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Octadecanoic acid

Manufactured by Merck Group
Sourced in United States, Germany

Octadecanoic acid is a long-chain fatty acid commonly used in various laboratory applications. It is a white, waxy solid at room temperature with the chemical formula CH3(CH2)16COOH. Octadecanoic acid is a core component in the formulation and preparation of various laboratory samples and reagents, but a detailed description of its intended use is not provided to maintain an unbiased and factual approach.

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11 protocols using octadecanoic acid

1

Quantification of Mycotoxins and Phytochemicals

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Aflatoxin B1, B2 G1 and G2, were purchased from Supelco (Bellefonte, Pennsylvania, USA), apigenin (>99%), luteolin (>97%), rutin hydrate (>94%), quercetin dehydrate (>98%), octadecanoic acid (>98.5%), glutamic acid, myristoleic acid, tetradecanoic acid, hexadecanoic acid, (Z)-9-hexadecenoic acid, linoleic acid, (Z)-9-octadecenoic acid, octadecanoic acid, (Z,Z)-9,12-0ctadecadienoic acid, oleic acid, eicosanoic acid and amino acid standard solution (AAS 18) were purchased from Sigma-Aldrich (Chemie GmbH Munich, Germany).
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2

Profiling Aflatoxins and Fatty Acids

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Aflatoxins B1, B2, G1 and G2 were purchased from Supelco (Bellefonte, Pennsylvania, USA), apigenin (≥ 99%), luteolin (≥ 97%), rutin hydrate (≥ 94%) quercetin dehydrate (≥ 98%), octadecanoic acid (≥ 98.5%), glutamic acid, myristoleic acid, tetradecanoic acid, hexadecanoic acid, (Z)-9-hexadecenoic acid, linoleic acid, (Z)-9-octadecenoic acid, octadecanoic acid, (Z, Z)-9,12-octadecadienoic acid, oleic acid, eicosanoic acid and amino acid standard solution (AAS 18) were purchased from Sigma-Aldrich (Chemie GmbH, Munich, Germany).
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3

Analytical Standards for Mass Spectrometry

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Methanol (99.9% Chromasolv) was obtained from Fluka (Sigma-Aldrich Denmark, Copenhagen, Denmark), acetonitrile (LC-MS Chromasolv) was from Riedel-de-Haën (Sigma-Aldrich Denmark, Copenhagen, Denmark) and water was Milli-Q-filtered water (Elga, Krüger Aquacare, Glostrup, Denmark). Ammonium acetate (99.999 trace metal basis), 2,5-dihydroxybenzoic acid (>99 %, matrix substance for MALDI-MS), dextran (MW ~ 6000), and polyethylene glycol 1500 were obtained from Sigma-Aldrich (Saint Louis, MO, USA).The following authentic standards were used: tetramethoxysilane, trimethoxymethylsilane, trimethoxyoctylsilane, hexamethylcyclotrisiloxane, octamethylcyclotetra- siloxane, 2-pyrrolidone, tetradecanoic acid methyl ester, pentadecanoic acid methyl ester, hexadecanoic acid methyl ester, octadecanoic acid methyl ester, tetradecanoic acid, hexadecanoic acid, and octadecanoic acid (all >99% purity; Sigma-Aldrich, Saint Louis, MO, USA). Alkyltrimethylammonium chloride with C16 (>98%) and C18 (>95%) alkyl chains, dimethyldialkylammonium chlorides or bromides with C14 (>97%), C16 (97%) and C18 (>97%) alkyl chains, and benzalkonium chloride with a C12 alkyl chain were also obtained from Sigma Aldrich.
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4

Stable Vesicle Formation via Amphiphilic Mixtures

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The choice of amphiphiles was driven by two motivations: (i) to focus on simple chemical structures which could easily develop in a hydrothermal system; and (ii) to allow for the formation of vesicles which are stable at high temperatures, at a broad pH range, and in the presence of bivalent cations. For the two latter conditions, T. Namani and D. Deamer have proposed a mixture of long chain amines with long chain fatty acids [29 (link)] which are accessible by Fischer-Tropsch chemistry [4 (link)]. In order to improve temperature stability, C18 chains have been chosen for both components. Accordingly, octadecylamine (GC purity ≥ 99.0%) and octadecanoic acid (GC purity ≥ 94.5%) were purchased from Sigma Aldrich (St. Louis, MO, USA). Both amphiphiles are being used in a 1:1 mass ratio.
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5

Comprehensive Analysis of Plant Compounds

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The synthetic standards including (1R)-(+)-α-pinene, (-)-β-pinene, β-myrcene, (S)-(-)-limonene, linalool, octanal, nonanal, decanal, benzaldehyde, butylated hydroxytoluene, methyl benzoate, (-)-bornyl acetate, 6-methyl-5-hepten-2-one, geranyl acetone, decanoic acid, undecanoic acid, dodecanoic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, myristoleic acid, palmitoleic acid, linoleic acid, oleic acid, (+)-longifolene, caryophyllene oxide, (E)–β-caryophyllene, undecane, dodecane, pentadecane, hexadecane and quercetin were obtained from Sigma-Aldrich (>98% purity).
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6

Lipid Standards for Mass Spectrometry

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Sulfatide (ST) standards (d18:1/C24:1 and
d18:1/C24:0) and bovine brain total lipid extract were obtained from
Avanti Polar Lipids, Inc. (Alabaster, AL). Octadecanoic acid (stearic
acid, C18:0), 9Z-octadecenoic acid (oleic acid, C18:1
(9Z)), 9Z,12Z-octadecadienoic
acid (linoleic acid, C18:2 (9Z,12Z)), tetracosanoic acid (lignoceric acid, C24:0), 15Z-tetracosenoic acid (nervonic acid, C24:1 (15Z)),
and primuline were from Sigma Chemical Co (St. Louis, MO). Further
details are in the Supporting Information.
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7

Characterization of Synthetic Alkanes and Organic Compounds

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Synthetic standards of alkanes (analytical grade ≥98% purity) were purchased from EAD Milliore Corporation, Burlington, MA, USA. A mixture of the alkanes from C6–C32 was prepared for the identification of the different alkanes. Formic acid (≥98%), acetic acid (≥99.8%), propanoic acid (≥99.5%), butanoic acid (≥99%), nonanoic acid (≥97%), decanoic acid (≥98%), hexadecanoic acid (≥99%), octadecanoic acid (≥98.5%), squalene (≥98%), cholesterol (≥99%), styrene (≥99%), acetaldehyde (≥99.5%), hexanal (≥97%), heptanal (≥95%), p-cymene (≥97%), and caryophyllene (≥97%) were purchased from Sigma-Aldrich (St. Louis, MO, USA).
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8

Quantitative Analysis of Bioactive Compounds

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Dichloromethane (99% purity), N,O-bis(trimethylsilyl)trifluoroa cetamide (99% purity), trimethylchlorosilane (99% purity), pyridine (99% purity), tetracosane (99% purity), stigmasterol (95% purity), octadecanoic acid (99% purity), nonadecan-1-ol (99% purity), gallic acid (purity higher than 97.5%) and Folin-Ciocalteu's phenol reagent were supplied by Sigma Chemical Co. (Madrid, Spain). Isorhamnetin (purity higher than 99%), luteolin (purity higher than 97%), formic acid (purity higher than 98%) and methanol (purity higher than 99.8%) were purchased from Fluka Chemie (Madrid, Spain). Sodium carbonate (99.9% purity) was supplied by Pronalab (Lisbon, Portugal). HPLC-grade methanol, water and acetonitrile were supplied by Fisher Scientific Chemicals (Loures, Portugal) and further filtered using a Solvent Filtration Apparatus 58061 from Supelco (Bellefonte, PA, USA).
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9

Identification of Plasticizers and Additives

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All organic solvents (purity more than 99%) such as Ethyl acetate (for LC LiChrosolv®) and n-hexane (GC SupraSolv®) were purchased from Merck KGaA (Darmstadt, Germany). The following standards (purity) were used for identification of predominant peaks: ATBC (98%), DEHA (99%), DiNP (99%), DiDP (99%), DPHP (98%), DEHT (95%), and TOTM (99.5%) were purchased from Accustandard (New Heaven, CT, USA). DINCH (99%) was received from BASF (Ludwigshafen, Germany). DEHP (≥99%), butylated hydroxytoluene (BHT; ≥99%), 2,2,4trimethyl-1,3-pentanediol di-iso-butyrate (TXIB; 98.5%), 2,4-di-tert-butylphenol (DTBP; 99%), tris(2,4-di-tert-butylphenyl) phosphite (Irgafos 168, 98%), diisobutyl phthalate (99%), dibutyl phthalate (99%), octadecanoic acid, ethyl ester (≥ 99%), benzophenone, 4-phenyl-(99%) and deuterated internal standard (IS) 1,4-Di-benzyl Phthalate-d4 (DBzP-d4; 98%) were purchased from Sigma-Aldrich (Bornem, Belgium).
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10

Sensitive Aflatoxin B1 Detection

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AFB1 standard solution, (8 mg•mL -1 solution in methanol and working dilution by deionized water),AFB1-BSA antigen (extent of labeling 8-12 mol Aflatoxin B1 per mol BSA), monoclonal anti-AFB1 antibody, (6 mg•mL -1 solution and working dilution by phosphate buffer solution) was obtained from Beijing Mozhidong Bio-tech (city. Country). Hydrated rare earth nitrate (RECl3•xH2O, RE Y, Yb, Er, ≥ 99.99%), oleic acid (≥ 90%) and octadecanoic acid (≥ 90%) were purchased from Sigma-Aldrich (Shanghai, China). In addition, FeCl3•6H2O, sodium fluoride, sodium hydroxide, methyl alcohol, toluene, ethyl alcohol, sodium citrate, 1,6-hexanediamine, anhydrous sodium acetate, glycol, bovine serum albumin (BSA, 96-99%),25% glutaraldehyde, tetraethyl orthosilicate (TEOS ≥ 98%), and 3-aminopropyltrimethoxysilane (APTES) was all purchased from Sinopharm Chemical Reagent Co., Ltd. (Shanghai, China). All the chemicals used were of analytical grade. The water used was deionized.
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