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1.14.13.232

Accepted name:

6-methylpretetramide 4-monooxygenase

Reaction:

6-methylpretetramide + NADPH + H⁺ + O₂ = 4-hydroxy-6-methylpretetramide + NADP⁺ + H₂O

For diagram of tetracycline biosynthesis, click here

Glossary:

6-methylpretetramide = 1,3,10,11,12-pentahydroxy-6-methyltetracene-2-carboxamide
4-hydroxy-6-methylpretetramide = 1,3,4,10,11,12-hexahydroxy-6-methyltetracene-2-carboxamide

Systematic name:

6-methylpretetramide,NADPH:oxygen oxidoreductase (4-hydroxylating)

Comments:

The enzyme, characterized from the bacterium Streptomyces rimosus, participates in the biosynthesis of tetracycline antibiotics. That bacterium possesses two enzymes that can catalyse the reaction - OxyE is the main isozyme, while OxyL has a lower activity. OxyL is bifunctional, and its main function is EC 1.14.13.233, 4-hydroxy-6-methylpretetramide 12a-monooxygenase. Contains FAD.

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc

References:

1.	Zhang, W., Watanabe, K., Cai, X., Jung, M.E., Tang, Y. and Zhan, J. Identifying the minimal enzymes required for anhydrotetracycline biosynthesis. J. Am. Chem. Soc. 130 (2008) 6068–6069. [DOI] [PMID: 18422316]
2.	Wang, P., Zhang, W., Zhan, J. and Tang, Y. Identification of OxyE as an ancillary oxygenase during tetracycline biosynthesis. ChemBioChem 10 (2009) 1544–1550. [DOI] [PMID: 19472250]

[EC 1.14.13.232 created 2016]

1.14.13.233

Accepted name:

4-hydroxy-6-methylpretetramide 12a-monooxygenase

Reaction:

4-hydroxy-6-methylpretetramide + NADPH + H⁺ + O₂ = 4-de(dimethylamino)-4-oxoanhydrotetracycline + NADP⁺ + H₂O

For diagram of tetracycline biosynthesis, click here

Glossary:

4-hydroxy-6-methylpretetramide = 1,3,4,10,11,12-hexahydroxy-6-methyltetracene-2-carboxamide
4-de(dimethylamino)-4-oxoanhydrotetracycline = (4aR,12aS)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-4a,5-dihydrotetracene-2-carboxamide

Other name(s):

oxyL (gene name)

Systematic name:

4-hydroxy-6-methylpretetramide,NADPH:oxygen oxidoreductase (12a-hydroxylating)

Comments:

Contains FAD. The enzyme, characterized from the bacterium Streptomyces rimosus, participates in the biosynthesis of tetracycline antibiotics. The enzyme is bifunctional, and can also catalyse EC 1.14.13.232, 6-methylpretetramide 4-monooxygenase.

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc

References:

1.	Zhang, W., Watanabe, K., Cai, X., Jung, M.E., Tang, Y. and Zhan, J. Identifying the minimal enzymes required for anhydrotetracycline biosynthesis. J. Am. Chem. Soc. 130 (2008) 6068–6069. [DOI] [PMID: 18422316]

[EC 1.14.13.233 created 2016]