the protein matrix shield the reactive C4a position of the isoalloxazine ring and force the tricycle into an atypical planar conformation, both factors disfavoring the reaction of the reduced flavin with dioxygen. A rapid electron transfer from the charge transfer complex to electron acceptors further reduces the risk of unwanted side reactions, there is a short distance between the electron-donating and -accepting cofactors. Attraction between the two proteins is likely mediated by opposite charges at one large patch of the complex interface
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