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Literature summary for 1.14.14.124 extracted from

  • Barriuso, J.; Nguyen, D.T.; Li, J.W.; Roberts, J.N.; MacNevin, G.; Chaytor, J.L.; Marcus, S.L.; Vederas, J.C.; Ro, D.K.
    Double oxidation of the cyclic nonaketide dihydromonacolin L to monacolin J by a single cytochrome P450 monooxygenase, LovA (2011), J. Am. Chem. Soc., 133, 8078-8081.
    View publication on PubMed
Search for more literature for 1.14.14.124

Cloned(Commentary)

Cloned (Comment) Organism
the lovA gene in C-terminal FLAG-tagged form is cloned in the same vector coding cpr (cytochrome P450 oxidoreductase), and both lovA and cpr are co-expressed in Saccharomyces cerevisiae Aspergillus terreus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
dihydromonacolin L acid + [reduced NADPH-hemoprotein reductase] + O2 Aspergillus terreus dihydromonacolin L acid i.e. (3R,5R)-7-[(1S,2S,4aR,6R,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen1yl]-3,5-dihydroxyheptanoate. The enzyme also catalyses the reaction of EC 1.14.14.124, monacolin L hydroxylase. The enzyme is involved in the biosynthesis of lovastatin 3alpha-hydroxy-3,5-dihydromonacolin L acid + [oxidized NADPH-hemoprotein reductase] + H2O
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 ?

Organism

Organism UniProt Comment Textmining
Aspergillus terreus Q9Y7C8
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3alpha-hydroxy-3,5-dihydromonacolin L acid spontaneous Aspergillus terreus monacolin L acid + H2O (1b), spontaneous ?
dihydromonacolin L acid + [reduced NADPH-hemoprotein reductase] + O2 dihydromonacolin L acid i.e. (3R,5R)-7-[(1S,2S,4aR,6R,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen1yl]-3,5-dihydroxyheptanoate. The enzyme also catalyses the reaction of EC 1.14.14.124, monacolin L hydroxylase. The enzyme is involved in the biosynthesis of lovastatin Aspergillus terreus 3alpha-hydroxy-3,5-dihydromonacolin L acid + [oxidized NADPH-hemoprotein reductase] + H2O
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 ?
dihydromonacolin L acid + [reduced NADPH-hemoprotein reductase] + O2 dihydromonacolin L acid i.e. (3R,5R)-7-[(1S,2S,4aR,6R,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen1yl]-3,5-dihydroxyheptanoate. The enzyme also catalyses the reaction of EC 1.14.14.124, monacolin L hydroxylase Aspergillus terreus 3alpha-hydroxy-3,5-dihydromonacolin L acid + [oxidized NADPH-hemoprotein reductase] + H2O
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 ?
dihydromonacolin L acid + [reduced NADPH-hemoprotein reductase] + O2 monacolin L acid i.e. (3R,5R)-7-[(1S,2S,6R,8aR)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate. The enzyme also catalyses the reaction of EC 1.14.13.198, monacolin L hydroxylase Aspergillus terreus monacolin L acid + [oxidized NADPH-hemoprotein reductase] + H2O
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 ?

Synonyms

Synonyms Comment Organism
LovA ambiguous Aspergillus terreus

Cofactor

Cofactor Comment Organism Structure
cytochrome P-450 a heme-thiolate protein Aspergillus terreus