6.3.1.15: 8-demethylnovobiocic acid synthase
This is an abbreviated version!
For detailed information about 8-demethylnovobiocic acid synthase, go to the full flat file.
Reaction
Synonyms
8-demethylnovobiocic acid synthetase, 8-desmethyl-novobiocic acid synthetase, NovL, novobiocin ligase
ECTree
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Substrates Products
Substrates Products on EC 6.3.1.15 - 8-demethylnovobiocic acid synthase
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REACTION DIAGRAM
ATP + 3-dimethylallyl-4-hydroxybenzoate + 3-amino-4,7-dihydroxy-8-methylcoumarin
AMP + diphosphate + novobiocic acid
ATP + 3-dimethylallyl-4-hydroxybenzoate + 3-amino-4,7-dihydroxycoumarin
AMP + diphosphate + 8-demethylnovobiocic acid
ATP + 3-geranyl-4-hydroxybenzoate + 3-amino-4,7-dihydroxy-8-methylcoumarin
AMP + diphosphate + N-(2,7-dihydroxy-8-methyl-4-oxo-4H-chromen-3-yl)-4-hydroxy-3-[(2E)-6-methylhepta-2,5-dien-1-yl]benzamide
ATP + 4-hydroxy-3-methylbenzoate + 3-amino-4,7-dihydroxy-8-methylcoumarin
AMP + diphosphate + 3-[(2E)-but-2-en-1-yl]-N-(2,7-dihydroxy-8-methyl-4-oxo-4H-chromen-3-yl)-4-hydroxybenzylamide
AMP + diphosphate + novobiocic acid
in the sequential bi-bi catalytic mechanism, NovL binds to the benzoic acid moiety and the aminocoumarin ring to form a ternary complex, catalyzes the ligation between substrates inside the complex, and subsequently releases the reaction products, novobiocic acid and water
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ATP + 3-dimethylallyl-4-hydroxybenzoate + 3-amino-4,7-dihydroxy-8-methylcoumarin
AMP + diphosphate + novobiocic acid
the formation of an acyl adenylate from ring A and ATP is demonstrated by an ATP-PPi exchange assay. The purified nzyme exhibits both activation and transferase activity, i.e. it catalyzed both the activation of ring A as acyl adenylate and the subsequent transfer of the acyl group to the amino group of ring B. The reaction is specific for ATP as nucleotide triphosphate
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ATP + 3-dimethylallyl-4-hydroxybenzoate + 3-amino-4,7-dihydroxy-8-methylcoumarin
AMP + diphosphate + novobiocic acid
the formation of an acyl adenylate from ring A and ATP is demonstrated by an ATP-PPi exchange assay. The purified nzyme exhibits both activation and transferase activity, i.e. it catalyzed both the activation of ring A as acyl adenylate and the subsequent transfer of the acyl group to the amino group of ring B. The reaction is specific for ATP as nucleotide triphosphate
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?
ATP + 3-dimethylallyl-4-hydroxybenzoate + 3-amino-4,7-dihydroxy-8-methylcoumarin
AMP + diphosphate + novobiocic acid
in the sequential bi-bi catalytic mechanism, NovL binds to the benzoic acid moiety and the aminocoumarin ring to form a ternary complex, catalyzes the ligation between substrates inside the complex, and subsequently releases the reaction products, novobiocic acid and water
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AMP + diphosphate + 8-demethylnovobiocic acid
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ATP + 3-dimethylallyl-4-hydroxybenzoate + 3-amino-4,7-dihydroxycoumarin
AMP + diphosphate + 8-demethylnovobiocic acid
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the enzyme is involved in the biosynthesis of the aminocoumarin antibiotic novobiocin
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AMP + diphosphate + N-(2,7-dihydroxy-8-methyl-4-oxo-4H-chromen-3-yl)-4-hydroxy-3-[(2E)-6-methylhepta-2,5-dien-1-yl]benzamide
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?
ATP + 3-geranyl-4-hydroxybenzoate + 3-amino-4,7-dihydroxy-8-methylcoumarin
AMP + diphosphate + N-(2,7-dihydroxy-8-methyl-4-oxo-4H-chromen-3-yl)-4-hydroxy-3-[(2E)-6-methylhepta-2,5-dien-1-yl]benzamide
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?
AMP + diphosphate + 3-[(2E)-but-2-en-1-yl]-N-(2,7-dihydroxy-8-methyl-4-oxo-4H-chromen-3-yl)-4-hydroxybenzylamide
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?
ATP + 4-hydroxy-3-methylbenzoate + 3-amino-4,7-dihydroxy-8-methylcoumarin
AMP + diphosphate + 3-[(2E)-but-2-en-1-yl]-N-(2,7-dihydroxy-8-methyl-4-oxo-4H-chromen-3-yl)-4-hydroxybenzylamide
catalytic efficiency for 3-methyl-4-hydroxybenzoate is 72fold lower compared to the natural substrate 4-hydroxy-3-dimethylbenzoate
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ATP + 4-hydroxy-3-methylbenzoate + 3-amino-4,7-dihydroxy-8-methylcoumarin
AMP + diphosphate + 3-[(2E)-but-2-en-1-yl]-N-(2,7-dihydroxy-8-methyl-4-oxo-4H-chromen-3-yl)-4-hydroxybenzylamide
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?
ATP + 4-hydroxy-3-methylbenzoate + 3-amino-4,7-dihydroxy-8-methylcoumarin
AMP + diphosphate + 3-[(2E)-but-2-en-1-yl]-N-(2,7-dihydroxy-8-methyl-4-oxo-4H-chromen-3-yl)-4-hydroxybenzylamide
catalytic efficiency for 3-methyl-4-hydroxybenzoate is 72fold lower compared to the natural substrate 4-hydroxy-3-dimethylbenzoate
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