Ligand 1,2-epoxymenth-8-ene
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Basic Ligand Information
Molecular Structure
C10H16O
1,2-epoxymenth-8-ene
CCEFMUBVSUDRLG-UHFFFAOYSA-N
limonene-1,2-epoxide, limonene oxide
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)
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limonene-1,2-epoxide + H2O = limonene-1,2-diol
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)
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(4R)-limonene + NADH + H+ + O2 = 1,2-epoxymenth-8-ene + NAD+ + H2O
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(4S)-limonene + NADH + H+ + O2 = 1,2-epoxymenth-8-ene + NAD+ + H2O
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Substrate in Enzyme-catalyzed Reactions (4 results)
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limonene-1,2-epoxide + H2O = limonene-1,2-diol
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limonene-1,2-epoxide + H2O = (1R,2R,4S)-limonene-1,2-diol
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limonene-1,2-epoxide + H2O = (1S,2S,4R)-limonene-1,2-diol
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limonene-1,2-epoxide + H2O = (1S,2S,4R)-limonene-1,2-diol + (1R,2R,4S)-limonene-1,2-diol
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Product in Enzyme-catalyzed Reactions (2 results)
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(4R)-limonene + NADH + H+ + O2 = 1,2-epoxymenth-8-ene + NAD+ + H2O
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(4S)-limonene + NADH + H+ + O2 = 1,2-epoxymenth-8-ene + NAD+ + H2O
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Inhibitor in Enzyme-catalyzed Reactions (1 result)
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Enzyme Kinetic Parameters
References & Links
Literature References (7)
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Purification and properties of a alpha-pinene oxide lyase from Nocardia sp. strain P18.3
1987
Griffiths, E.T.; Harries, P.C.; Jeffcoat, R.; Trudgill, P.W.
J. Bacteriol.
169
4980-4983
Catalytic mechanism of limonene epoxide hydrolase, a theoretical study
2005
Hopmann, K.H.; Hallberg, B.M.; Himo, F.
J. Am. Chem. Soc.
127
14339-14347
QM/MM study of the mechanism of enzymatic limonene 1,2-epoxide hydrolysis
2011
Hou, Q.Q.; Sheng, X.; Wang, J.H.; Liu, Y.J.; Liu, C.B.
Biochim. Biophys. Acta
1824
263-268
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Understanding complex mechanisms of enzyme reactivity the case of limonene-1,2-epoxide hydrolases
2018
Rinaldi, S.; Van Der Kamp, M.; Ranaghan, K.; Mulholland, A.; Colombo, G.
ACS Catal.
8
5698-5707
QM/MM study of the mechanism of enzymatic limonene 1,2-epoxide hydrolysis
2012
Hou, Q.Q.; Sheng, X.; Wang, J.H.; Liu, Y.J.; Liu, C.B.
Biochim. Biophys. Acta
1824
263-268
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Efficient epoxide hydrolase catalyzed resolutions of (+)- and (-)-cis/trans-limonene oxides
2015
Ferrandi, E.; Marchesi, C.; Annovazzi, C.; Riva, S.; Monti, D.; Wohlgemuth, R.
ChemCatChem
7
3171-3178
Discovery and characterization of thermophilic limonene-1,2-epoxide hydrolases from hot spring metagenomic libraries
2015
Ferrandi, E.E.; Sayer, C.; Isupov, M.N.; Annovazzi, C.; Marchesi, C.; Iacobone, G.; Peng, X.; Bonch-Osmolovskaya, E.; Wohlgemuth, R.; Littlechild, J.A.; Monti, D.
FEBS J.
282
2879-2894
Links to other databases for 1,2-epoxymenth-8-ene
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