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Tetracycline biosynthesis

State Icon Reaction EC-Number Confidence maximal confidence score from EnzymeDetector
Nonaketamide_tricyclic_intermediate <=> Pretetramid not assigned

S-adenosyl-L-methionine + 4-amino-4-de(dimethylamino)anhydrotetracycline <=> anhydrotetracycline + S-adenosyl-L-homocysteine + H+ 2.1.1.335 4-amino-anhydrotetracycline N4-methyltransferase

chlortetracycline + NADPH + H+ + O2 <=> 11a-Hydroxy-7-chlortetracycline + NADP+ + H2O 1.14.13.231 tetracycline 11a-monooxygenase

ATP + malonyl-[acyl-carrier_protein] + L-glutamine + H2O <=> AMP + diphosphate + Malonamoyl-[acyl-carrier_protein] + L-glutamate 6.3.5

4-hydroxy-6-methylpretetramide + NADPH + O2 + H+ <=> 4-de(dimethylamino)-4-oxoanhydrotetracycline + NADP+ + H2O 1.14.13.233 4-hydroxy-6-methylpretetramide 12a-monooxygenase

5a,11a-dehydrooxytetracycline + reduced_coenzyme_F420 <=> oxytetracycline + coenzyme_F420 1.3.98.4 5a,11a-dehydrotetracycline reductase

tetracycline + O2 + Cl- + FADH2 <=> 7-chlorotetracycline + H2O + FAD + H+ 1.14.19.49 tetracycline 7-halogenase

anhydrotetracycline + O2 + NADPH + H+ <=> 5a,11a-dehydrotetracycline + H2O + NADP+ 1.14.13.38 anhydrotetracycline 6-monooxygenase

Nonaketamide_monocyclic_intermediate <=> Nonaketamide_tricyclic_intermediate not assigned

tetracycline + O2 + NADPH + H+ <=> 11a-hydroxytetracycline + H2O + NADP+ 1.14.13.231 tetracycline 11a-monooxygenase

18-Carbamoyl-3,5,7,9,11,13,15,17-octaoxooctadecanoyl-[acp] + NADPH + H+ <=> C-9_Reduced_nonaketamide + NADP+ 1.1.1

C-9_Reduced_nonaketamide <=> Nonaketamide_monocyclic_intermediate + 2 H2O 4.2.1

4-de(dimethylamino)-4-oxoanhydrotetracycline <=> 4-amino-4-de(dimethylamino)anhydrotetracycline not assigned

6-methylpretetramide + NADPH + O2 + H+ <=> 4-hydroxy-6-methylpretetramide + NADP+ + H2O 1.14.13.232 6-methylpretetramide 4-monooxygenase

S-adenosyl-L-methionine + Pretetramid <=> S-adenosyl-L-homocysteine + 6-methylpretetramide + H+ 2.1.1
2.1.1.M31


5a,11a-dehydrotetracycline + O2 + NADPH + H+ <=> 5a,11a-dehydrooxytetracycline + H2O + NADP+ 1.14.13.234 5a,11a-dehydrotetracycline 5-monooxygenase

6-methylpretetramide + 2 NADPH + 2 H+ + 2 O2 <=> 4-de(dimethylamino)-4-oxoanhydrotetracycline + 2 NADP+ + 2 H2O 1.14.13.232 6-methylpretetramide 4-monooxygenase
1.14.13.233 4-hydroxy-6-methylpretetramide 12a-monooxygenase


oxytetracycline + NADPH + H+ + O2 <=> 11a-hydroxy-oxytetracycline + NADP+ + H2O 1.14.13.231 tetracycline 11a-monooxygenase

5a,11a-dehydrotetracycline + reduced_coenzyme_F420 <=> tetracycline + coenzyme_F420 1.3.98.4 5a,11a-dehydrotetracycline reductase

Malonamoyl-[acyl-carrier_protein] + 8 malonyl-CoA <=> 18-Carbamoyl-3,5,7,9,11,13,15,17-octaoxooctadecanoyl-[acp] + 8 CO2 + 8 CoA 2.3.1.260 tetracycline polyketide synthase

Visualization of the pathway