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.
1 octanol
Manufactured by Thermo Fisher Scientific
Sourced in United Kingdom, Germany, Canada
1-octanol is a colorless, viscous liquid organic compound with the chemical formula CH3(CH2)7OH. It is used as a solvent, an intermediate in chemical synthesis, and as a surfactant. 1-octanol has a mild, floral odor.
Automatically generated - may contain errors
Lab products found in correlation
Decane, by Thermo Fisher Scientific (2 mentions)
Ab dye, by Thermo Fisher Scientific (2 mentions)
Ethanol, by Thermo Fisher Scientific (2 mentions)
Hp 5ms column, by Agilent Technologies (1 mentions)
1 octanol, by Merck Group (1 mentions)
5977b msd system, by Agilent Technologies (1 mentions)
7693 autosampler, by Agilent Technologies (1 mentions)
Dimethyl sulfoxide (dmso), by Avantor (1 mentions)
Benzyl alcohol, by Thermo Fisher Scientific (1 mentions)
Butanol, by Thermo Fisher Scientific (1 mentions)
Trimethylamine, by Thermo Fisher Scientific (1 mentions)
Tetradecane, by Merck Group (1 mentions)
Allyl alcohol, by Thermo Fisher Scientific (1 mentions)
2 butanol, by Merck Group (1 mentions)
Tert butanol, by Merck Group (1 mentions)
Cyclohexanol, by Merck Group (1 mentions)
Phenylacetaldehyde, by Thermo Fisher Scientific (1 mentions)
Cyclohexyl isocyanide, by Merck Group (1 mentions)
Isobutyraldehyde, by Merck Group (1 mentions)
Tert butyl isocyanide, by Merck Group (1 mentions)
16 protocols using 1 octanol
1
Quantifying 1-Octanol and Octyl Acetate
2
Chemical Reagents for Organic Synthesis
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Allyl-alcohol (99%), benzyl alcohol (99%), butanol (99.5%), 1-octanol (99%), phenyl acetaldehyde (98%, stabilized) and trimethylamine (99.7%) were purchased from Acros Organics. 1-Adamantyl isocyanide (95%), cyclohexanol (99%), cyclohexyl isocyanide (98%), 2-butanol (99.5%, anhydrous), 2,4-dinitrobenzaldehyde (97%), isobutyraldehyde (≥99.5%), 2-morpholinoethyl isocyanide (≥98%), tert-butanol (≥99.5%, anhydrous), tert-butyl isocyanide (98%), tetradecane (≥99.5%) and undecylenic aldehyde (95%) were obtained from Sigma Aldrich. Other chemicals used include: diazabicyclo[5.4.0]undec-7-ene (DBU, TCl, >98%), deuterated chloroform (CDCI3-d, Merck), dimethyl sulfoxide (DMSO, VWR, 99%) and trimethyl acetaldehyde (ABCR, 97%). Carbon dioxide (CO2) with purity over 99.9% was obtained from Air Liquide. Cyclohexane, ethyl acetate and dichloromethane were distilled before usage, while tetrahydrofuran (THF) was of technical grade and used without further purification. All other chemicals were used as received from the supplier.
3
Octanol-Water Partition Coefficient Determination
4
Microgel Synthesis and Characterization
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All materials for microgel synthesis were acquired from Sigma-Aldrich (Munich, Germany) unless stated otherwise. N-isopropylacrylamide (NIPAM—monomer,), N,N’- methylenebisacrylamide (BIS—crosslinking agent), ammonium persulfate (APS—initiator) were used as received. The organic solutions 1-octanol, 1-buthanol, decane, and tetradecane were purchased from Acros organics (Geel, Belgium). Tetrahydrofuran and acetone were received from PanReac AppliChem (Darmstadt, Germany). Chloroform, dioxane, 2-propanol, t-butanol, ethanol, hexane, dimethyl sulfoxide, acetonitrile, and cyclohexane were received from Chimmed (Moscow, Russia). Mineral oil was purchased from VWR (Darmstadt, Germany). The fat-soluble dye Sudan III (analytical standard) was obtained from Sigma-Aldrich (Munich, Germany). Water was purified using a Millipore Milli-Q system.
5
Spectroscopic Analysis of Compounds 1-7
6
Analytical Determination of Organic Compounds
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Absolute ethanol and high purity (> 99.0%) 1-octanol were obtained from Fisher Scientific (Leicestershire, UK). IAA, dopamine, L-dopa and trp were purchased from Merck. Phenol red and AB dye were obtained from Invitrogen. HPLC-grade solvents were used for chromatographic analysis.
7
Solvent Preparation for Bioassays
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High purity (> 99.0%) methanol, ethanol, 1-propanol, 1-butanol and 1-octanol were obtained from Fisher Scientific (Leicestershire, UK). IAA and phenol red were purchased from Sigma Aldrich. AB dye was obtained from Invitrogen.
8
Nanoformulations for Leukemia Treatment
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Lactose, leucine, fluorescein sodium, and LVX were obtained from Sigma-Aldrich, Taufkirchen, Germany. 1-octanol was purchased from Honeywell (Fisher Scientific, Schwerte, Germany). The BTZ nanopharmaceuticals (NS-BTZ and SiNP-BTZ) as well as zirconyl hydrogen phosphate nanocontainers (ZrNC) [27 (link)] were synthesized by the Feldman lab at the KIT (Karlsruhe, Germany). According to scanning electron microscopy and statistical evaluation, NS-BTZ and SiNP-BTZ NPs exhibited mean diameters and size distributions of 60 ± 26 nm or 53 ± 17 nm, respectively. In nanocontainers, BTZ had been encapsulated by a zirconyl hydrogen phosphate or a silica shell to disperse the lipophilic drug in water [27 (link)]. The ZrNC employed in this present study were not loaded with BTZ. Finally, LVX-loaded liposomes based on the patented TargoSphere® technology [28 ] (Lip-TS-LVX) were formulated by Rodos Biotarget GmbH (Hannover, Germany). The human monocytic THP-1 leukemia cell line (ACC 16) was obtained from the German Collection of Microorganisms and Cell Cultures GmbH (DSMZ; Braunschweig, Germany).
9
Fabrication of OTS-Coated Substrates
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Ethanol (90 %), octadecyl trichlorosilane (OTS, 98.9 %), oleic acid (90 %), 1-octanol (95 %) and decane (99 %) were purchased from Fisher Scientific (Canada). While iron (III) chloride (97 %), copper acetate (98 %), yttrium acetate (99 %) and zinc oxide (98 %) was purchased from Sigma-Aldrich (Canada). Water was obtained from a MillI-Q water purification system (MA, USA). OTS-coated cover glass (Fisher scientific) and silicon wafer (University wafer, USA) were used as the substrate. The coating of OTS was prepared by following the protocol reported in the literature. [40] .
10
Halochromic Compounds in Modeling Oils
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Chemicals and materials 1-octanol (95%, Fisher Scientific, Canada) was selected as a modeling oil because the partition coefficients of many chemicals in octanol and water are available in the literature.
The halochromic compounds were Bromocresol green (BG, yellow to blue at pH 3.8 to 5.4), bromocresol purple (BP, yellow to purple at pH 5.2 to 6.8). All halochromic compounds were purchased from Fisher Scientific (Canada). Several different types of acids in oils were tested, including citric acid (99.5%), gallic acid (97.5%), 4-hydroxybenozic acid (99%), benzoic acid (99.5%) and trimesic acid (99%), all purchased from Sigma-Alderich (Canada). Acetic acid (99.7%) and heptanoic acid (98%) were purchased from Fisher Scientific (Canada). The LgP and dissociation constant (pKa) of each acid are shown in Table 1. Water was obtained from Milli-Q water purification unit (Millipore Corporation, Boston, MA, USA).
The halochromic compounds were Bromocresol green (BG, yellow to blue at pH 3.8 to 5.4), bromocresol purple (BP, yellow to purple at pH 5.2 to 6.8). All halochromic compounds were purchased from Fisher Scientific (Canada). Several different types of acids in oils were tested, including citric acid (99.5%), gallic acid (97.5%), 4-hydroxybenozic acid (99%), benzoic acid (99.5%) and trimesic acid (99%), all purchased from Sigma-Alderich (Canada). Acetic acid (99.7%) and heptanoic acid (98%) were purchased from Fisher Scientific (Canada). The LgP and dissociation constant (pKa) of each acid are shown in Table 1. Water was obtained from Milli-Q water purification unit (Millipore Corporation, Boston, MA, USA).
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