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7 protocols using e 2 hexen 1 ol

1

Retention Index Determination of Volatile Compounds

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A mixture of n-alkanes (C8—C20) dissolved in hexane for retention index determination was purchased from Fluka (Buchs, Switzerland). Reference compounds, (E)-2-hexen-1-ol (> 96%), (E)-2-octen-1-ol (> 97%), 1-decyne (> 98%), 1-dodecene (≥ 99%), (E,E)-2,4-hexadienal (≥ 97%), 2-cyclohexen-1-ol (> 95%), (E)-2-hexenal (≥ 99%), (E)-2-octenal (≥ 95%), 4-tert-butylcyclohexyl acetate (mixture of E and Z, > 98%), allyl cyclohexanepropionate (≥ 98%), cyclopentanemethanol (≥ 98%), cyclopentanol (≥ 99%), cyclopentanone (≥ 99%), decanal (≥ 98%), 1-dodecanol (≥ 98%), dodecyl acetate (> 97%), hexyl acetate (≥ 99%), hexyl salicylate (≥ 99%), limonene (> 97%), nonanal (≥ 97%), octyl acetate (≥ 99%), p-cymene (> 99%), 1-tridecanol (≥ 99%), and α-hexylcinnamaldehyde (≥ 95%) were supplied by Sigma Aldrich (Munich, Germany).
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2

Cricket Exposure Assay Protocol

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Commercially available crickets (A. domesticus) in Tucson, AZ, USA, were reared on an artificial diet for tropical fishes in the laboratory. Nymphs between 120 and 150 mg in weight were used for all exposure assays. OHE was synthesized by a one-step reaction described in Moreria and Millar [28] (link). 1-Butanethiol (1-BuSH), 5,5′-dithiobis(nitrobenzoic acid) (DTNB), trichloroacetic acid (TCA), Triton X-100, (E)-2-pentenal, (E)-2-hexenal, (E)-2-octenal, (E)-2-hexen-1-ol, (E)-2-hexene, hexanal, and hexane were obtained from Sigma–Aldrich (St. Louis, MO, USA). (E)-2-Heptenal and (E)-2-nonenal were purchased from TCI America (Portland, OR, USA).
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3

Volatile Compound Identification Protocol

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The standard compounds employed in this study for identification and quantification were supplied by Sigma-Aldrich (Darmstadt, Germany), including hexanal, (E)-2-hexenal, nonanal, (E,E)-2,4-hexadienal, (E)-2-nonenal, benzaldehyde, pentanol, hexanol, (Z)-3-hexen-1-ol, (E)-2-hexen-1-ol, 2-ethyl-1-hexanol, nonanol, benzyl alcohol, 2-phenylethanol, limonene, α-ocimene, linalool, citronellol, nerol, geraniol, and isovalerone. Sodium chloride and 4-methyl-2-pentanol (internal standard) were purchased from Merck (Darmstadt, Germany).
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4

Preparation of Volatile Organic Compound Standards

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A mixture of n-alkanes (C6–C10) dissolved in pentane was purchased from Fluka (Buchs, Switzerland) and α-pinene (≥95%) from Merck. All other reference compounds were supplied by Sigma-Aldrich (Munich, Germany): (E)-2-hexen-1-ol (≥ 95%), (E)-2-octenal (≥94%), (E)-2-nonenal (≥93%), hexyl acetate (99%), 1-decyne (98%), (Z)-3-hexenyl acetate (≥98%), (E)-2-decenal (analytical standard), 3-methyl-1-butanol acetate (isoamyl acetate) (≥97%), benzaldehyde (≥99%), nonanal (97%), (E)-2-hexenal (98%), (E)-2-octen-1-ol (97%), decanal (≥98%), 2,4-octadienal (96%), (E,E)-2,4-decadienal (analytical standard), (R)-(+)-limonene (97%), (E,E)-2,4-hexadienal (≥95%). Dichloromethane (anhydrous, ≥99.8%) and pentane (anhydrous, ≥99%) used as diluents were also from Sigma-Aldrich.
Samples of the reference compounds were prepared by dilution of the individual compounds in Dichloromethane, except for a mixture of alkanes which were diluted in pentane. The concentration of stock solutions of each compound was 0.1 mg mL−1 but the final dilution of each standard was individually modified to obtain good reproducibility of retention times.
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5

Analysis of Volatile Compounds

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The external C6 volatile standards, including hexanal (98.0% purity), (E)-2-hexenal (98.0%), 1-hexanol (99.0%), (E)-2-hexen-1-ol (96.0%), (E)-3-hexen-1-ol (98.0%), (Z)-2-hexen-1-ol (96.0%), (Z)-3-hexen-1-ol (98.0%), ethyl hexanoate (99.0%), hexyl acetate (99.0%), (Z)-3-hexen-1-acetate (98.0%), and hexanoic acid (99.0%), were purchased from Sigma-Aldrich (St. Louis, MO, USA). The internal standard 4-methyl-2-pentanol was also purchased from Sigma-Aldrich, with a purity of 98.0%. Water used in this study was purified from a Milli-Q purification system (Millipore, Bedford, MA, USA). Polyvinylpolypyrrolidone (PVPP) was a product of Sigma-Aldrich. SYBR® Premix Ex TaqTM and Spectrum™ Plant Total RNA Kit were purchased from TaKaRa Bio (Otsu, Shiga, Japan) and Sigma-Aldrich, respectively. A reverse transcription system kit was obtained from Promega (Madison, WI, USA). Other reagents used in this study were purchased from the Beijing Chemical Works (Beijing, China).
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6

Extraction and Quantification of Volatile Compounds

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Acetonitrile, formic acid, and methanol were purchased from Fisher Company (Fairlawn, NJ, USA). D-(+)-dextronic acid δ-lactone was purchased from Sigma-Aldrich (St. Louis, MO, USA). The Cleanert® PEP-SPE resin (150 mg/6 mL) was obtained from Bonna-Agela (Wilmington, DE, USA).
The standards (purities > 95%) used for identification and quantification of the volatile compounds 1-hexanol, (E)-2-hexen-1-ol, (Z)-2-hexen-1-ol, (E)-3-hexen-1-ol, (Z)-3-hexen-1-ol, hexanal, (E)-2-hexenal, 1-nonanol, furfural, hexanoic acid, limonene, D-limonene, myrcene, linalol, α-terpineol, 4-terpineol, β-citronellol, citral, geranylacetone, geraniol, nerol, cis-furan oxidin, spirulina, (Z)-orange sterol, (E)-β-damascenone, (E)-β-ionone, and 4-methyl-2-pentanol were all supplied by Sigma-Aldrich (St. Louis, MO, USA). The deionized water (<18 WΩ resistance) was obtained through a Milli-Q Element water purification system (Millipore, Bedford, MA, USA). All the other chemicals or reactives without especial mention were purchased from Beijing Chemical Works (Beijing, China).
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7

Analytical Standards for Wine Aroma

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Benzaldehyde, β-citronellol, eugenol, geraniol, 1-hexanol, (E)-2-hexenal, (E)-2hexen-1-ol, (Z)-3-hexen-1-ol, -ionone, β-ionone, D-limonene, linalool, nerolidol and -terpineol were purchased from Sigma-Aldrich (Steinheim, Germany). A mixture of commercial standards of high purity grade (>97%) in methanol was prepared, using concentration ranges for each compound commonly found in wines. A model solution was prepared: an aqueous ethanol solution at 12% with 5 g L -1 of tartaric acid was and pH adjusted to 3.6 with 1M sodium hydroxide (Zalacain, Marin, Alonso & Salinas, 2007) (Table 1).
The internal standard was γ-hexalactone (Sigma-Aldrich, Steinheim, Germany) solution at 1 µL mL -1 in absolute ethanol (Merck, Darmstad, Germany).
were employed to prepare model solutions.
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