1.14.13.234: 5a,11a-dehydrotetracycline 5-monooxygenase
This is an abbreviated version!
For detailed information about 5a,11a-dehydrotetracycline 5-monooxygenase, go to the full flat file.
Reaction
Synonyms
12-dehydrotetracycline 5-monooxygenase, anhydrotetracycline oxygenase, OtcC, oxyS
ECTree
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General Information
General Information on EC 1.14.13.234 - 5a,11a-dehydrotetracycline 5-monooxygenase
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physiological function
heterologous expression in Streptomyces lividans grown on solid or in liquid medium enables the production of oxytetracycline
physiological function
OxyS catalyzes two sequential hydroxylations at C6 and C5 positions of anhydrotetracycline with opposite stereochemistry. OxyS and reductase OxyR are sufficient to produce the mature tetracycline scaffold, i.e. the complete conversion of anhydrotetracycline to oxytetracycline and tetracycline. OxyS catalyzes the stereospecific hydroxylation of anhydrotetracycline at C-6 (reaction of EC 1.14.13.38). If the released product is captured by EC 1.3.98.4, 5a,11a-dehydrotetracycline dehydrogenase (OxyR), it is reduced to tetracycline. However, if the released product is recaptured by OxyS, it performs an additional hydroxylation at C-5, producing 5a,11a-dehydrooxytetracycline, which, following the action of OxyR, becomes oxytetracycline
physiological function
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when grown in media containing antimetabolites of compounds involved in biological ethylation reactions, Streptomyces aureofaciens produces a group of N-demethylanhydrotetracyclones. Sulfadiazine, L- and D-ethionine and a variety of methionine and homocysteine analogs cause the accumulation of precursors
physiological function
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when grown in media containing antimetabolites of compounds involved in biological ethylation reactions, Streptomyces aureofaciens produces a group of N-demethylanhydrotetracyclones. Sulfadiazine, L- and D-ethionine and a variety of methionine and homocysteine analogs cause the accumulation of precursors
physiological function
-
when grown in media containing antimetabolites of compounds involved in biological ethylation reactions, Streptomyces aureofaciens produces a group of N-demethylanhydrotetracyclones. Sulfadiazine, L- and D-ethionine and a variety of methionine and homocysteine analogs cause the accumulation of precursors
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physiological function
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OxyS catalyzes two sequential hydroxylations at C6 and C5 positions of anhydrotetracycline with opposite stereochemistry. OxyS and reductase OxyR are sufficient to produce the mature tetracycline scaffold, i.e. the complete conversion of anhydrotetracycline to oxytetracycline and tetracycline. OxyS catalyzes the stereospecific hydroxylation of anhydrotetracycline at C-6 (reaction of EC 1.14.13.38). If the released product is captured by EC 1.3.98.4, 5a,11a-dehydrotetracycline dehydrogenase (OxyR), it is reduced to tetracycline. However, if the released product is recaptured by OxyS, it performs an additional hydroxylation at C-5, producing 5a,11a-dehydrooxytetracycline, which, following the action of OxyR, becomes oxytetracycline
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