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Literature summary for 1.11.2.1 extracted from

  • Kluge, M.; Ullrich, R.; Scheibner, K.; Hofrichter, M.
    Stereoselective benzylic hydroxylation of alkylbenzenes and epoxidation of styrene derivatives catalyzed by the peroxygenase of Agrocybe aegerita (2012), Green Chem., 14, 440-446.
No PubMed abstract available
Search for more literature for 1.11.2.1

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
480
-
 propylbenzene pH not specified in the publication, temperature not specified in the publication Cyclocybe aegerita
694
-
 ethylbenzene pH not specified in the publication, temperature not specified in the publication Cyclocybe aegerita

Organism

Organism UniProt Comment Textmining
Cyclocybe aegerita
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(1E)-prop-1-en-1-ylbenzene + H2O2
-
 Cyclocybe aegerita 2-methyl-3-phenyloxirane + H2O 71% conversion, 7% enantiomeric excess ?
(1Z)-prop-1-en-1-ylbenzene + H2O2
-
 Cyclocybe aegerita 2-methyl-3-phenyloxirane + H2O 96% conversion, 29% enantiomeric excess ?
1,2,3,4-tetrahydronaphthalene + H2O2
-
 Cyclocybe aegerita (1R)-1,2,3,4-tetrahydronaphthalen-1-ol 85% conversion, 99% enantiomeric excess ?
1-methyl-1H-indene + H2O2
-
 Cyclocybe aegerita (1aS,6aR)-6-methyl-6,6a-dihydro-1aH-indeno[1,2-b]oxirene + H2O 96% conversion, 2.3% enantiomeric excess ?
2,3-dihydro-1H-indene + H2O2
-
 Cyclocybe aegerita (1R)-2,3-dihydro-1H-inden-1-ol + H2O 77% conversion, 87% enantiomeric excess ?
ethylbenzene + H2O2
-
 Cyclocybe aegerita (R)-1-phenylethanol 95% conversion, 99% enantiomeric excess ?
additional information the transferred oxygen exclusively originates from the peroxide. Benzylic hydroxylation leads exclusively to the (R)-1-phenylalkanols. For (R)-1-phenylethanol, (R)-1-phenylpropanol and (R)-1-tetralol, the enantiomeric excess reaches >99%. For longer chain lengths, the enantiomeric excesses and total turnover numbers decrease while the number of by-products, e.g. 1-phenylketones, increase Cyclocybe aegerita ?
-
 ?
n-butylbenzene + H2O2
-
 Cyclocybe aegerita (R)-1-phenylbutanol 52% conversion, 40% enantiomeric excess ?
n-pentylbenzene + H2O2
-
 Cyclocybe aegerita 1-phenylpentanol 8.4% conversion, 99% enantiomeric excess ?
propylbenzene + H2O2
-
 Cyclocybe aegerita (R)-1-phenylpropanol 64% conversion, 99% enantiomeric excess ?

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
194
-
 propylbenzene pH not specified in the publication, temperature not specified in the publication Cyclocybe aegerita
410
-
 ethylbenzene pH not specified in the publication, temperature not specified in the publication Cyclocybe aegerita

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
405
-
 propylbenzene pH not specified in the publication, temperature not specified in the publication Cyclocybe aegerita
590
-
 ethylbenzene pH not specified in the publication, temperature not specified in the publication Cyclocybe aegerita