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141 protocols using 1 octanol

1

Quantification of Organic Compounds

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GS (>99% purity as determined with mass spectrometry) was purchased from Sigma Aldrich (St. Louis, MO, USA). 1-octanol (≥99%, 1-octanol) was purchased from Sigma Aldrich (Gillingham, UK) and used without further purification.
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2

Synthesis of Co3O4 Nanocubes

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A mixture of 0.37 g of cobalt(II) perchlorate (Aldrich) and 2.7 g of oleylamine (Acros) in 15 mL of 1-octanol (Aldrich) was heated to 120 °C under air and aged for 2 h. During the heating, 0.7 mL of distilled water was added before the temperature reaches 120 °C. After the reaction, an excess amount of acetone and ethanol was added and Co3O4 nanocubes were retrieved by centrifugation.
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3

Synthesis of Organometallic Complexes and Polymers

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All reactions were performed in oven-dried glassware under an argon atmosphere in an argon-filled glovebox (O2 < 2 ppm, H2O < 0.5 ppm) at room temperature unless otherwise specified. All solvents were dried using a solvent purification system. All commercially obtained reagents were used as received: 3-Bromopyridine {Aldrich, 99%}, Ethyl Vinyl Ether {Aldrich, 99%, store at −20 °C}, 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) {Aldrich, 98%, store at −20 °C}, Boric Acid {Aldrich, 99.5%}, D,L-lactide{Aldrich, 99%}, 1-Octanol{Aldrich, 99%}, SecBuLi {1.3 M sol. in cyclohexane/hexane (92/8) ACROS}. [(H2IMes)(3-Br-py)2(Cl)2Ru=CHPh], G3 was synthesized according to literature67 . nor1 were synthesized according to literature63 (link). Styrene {Aldrich} was pushed through an alumina column and distilled under vacuum prior to use.
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4

Synthesis of Lanthanide Nitrate Complexes

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Ln(NO3)3 were prepared from corresponding Ln oxides (99.99%, Treibacher Industries AG) for Ln = La, Ce, Pr, Nd, Sm, Eu, Gd, Dy, Ho, Er, Tm, Yb, Lu, by dissolving the Ln oxide in HNO3. The remaining materials were used as received, Tb(NO3)3 (99.9%, Sigma Aldrich), TODGA (97 wt%, Marshallton), 1-hexanol (98%, Sigma Aldrich), 1-octanol (98%, Sigma Aldrich), and 1-decanol (98%, Sigma Aldrich), nitric acid (70%, Avantor), isopropyl alcohol (99%, Pharmco), sodium hydroxide (98.5%, Fisher Scientific), potassium hydrogen phthalate (99.95%, Alfa Aesar), sodium chloride (98.5%, Fisher Scientific), lithium chloride (99%, Sigma Aldrich), ethylene glycol (99%, Sigma Aldrich), and tributylamine (99%, Thermo Scientific).
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5

Organic Synthesis Chemical Reagents

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Lipoic acid (97%), petroleum ether (99%), triethylamine (98%), tetrahydrofuran (97%), ethanol (99%), ethyl acetate (99%), dichloromethane (97%), 1-octanol (≥85%), N-dimethylformamide (≥97%), sodium bicarbonate (≥95%), sodium chloride (90%), sodium hydroxide (≥97%), hydrochloric acid (98%), sodium borohydride (95%), hydrogen peroxide (30%) and chloroauric acid (99%) were purchased from Sigma-Aldrich (St. Louis, MO, USA).
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6

Development and Validation of TD-GC-qMS Method

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The TD-GC-qMS method development was done using dimethyl sulphide (1, anhydrous, ≥ 99%), 2-methylbutanal (2, 95%), dimethyl disulphide (3, ≥ 98%), 2-hexanone (4, analytical standard), 1-octanol (6, anhydrous, ≥ 99%), 2-nonanone (7, ≥ 99%), 1-undecene (8, 97%), 1-decanol (9, ≥ 9 8%) and 2-aminoacetophenone (10, analytical standard) purchased from Sigma-Aldrich (Taufkirchen, Germany), and 2-heptanone (5, ≥ 98%) purchased from Merck KGaA (Darmstadt, Germany).
To verify the analysis of cyclic siloxanes by atmospheric pressure ionization (APPI), coupled with thermogravimetry (TG) and a qMS, three cyclic siloxanes were analysed as single standards. Octamethylcyclotetrasiloxane (D4, 98%, Alfa Aesar, Karlsruhe, Germany), decamethylcyclopentasiloxane (D5, 97%, Alfa Aesar, Karlsruhe, Germany) and dodecamethylcyclohexasiloxane (D6, 95%, Alfa Aesar, Karlsruhe, Germany) were used.
For all purposes, liquid chromatography-mass spectrometry (LC-MS) grade methanol from VWR (Leuven, Belgium) and ultrapure water, generated with a water purification system from Sartorius Stedim (Göttingen, Germany), were used. For cleaning purpose, Decon 90 from VWR (Leuven, Belgium) was used.
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7

Odor Identification and Characterization

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All odors except ACV were purchased from Sigma-Aldrich (Rehovot, Israel) and were at the purest level available: Isoamyl acetate (IAA), 3-octanol (3-OCT), 4-methylcyclohexanol (MCH), linalool, γ-decalactone, methyl salicylate, hexyl acetate, ethyl lactate, ethyl acetate, ethyl formate, isobutyl acetate, methyl hexanoate, ethyl benzoate, methyl acetate, ethyl propionate, β-citronellol, limonene, geraniol, geranyl acetate, 2-heptanone, 2-pentanone, 2-butanone, pentyl alcohol, 4-ethyl guaiacol, α-terpineol, 1-octanol, benzyl alcohol, 1-hexanol, acetic acid. ACV was bought at a local supermarket (RAUCH Fruchtsäfte GmbH & Co OG apple cider vinegar)
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8

Quantifying 1-Octanol and Octyl Acetate

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Hexadecane solvent overlay was used to capture 1-octanol and octyl acetate from the liquid culture. Alternatively, 0.1 volume of hexadecane was used to extract samples of the aqueous phase from mock or production cultures. One hundred microliters of hexadecane overlay or extract was transferred into an insert in a 2-mL screw top GC vial (Agilent). Samples were analyzed using an Agilent 7890B gas chromatograph with an HP-5 ms column, a 7693 autosampler, and a 5977B MSD system. Then 1 µL of sample was injected using a pulsed split ratio of 10:1 and split flow at 10 min/mL. The GC was programmed with an initial temperature of 70 °C for 30 s, followed by a first ramp at 30 °C/min to 250 °C before ramping up to 300 °C with a final hold for 2 min at 40 °C/min. Target products were identified by comparing mass spectra and retention times with external standards. Serial dilutions of 1-octanol (≥99%; Sigma-Aldrich) and octyl acetate (≥99%; ACROS Organics) standards were used to quantify the concentrations of 1-octanol and octyl acetate in the sample.
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9

Purification and Characterization of Liposomes

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Anhydrotetracycline hydrochloride (aTC, analytical standard), bovine serum albumin (BSA),
OptiPrep (iodoxanol), LB broth, mineral oil, 1-octanol, and polyvinyl
alcohol (PVA) were purchased from Sigma-Aldrich. Dulbecco’s
phosphate-buffered saline (PBS) was purchased from Gibco (Thermo Fisher
Scientific). Pluronic F-68 surfactant was purchased from Thermo Fisher
Scientific. Polydimethylsiloxane (PDMS) Sylgard 184 was purchased
from Dow Corning. Glycerol was purchased from ABCR. 1-Palmityl-2-oeylphosphatidylcholine
(POPC), 1,2-dioleoyl-sn-glycero-3-phosphocholine
(DOPC), 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine-N-lissamine rhodamine B sulfonyl (Rho-PE), and cholesterol
were purchased from Avanti Polar Lipids. The antibiotics, kanamycin
sulfate (100×), was obtained from Gibco (Life Technologies),
ampicillin sodium salt was obtained from Sigma-Aldrich, tetracycline hydrochloride (TC), pharmaceutical grade, was purchased from GERBU
Biotechnik GmbH.
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10

Comprehensive Chemical Compound Synthesis

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The following chemicals were purchased at highest purities available from Sigma Aldrich, Bangalore, India: 2-methyltetrahydro-3-furanone, acetic acid, benzaldehyde, 1-octanol, (R)-1-octen-3-ol, ethyl butyrate, ethyl acetate, geranyl acetate, methyl salicylate, methyl laurate, isopentyl acetate, hexanoic acid, 2-methylphenol, geosmin, butyraldehyde, 1,4-diaminobutane, phenyl acetalydehyde, phenylethylamine, pyridine, ammonia solution and mineral oil. 11-cis-vaccenyl acetate was purchased from Cayman Chemical Company, Michigan, United States. Cis-3-hexenyl acetate, 2,3-butanedione, butyric acid, linalool, and acetophenone were purchased from Fluka, Sigma-Aldrich, Bangalore, India. The compound 1-hexanol was purchased from TCI, nonanal was purchased from Acros Organics. Propionic acid was obtained as a gift from the Max Planck Institute for Chemical Ecology, Jena, Germany. Fluo-4AM was purchased from Life Technologies, Stockholm, Sweden.
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