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Your query returned 1 entry. Printable version
EC | 1.14.13.222 | ||
Accepted name: | aurachin C monooxygenase/isomerase | ||
Reaction: | aurachin C + NAD(P)H + H+ + O2 = 4-hydroxy-2-methyl-3-oxo-4-[(2E,6E)-farnesyl]-3,4-dihydroquinoline 1-oxide + NAD(P)+ + H2O (overall reaction) (1a) aurachin C + NAD(P)H + H+ + O2 = 2-hydroxy-1a-methyl-7a-[(2E,6E)-farnesyl]-1a,2-dihydrooxireno[2,3-b]quinolin-7(7aH)-one + NAD(P)+ + H2O (1b) 2-hydroxy-1a-methyl-7a-[(2E,6E)-farnesyl]-1a,2-dihydrooxireno[2,3-b]quinolin-7(7aH)-one = 4-hydroxy-2-methyl-3-oxo-4-[(2E,6E)-farnesyl]-3,4-dihydroquinoline 1-oxide |
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Glossary: | aurachin C = 1-hydroxy-2-methyl-3-[(2E,6E)-farnesyl]-4(1H)-quinolinone 2-hydroxy-1a-methyl-7a-[(2E,6E)-farnesyl]-1a,2-dihydrooxireno[2,3-b]quinolin-7(7aH)-one = 2-hydroxy-1a-methyl-7a-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-1a,2-dihydrooxireno[2,3-b]quinolin-7(7aH)-one 4-hydroxy-2-methyl-3-oxo-4-[(2E,6E)-farnesyl]-3,4-dihydroquinoline 1-oxide = 4-hydroxy-2-methyl-4-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]quinolin-3(4H)-one 1-oxide aurachin B = 2-methyl-4-[(2E,6E)-farnesyl]-3-quinolinol 1-oxide |
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Other name(s): | auaG (gene name); aurachin C monooxygenase | ||
Systematic name: | aurachin C:NAD(P)H:oxygen oxidoreductase (4-hydroxy-2-methyl-3-oxo-4-farnesyl-3,4-dihydroquinoline-1-oxide-forming) | ||
Comments: | The aurachin C monooxygenase from the bacterium Stigmatella aurantiaca accepts both NADH and NADPH as cofactor, but has a preference for NADH. It catalyses the initial steps in the conversion of aurachin C to aurachin B. The FAD-dependent monooxygenase catalyses the epoxidation of the C2-C3 double bond of aurachin C, which is followed by a semipinacol rearrangement, causing migration of the farnesyl group from C3 to C4. | ||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||
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