2.3.1.161: lovastatin nonaketide synthase
This is an abbreviated version!
For detailed information about lovastatin nonaketide synthase, go to the full flat file.
Word Map on EC 2.3.1.161
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2.3.1.161
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polyketide
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iterative
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synthases
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terreus
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medicine
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enoyl
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megasynthase
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cholesterol-lowering
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s-adenosylmethionine
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diketide
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2-methylbutyrate
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pyrones
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transesterase
- 2.3.1.161
- polyketide
-
iterative
- synthases
- terreus
- medicine
-
enoyl
-
megasynthase
-
cholesterol-lowering
- s-adenosylmethionine
-
diketide
- 2-methylbutyrate
- pyrones
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transesterase
Reaction
9 malonyl-CoA + 11 NADPH + 10 H+ + + = + 9 CoA + 9 CO2 + 11 NADP+ + + 6 H2O
Synonyms
LNKS, lovastatin nonaketide synthase, LovB, synthase, lovastatin nonaketide
ECTree
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Natural Substrates Products
Natural Substrates Products on EC 2.3.1.161 - lovastatin nonaketide synthase
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REACTION DIAGRAM
(4E,6E)-2-methyl-3-oxoocta-4,6-dienoyl-S-ACP + NADPH + H+
(4E,6E)-2-methyl-3-hydroxyocta-4,6-dienoyl-S-ACP + NADP+
reaction of ketoreductase subunit, natural substrate. ACP = acyl-carrier protein
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(4E,6E)-3-oxoocta-4,6-dienoyl-S-ACP + S-adenosyl-L-methionine
(4E,6E)-2-methyl-3-oxoocta-4,6-dienoyl-S-ACP + S-adenosyl-L-homocysteine
reaction of methyltransferase subunit, natural substrate. ACP = acyl-carrier protein
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?
2-methyl-3-oxohexanoyl-N-acetylcysteamine + NADPH + H+
3-hydroxy-2-methylhexanoyl-N-acetylcysteamine + NADP+
reaction of ketoreductase subunit, natural substrate
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?
3-oxohexanoyl-N-acetylcysteamine + NADPH + H+
3-hydroxyhexanoyl-N-acetylcysteamine + NADP+
reaction of ketoreductase subunit, natural substrate
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?
acetyl-CoA + 8 malonyl-CoA + 11 NADPH + S-adenosyl-L-methionine + 11 H+
dihydromonacolin L + 9 CoA + 8 CO2 + 11 NADP+ + S-adenosyl-L-homocysteine + 6 H2O
acetyl-CoA + malonyl-CoA + NADPH + H+ + S-adenosyl-L-methionine
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in the absence of the accessory protein LovC, LovB forms conjugated pyrones as truncated polyketide synthase products
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acetyl-CoA + malonyl-CoA + NADPH + H+ + S-adenosyl-L-methionine
dihydromonacolin L + CoA + CO2 + NADP+ + S-adenosyl-L-homocysteine + H2O
additional information
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the methyltransferase domain displays methylation activity toward different beta-ketoacyl groups, it is exceptionally selective toward its naturally programmed beta-keto-dienyltetraketide substrate with respect to both chain length and functionalization. The ketoreductase domain displays broader substrate specificity toward different beta-ketoacyl groups
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dihydromonacolin L + 9 CoA + 8 CO2 + 11 NADP+ + S-adenosyl-L-homocysteine + 6 H2O
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reaction mechanism
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acetyl-CoA + 8 malonyl-CoA + 11 NADPH + S-adenosyl-L-methionine + 11 H+
dihydromonacolin L + 9 CoA + 8 CO2 + 11 NADP+ + S-adenosyl-L-homocysteine + 6 H2O
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reaction mechanism, interaction with LovC
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acetyl-CoA + 8 malonyl-CoA + 11 NADPH + S-adenosyl-L-methionine + 11 H+
dihydromonacolin L + 9 CoA + 8 CO2 + 11 NADP+ + S-adenosyl-L-homocysteine + 6 H2O
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reaction mechanism, enzyme interacts with LovC to catalyze 35 separate reactions in the biosynthesis of dihydrononacolin
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dihydromonacolin L + CoA + CO2 + NADP+ + S-adenosyl-L-homocysteine + H2O
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acetyl-CoA + malonyl-CoA + NADPH + H+ + S-adenosyl-L-methionine
dihydromonacolin L + CoA + CO2 + NADP+ + S-adenosyl-L-homocysteine + H2O
in the presence of the accessory protein LovC
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?