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3 protocols using dihydrocarvone

1

Enantiomeric Analysis of Essential Oils

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For chemical analyses, EOs were diluted in cyclohexane MS SupraSolv® for gas chromatography (Sigma-Aldrich, Steinheim, Germany). For enantiomers identification, the analytical standards of (−)-menthol, (+)-menthol, (−)-menthone, (+)-menthone, (−)-α-terpineol, (+)-α-terpineol, (−)-limonene, (+)-limonene, (−)-terpinen-4-ol, (+)-terpinen-4-ol, (−)-trans-caryophyllene, (−)-carvone, (+)-carvone, (−)-linalool, (±)-linalool, (−)-menthyl acetate, (+)-menthyl acetate, (−)-dihydrocarvone, (+)-dihydrocarvone, (−)-borneol, and undecane-2-one (all Sigma-Aldrich, Steinheim, Germany) were used.
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2

Chiral Monoterpene Isolation and Characterization

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All reagents, R-carvone, R-limonene, and dihydrocarvone were purchased from Sigma-Aldrich Co. (St. Louis, MO, USA), GIBCO BRL Life Technologies (Grand Island, NY, USA), and Santa Cruz Biotechnology (Santa Cruz, CA, USA).
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3

Enantioselective Biotransformation Using Carvone

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(R)-carvone (98%), dihydrocarvone (mixture of isomers 77% (2R,5R), and 20% (2S,5R)) and Amberlite® XAD4 were obtained from Sigma Aldrich (St. Louis, MO, USA). Media components, Kanamycin sulfate, and NAD(H) were purchased from Carl Roth (Karlsruhe, Germany). Enzymes for DNA manipulation were bought from New England Biolabs (Ipswich, MA, USA) and primers were synthesized by Eurofins Genomics (Ebersberg, Germany). E. coli DH5α (Invitrogen, Carlsbad, CA, USA) was used for cloning and E. coli BL21 (DE3) (Novagen, San Diego, CA, USA) for protein expression and biotransformation.
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