1.14.13.231: tetracycline 11a-monooxygenase

This is an abbreviated version!
For detailed information about tetracycline 11a-monooxygenase, go to the full flat file.

Word Map on EC 1.14.13.231

Reaction

RH
+
[reduced NADPH-hemoprotein reductase]
+
O2
=
ROH
+
[oxidized NADPH-hemoprotein reductase]
+
H2O

Synonyms

BN1088_100004, tetracycline resistance protein from transposon Tn4351/Tn4400, tetracylcine resistance protein TetX, TetX, TetX family tetracycline inactivation enzyme, TetX2

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.13.231 tetracycline 11a-monooxygenase

Natural Substrates Products

Natural Substrates Products on EC 1.14.13.231 - tetracycline 11a-monooxygenase

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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
chlortetracycline + NADPH + H+ + O2
11a-hydroxychlortetracycline + NADP+ + H2O
show the reaction diagram
-
-
-
?
demeclocycline + NADPH + H+ + O2
11a-hydroxydemeclocycline + NADP+ + H2O
show the reaction diagram
-
-
-
?
doxycycline + NADPH + H+ + O2
11a-hydroxydoxycycline + NADP+ + H2O
show the reaction diagram
-
-
-
?
minocycline + NADPH + H+ + O2
11a-hydroxyminocycline + NADP+ + H2O
show the reaction diagram
-
-
-
?
tetracycline + NADPH + H+ + O2
11a-hydroxytetracycline + NADP+ + H2O
show the reaction diagram
-
-
-
?
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
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