Entry |
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Name |
dihydromonacolin L hydroxylase;
LovA (ambiguous)
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Class |
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
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Sysname |
dihydromonacolin L acid,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (3-hydroxylating)
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Reaction(IUBMB) |
dihydromonacolin L acid + O2 + [reduced NADPH---hemoprotein reductase] = monacolin L acid + [oxidized NADPH---hemoprotein reductase] + 2 H2O (overall reaction) [RN: R10793];
(1a) dihydromonacolin L acid + O2 + [reduced NADPH---hemoprotein reductase] = 3alpha-hydroxy-3,5-dihydromonacolin L acid + [oxidized NADPH---hemoprotein reductase] + H2O [RN: R10791];
(1b) 3alpha-hydroxy-3,5-dihydromonacolin L acid = monacolin L acid + H2O (spontaneous) [RN: R10792]
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Reaction(KEGG) |
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Substrate |
dihydromonacolin L acid [CPD: C20851];
O2 [CPD: C00007];
[reduced NADPH---hemoprotein reductase] [CPD: C03024];
3alpha-hydroxy-3,5-dihydromonacolin L acid [CPD: C20852]
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Product |
monacolin L acid [CPD: C20853];
[oxidized NADPH---hemoprotein reductase] [CPD: C03161];
H2O [CPD: C00001];
3alpha-hydroxy-3,5-dihydromonacolin L acid [CPD: C20852]
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Comment |
A cytochrome P-450 (heme-thiolate) protein. The dehydration of 3alpha-hydroxy-3,5-dihydromonacolin L acid is believed to be spontaneous [1,2]. The enzyme from fungi also catalyses the reaction of EC 1.14.14.125, monacolin L hydroxylase [3].
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History |
EC 1.14.14.124 created 2014 as EC 1.14.13.197, transferred 2018 to EC 1.14.14.124
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Pathway |
ec00999 | Biosynthesis of various secondary metabolites - part 1 |
ec01110 | Biosynthesis of secondary metabolites |
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Orthology |
K20980 | dihydromonacolin L/monacolin L hydroxylase |
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Reference |
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Authors |
Treiber LR, Reamer RA, Rooney CS, Ramjit HG |
Title |
Origin of monacolin L from Aspergillus terreus cultures. |
Journal |
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Reference |
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Authors |
Nakamura T, Komagata D, Murakawa S, Sakai K, Endo A |
Title |
Isolation and biosynthesis of 3 alpha-hydroxy-3,5-dihydromonacolin L. |
Journal |
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Reference |
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Authors |
Barriuso J, Nguyen DT, Li JW, Roberts JN, MacNevin G, Chaytor JL, Marcus SL, Vederas JC, Ro DK |
Title |
Double oxidation of the cyclic nonaketide dihydromonacolin L to monacolin J by a single cytochrome P450 monooxygenase, LovA. |
Journal |
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Sequence |
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Other DBs |
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