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Literature summary extracted from
- TetX is a flavin-dependent monooxygenase conferring resistance to tetracycline antibiotics (2004), J. Biol. Chem., 279, 52346-52352.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.14.13.231 | expression in Escherichia coli | Bacteroides fragilis |
| 1.14.13.231 | expression in Escherichia coli | Bacteroides thetaiotaomicron |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.13.231 | 0.0199 | - |
demeclocycline | pH 8.5 | Bacteroides fragilis |  |
| 1.14.13.231 | 0.02 | - |
demeclocycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 0.028 | - |
minocycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 0.0284 | - |
minocycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.054 | - |
tetracycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.054 | - |
tetracycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 0.076 | - |
oxytetracycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.076 | - |
alpha-doxycycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 0.0837 | - |
doxycycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.084 | - |
doxycycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 0.11 | - |
chlortetracycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.11 | - |
chlortetracycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 0.133 | - |
NADPH | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.133 | - |
NADPH | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
Molecular Weight [Da]
| EC Number | Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|---|
| 1.14.13.231 | 44000 | - |
gel filtration | Bacteroides fragilis |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.13.231 | chlortetracycline + NADPH + H+ + O2 | Bacteroides thetaiotaomicron | - |
11a-hydroxychlortetracycline + NADP+ + H2O | - |
? | |
| 1.14.13.231 | demeclocycline + NADPH + H+ + O2 | Bacteroides thetaiotaomicron | - |
11a-hydroxydemeclocycline + NADP+ + H2O | - |
? | |
| 1.14.13.231 | doxycycline + NADPH + H+ + O2 | Bacteroides thetaiotaomicron | - |
11a-hydroxydoxycycline + NADP+ + H2O | - |
? | |
| 1.14.13.231 | minocycline + NADPH + H+ + O2 | Bacteroides thetaiotaomicron | - |
11a-hydroxyminocycline + NADP+ + H2O | - |
? | |
| 1.14.13.231 | additional information | Bacteroides thetaiotaomicron | the enzyme shows a broad tetracycline antibiotic spectrum and a requirement for molecular oxygen and NADPH in antibiotic degradation. The tetracycline products are unstable at neutral pH, but mass spectral and NMR characterization under acidic conditions support initial monohydroxylation at position 11a followed by intramolecular cyclization and non-enzymatic breakdown to other undefined products | ? | - |
? | |
| 1.14.13.231 | tetracycline + NADPH + H+ + O2 | Bacteroides thetaiotaomicron | - |
11a-hydroxytetracycline + NADP+ + H2O | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.14.13.231 | Bacteroides fragilis | - |
- |
- |
| 1.14.13.231 | Bacteroides thetaiotaomicron | Q93L51 | - |
- |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 1.14.13.231 | recombinant protein, purified protein gives a yellow solution | Bacteroides fragilis |
Reaction
| EC Number | Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|---|
| 1.14.13.231 | RH + [reduced NADPH-hemoprotein reductase] + O2 = ROH + [oxidized NADPH-hemoprotein reductase] + H2O | tetracycline substrates, initial monohydroxylation at position 11a followed by intramolecular cyclization and non-enzymatic breakdown to undefined products | Bacteroides fragilis |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.13.231 | chlortetracycline + NADPH + H+ + O2 | - |
Bacteroides thetaiotaomicron | 11a-hydroxychlortetracycline + NADP+ + H2O | - |
? | |
| 1.14.13.231 | chlortetracycline + reduced flavoprotein + O2 | - |
Bacteroides fragilis | 11a-hydroxy-chlortetracycline + oxidized flavoprotein + H2O | - |
? | |
| 1.14.13.231 | demeclocycline + NADPH + H+ + O2 | - |
Bacteroides thetaiotaomicron | 11a-hydroxydemeclocycline + NADP+ + H2O | - |
? | |
| 1.14.13.231 | demeclocycline + reduced flavoprotein + O2 | - |
Bacteroides fragilis | 11a-hydroxy-demeclocycline + oxidized flavoprotein + H2O | - |
? | |
| 1.14.13.231 | doxycycline + NADPH + H+ + O2 | - |
Bacteroides thetaiotaomicron | 11a-hydroxydoxycycline + NADP+ + H2O | - |
? | |
| 1.14.13.231 | doxycycline + reduced flavoprotein + O2 | - |
Bacteroides fragilis | 11a-hydroxy-doxycycline + oxidized flavoprotein + H2O | - |
? | |
| 1.14.13.231 | minocycline + NADPH + H+ + O2 | - |
Bacteroides thetaiotaomicron | 11a-hydroxyminocycline + NADP+ + H2O | - |
? | |
| 1.14.13.231 | minocycline + reduced flavoprotein + O2 | - |
Bacteroides fragilis | 11a-hydroxy-minocycline + oxidized flavoprotein + H2O | - |
? | |
| 1.14.13.231 | additional information | tetracycline substrates, initial monohydroxylation at position 11a followed by intramolecular cyclization and non-enzymatic breakdown to undefined products | Bacteroides fragilis | ? | - |
? | |
| 1.14.13.231 | additional information | the enzyme shows a broad tetracycline antibiotic spectrum and a requirement for molecular oxygen and NADPH in antibiotic degradation. The tetracycline products are unstable at neutral pH, but mass spectral and NMR characterization under acidic conditions support initial monohydroxylation at position 11a followed by intramolecular cyclization and non-enzymatic breakdown to other undefined products | Bacteroides thetaiotaomicron | ? | - |
? | |
| 1.14.13.231 | oxytetracycline + reduced flavoprotein + NADPH + O2 | - |
Bacteroides fragilis | 11a-hydroxy-oxytetracycline + oxidized flavoprotein + H2O + NADP+ | - |
? | |
| 1.14.13.231 | tetracycline + NADPH + H+ + O2 | - |
Bacteroides thetaiotaomicron | 11a-hydroxytetracycline + NADP+ + H2O | - |
? | |
| 1.14.13.231 | tetracycline + reduced flavoprotein + O2 | - |
Bacteroides fragilis | 11a-hydroxy-tetracycline + oxidized flavoprotein + H2O | - |
? | |
Subunits
| EC Number | Subunits | Comment | Organism |
|---|---|---|---|
| 1.14.13.231 | monomer | x * 44000, SDS-PAGE and deduced from gene sequence | Bacteroides fragilis |
Turnover Number [1/s]
| EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.13.231 | 0.12 | - |
minocycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.12 | - |
minocycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 0.2 | - |
demeclocycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.2 | - |
demeclocycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 0.3 | - |
chlortetracycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.3 | - |
chlortetracycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 0.32 | - |
tetracycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.32 | - |
tetracycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 0.63 | - |
doxycycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 0.63 | - |
doxycycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 1.11 | - |
NADPH | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 1.11 | - |
NADPH | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 1.3 | - |
oxytetracycline | pH 8.5 | Bacteroides fragilis | |
| 1.14.13.231 | 1.3 | - |
alpha-doxycycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.14.13.231 | 8.5 | - |
assay at | Bacteroides thetaiotaomicron |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.13.231 | FAD | - |
Bacteroides fragilis | |
| 1.14.13.231 | NADPH | - |
Bacteroides fragilis | |
kcat/KM [mM/s]
| EC Number | kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.13.231 | 2.7 | - |
chlortetracycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 4.1 | - |
minocycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 5.9 | - |
tetracycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 7.5 | - |
doxycycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 8.3 | - |
NADPH | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 10 | - |
demeclocycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
| 1.14.13.231 | 17 | - |
alpha-doxycycline | pH 8.5, temperature not specified in the publication | Bacteroides thetaiotaomicron | |
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