2.3.1.238: monacolin J acid methylbutanoate transferase

This is an abbreviated version!
For detailed information about monacolin J acid methylbutanoate transferase, go to the full flat file.

Reaction

Synonyms

LovD

ECTree

     2 Transferases

         2.3 Acyltransferases

             2.3.1 Transferring groups other than aminoacyl groups

                2.3.1.238 monacolin J acid methylbutanoate transferase

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Results	in table
9	AA Sequence
1	Application
1	Cloned(Commentary)
1	General Information
2	Inhibitors
1	kcat/KM [mM/s]
1	Ki Value [mM]
3	KM Value [mM]
1	Molecular Weight [Da]
2	Natural Substrates/ Products (Substrates)
3	Organism
4	Pathway
1	pH Optimum
2	Protein Variants
1	Purification (Commentary)
1	Reaction
3	Reference
14	Substrates and Products (Substrate)
1	Subunits
4	Synonyms
1	Systematic Name
1	Temperature Optimum [°C]
2	Turnover Number [1/s]

Substrates Products

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Substrates Products on EC 2.3.1.238 - monacolin J acid methylbutanoate transferase

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SUBSTRATE

PRODUCT                       

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

(S)-2-methylbutanoyl-N-acetylcysteamine + 6-hydroxy-6-demethylmonacolin J

pravastatin + N-acetylcysteamine

Aspergillus terreus

Q9Y7D1

-

729573

-

-

?

(S)-2-methylbutanoyl-N-acetylcysteamine + monacolin J

lovastatin + N-acetylcysteamine

Aspergillus terreus

Q9Y7D1

-

729573

-

-

?

alpha-dimethylbutanoyl-N-acetylcysteamine + 6-hydroxy-6-demethylmonacolin J

huvastatin + N-acetylcysteamine

Aspergillus terreus

Q9Y7D1

-

729573

-

-

?

alpha-dimethylbutanoyl-N-acetylcysteamine + monacolin J

simvastatin + N-acetylcysteamine

Aspergillus terreus

Q9Y7D1

-

729573

-

-

?

benzoyl-CoA + monacolin J

? + CoA

Aspergillus terreus

Q9Y7D1

-

729573

-

-

?

butanoyl-N-acetylcysteamine + monacolin J

(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl butanoate + N-acetylcysteamine

Aspergillus terreus

Q9Y7D1

-

729573

-

-

?

butyryl-CoA + monacolin J

(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl butanoate + CoA

Aspergillus terreus

Q9Y7D1

87% conversion after 10 h

729573

-

-

?

hexanoyl-N-acetylcysteamine + monacolin J

? + N-acetylcysteamine

Aspergillus terreus

Q9Y7D1

-

729573

-

-

?

monacolin J acid + (S)-2-methylbutanoyl-[2-methylbutanoate polyketide synthase]

lovastatin acid + [2-methylbutanoate polyketide synthase]

4 entries

pentanoyl-N-acetylcysteamine + monacolin J

? + N-acetylcysteamine

Aspergillus terreus

Q9Y7D1

-

729573

-

-

?

additional information

?

-

Aspergillus terreus

Q9Y7D1

the enzyme displays preference toward medium chain length (C3–C6) acyl groups, with butyryl-CoA being the optimal alkylacyl-CoA substrate. Both acetyl- and octanoyl-CoA are poor substrates of LovD, with less than 10% acylation of monacolin J. The enzyme also catalyzes hydrolysis of lovastain to monacolin J. Butyryl-thioethane and butyryl-thioethanol are not competent substrates of the enzyme

729573

-

-

?

monacolin J acid + (S)-2-methylbutanoyl-[2-methylbutanoate polyketide synthase]

lovastatin acid + [2-methylbutanoate polyketide synthase]

Aspergillus terreus

Q9Y7D1

-

441506

-

-

?

monacolin J acid + (S)-2-methylbutanoyl-[2-methylbutanoate polyketide synthase]

lovastatin acid + [2-methylbutanoate polyketide synthase]

Aspergillus terreus

Q9Y7D1

the enzyme is involved in lovastatin biosynthesis

729881

-

-

?

monacolin J acid + (S)-2-methylbutanoyl-[2-methylbutanoate polyketide synthase]

lovastatin acid + [2-methylbutanoate polyketide synthase]

Aspergillus terreus

Q9Y7D1

monacolin J acid i.e. (3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate

441506

lovastatin acid i.e. (3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-[[(2S)-2-methylbutanoyl]oxy]-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate

-

?

monacolin J acid + (S)-2-methylbutanoyl-[2-methylbutanoate polyketide synthase]

lovastatin acid + [2-methylbutanoate polyketide synthase]

Aspergillus terreus

Q9Y7D1

the enzyme primarily interacts with the ACP domain of 2-methylbutanoate polyketide synthase (LovF) and the protein-protein interactions leads to highly efficient transfer of the diketide product

729881

-

-

?