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Literature summary extracted from

  • Xie, X.; Watanabe, K.; Wojcicki, W.A.; Wang, C.C.; Tang, Y.
    Biosynthesis of lovastatin analogs with a broadly specific acyltransferase (2006), Chem. Biol., 13, 1161-1169.
    View publication on PubMed

Application

EC Number Application Comment Organism
2.3.1.238 synthesis the enzyme can be a useful biocatalyst for the synthesis of simvastatin and other statin analogs. It is an attractive enzyme for engineered biosynthesis of pharmaceutically important cholesterol-lowering drugs Aspergillus terreus

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.3.1.238 overexpression in Escherichia coli Aspergillus terreus

Protein Variants

EC Number Protein Variants Comment Organism
2.3.1.238 S76A no activity Aspergillus terreus

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.3.1.238 monacolin J competitive inhibitor of butyryl-CoA, substrate inhibition occurs due to binding of monacolin J to the free enzyme, forming a LovD-monacolin J complex and blocking entrance of butyryl-CoA Aspergillus terreus
2.3.1.238 additional information no substrate inhibition by butyryl-CoA at high concentrations is observed Aspergillus terreus

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.3.1.238 additional information
-
 additional information Km-value for hydrolysis of lovastain to monacolin J is 0.56 mM Aspergillus terreus
2.3.1.238 1.59
-
 butyryl-CoA pH 7.9, 25°C Aspergillus terreus

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.238 Aspergillus terreus Q9Y7D1
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.3.1.238
-
 Aspergillus terreus

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.238 (S)-2-methylbutanoyl-N-acetylcysteamine + 6-hydroxy-6-demethylmonacolin J
-
 Aspergillus terreus pravastatin + N-acetylcysteamine
-
 ?
2.3.1.238 (S)-2-methylbutanoyl-N-acetylcysteamine + monacolin J
-
 Aspergillus terreus lovastatin + N-acetylcysteamine
-
 ?
2.3.1.238 alpha-dimethylbutanoyl-N-acetylcysteamine + 6-hydroxy-6-demethylmonacolin J
-
 Aspergillus terreus huvastatin + N-acetylcysteamine
-
 ?
2.3.1.238 alpha-dimethylbutanoyl-N-acetylcysteamine + monacolin J
-
 Aspergillus terreus simvastatin + N-acetylcysteamine
-
 ?
2.3.1.238 benzoyl-CoA + monacolin J
-
 Aspergillus terreus ? + CoA
-
 ?
2.3.1.238 butanoyl-N-acetylcysteamine + monacolin J
-
 Aspergillus terreus (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
-
 ?
2.3.1.238 butyryl-CoA + monacolin J 87% conversion after 10 h Aspergillus terreus (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
-
 ?
2.3.1.238 hexanoyl-N-acetylcysteamine + monacolin J
-
 Aspergillus terreus ? + N-acetylcysteamine
-
 ?
2.3.1.238 additional information 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 Aspergillus terreus ?
-
 ?
2.3.1.238 pentanoyl-N-acetylcysteamine + monacolin J
-
 Aspergillus terreus ? + N-acetylcysteamine
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.3.1.238 LovD
-
 Aspergillus terreus

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.3.1.238 25
-
 assay at Aspergillus terreus

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.3.1.238 additional information
-
 additional information kcat-value for hydrolysis of lovastain to monacolin J is 0.0035/s Aspergillus terreus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.3.1.238 7.9
-
 assay at Aspergillus terreus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.3.1.238 0.33
-
 monacolin J pH 7.9, 25°C Aspergillus terreus