S cis verbenol

(1S)-(−)-α-Pinene (98 %), (S)-cis-Verbenol (95 %), and dodecane (99 %) were purchased from Sigma-Aldrich, USA. (−)-Linalool (>97 %) and (1S)-(−)-verbenone at a purity of >97 % were obtained from Fluka, Switzerland and stored at 5 °C.

In the species specific verbenone conversion experiments, TSA and TSB medium were purchased from Sigma-Aldrich (Shanghai, China). (S)-cis-verbenol (95% purity), (1S)-(-)-verbenone (94% purity) and heptyl acetate (≥98% purity) were purchased from Sigma-Aldrich (Shanghai, China) for use in all experiments.

The solvent was removed under vacuum to yield 1 mL of the extract, to which gaseous nitrogen and n-tetradecane (78.5 uL) as the internal standard were added. Sample analysis was performed on an Agilent 6890N gas chromatograph (Agilent Technologies, Palo Alto, CA, USA) with a flame ionisation detector. The chromatography column used for purification was a D8-5MS column (J&W Scientific, Folsom, CA, USA) composed of 5% phenylpoly (dimethylsiloxane) (60 m × 0.25 mm × 0.25 µm). The injection was performed in the split mode (30:1), with an injection volume of 2µL [51 ]. (1S)-(−)-α-Pinene (98%), (S)-cis-verbenol (95%), and n-tetradecane (99%) were purchased from Sigma–Aldrich, USA.