Ligand (+)-isomenthone
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Basic Ligand Information
Molecular Structure
C10H18O
(+)-isomenthone
NFLGAXVYCFJBMK-RKDXNWHRSA-N
(1R,4R)-isomenthone, (2R,5R)-isomenthone, iso-menthone
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)
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(+)-isomenthone + NADPH = (+)-neoisomenthol + NADP+
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(+)-isomenthone + NADPH = (+)-isomenthol + NADP+
-
In Vivo Product in Enzyme-catalyzed Reactions (2 results)
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(+)-pulegone + NADPH + H+ = (+)-isomenthone + NADP+
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2 (+)-pulegone + 2 NADPH + 2 H+ = (-)-menthone + (+)-isomenthone + 2 NADP+
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Substrate in Enzyme-catalyzed Reactions (4 results)
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(+)-isomenthone + NADPH = (+)-neoisomenthol + NADP+
-
(2R,5R)-isomenthone + NADPH + H+ = (-)-menthol + NADP+
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(+)-isomenthone + NADPH = (+)-isomenthol + NADP+
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(2R,5R)-isomenthone + NADPH + H+ = (+)-neomenthol + NADP+
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Product in Enzyme-catalyzed Reactions (6 results)
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(+)-isomenthol + NAD+ = (+)-isomenthone + NADH
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(R)-pulegone + NADP+ = (1R,4R)-isomenthone + (1R,4S)-menthone + NADPH + H+
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(R)-pulegone + NADP+ = (1R,4R)-isomenthone + NADPH + H+
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(R)-pulegone + NADPH + H+ = (1R,4R)-isomenthone + (1R,4S)-menthone + NADP+
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(+)-pulegone + NADPH + H+ = (+)-isomenthone + NADP+
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2 (+)-pulegone + 2 NADPH + 2 H+ = (-)-menthone + (+)-isomenthone + 2 NADP+
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Inhibitor in Enzyme-catalyzed Reactions (1 result)
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64.7% inhibition at 1 mM
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Enzyme Kinetic Parameters
kcat Value (Turnover Number) (2 results)
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2
-
recombinant His6-tagged enzyme, pH 7.0, 30°C
0.2
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recombinant His6-tagged enzyme, pH 7.0, 30°C
KM Value (2 results)
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0.041
-
pH 7.0, 31°C, recombinant enzyme
1
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above, pH 9.3, 31°C, recombinant enzyme
References & Links
Literature References (3)
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Monoterpene metabolism. Cloning, expression, and characterization of menthone reductases from peppermint
2005
Davis, E.M.; Ringer, K.L.; McConkey, M.E.; Croteau, R.
Plant Physiol.
137
873-881
Activity of essential oils and individual components against acetyl- and butyrylcholinesterase
2008
Orhan, I.; Kartal, M.; Kan, Y.; Sener, B.
Z. Naturforsch. C
63
547-553
Enzymatic menthol production: one-pot approach using engineered Escherichia coli
2015
Toogood, H.; Cheallaigh, A.; Tait, S.; Mansell, D.; Jervis, A.; Lygidakis, A.; Humphreys, L.; Takano, E.; Gardiner, J.; Scrutton, N.
ACS Synth. Biol.
4
1112-1123
Links to other databases for (+)-isomenthone
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