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Sodium oleate

Manufactured by Tokyo Chemical Industry
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Sourced in United States, Japan

Sodium oleate is a chemical compound with the formula C17H33COONa. It is a white to pale yellow solid at room temperature. Sodium oleate is used as a surfactant and emulsifier in various applications.

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Lab products found in correlation

Oleic acid, by Merck Group (9 mentions) 1 octadecene, by Merck Group (7 mentions) L ascorbic acid, by Merck Group (5 mentions) Iron 3 chloride hexahydrate, by Merck Group (5 mentions) Hydrochloric acid (hcl), by Merck Group (5 mentions) Hexane, by Merck Group (4 mentions) Sodium hydroxide (naoh), by Thermo Fisher Scientific (4 mentions) Chloroform, by Merck Group (4 mentions) Silver nitrate, by Merck Group (4 mentions) Sodium borohydride, by Merck Group (4 mentions) Poly maleic anhydride alt 1 octadecene, by Merck Group (3 mentions) Ammonium fluoride, by Merck Group (3 mentions) Phosphate buffered saline (pbs), by Thermo Fisher Scientific (3 mentions) Tetraethyl orthosilicate, by Merck Group (3 mentions) Hydrogen tetrachloroaurate trihydrate, by Thermo Fisher Scientific (3 mentions) Hexadecyltrimethylammonium bromide, by Tokyo Chemical Industry (3 mentions) Milli q grade, by Merck Group (3 mentions) Sodium borohydride powder, by Merck Group (2 mentions) Cetyltrimethylammonium bromide, by Merck Group (2 mentions) Ammonium hydroxide, by Merck Group (2 mentions)

38 protocols using sodium oleate

1

Synthesis of Metal-Organic Frameworks

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All chemicals were obtained commercially and were used without further purification: Cr(NO3)3·9H2O (Acros Organics, 99%), HNO3 (Grüssing, 65 wt.%), 1,4 benzenedicarboxylic acid (H2BDC, Acros Organics, >99%), tetramethylammoniumhydroxid (TMAOH, 25 wt.% in water, Sigma Aldrich), sodium oleate (Tokyo Chemical Industry, >97%), hexadecyltrimethylammonium bromide (CTAB, Sigma Aldrich, 95%), Triton X-45 (Sigma Aldrich), Matrimid® 5218 powder (Huntsman, Figure S3), n-heptane (Sigma Aldrich, p.a.), DMF (VWR, p.a.), ethanol (VWR, p.a.), and dichloromethane (DCM, Fisher Chemical, 99.9%). All experimental work was performed in air. De-ionized (DI) water was used.
Gruber I., Nuhnen A., Lerch A., Nießing S., Klopotowski M., Herbst A., Karg M, & Janiak C. (2019). Synthesis of Nano/Microsized MIL-101Cr Through Combination of Microwave Heating and Emulsion Technology for Mixed-Matrix Membranes. Frontiers in Chemistry, 7, 777.
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2

Oleate and Rosiglitazone Modulate Inflammatory Pathways in HepG2 Cells

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HepG2 cells were purchased from Landbiology (Guangzhou, China, lot: HB-8065). Dulbecco's modified Eagle's medium (DMEM) was bought from GIBCO (Gibco, Grand Island, NY, USA, lot: 8114176). Fetal bovine serum (FBS) was purchased from Biological Industries (Israel, lot: 1415878). NF-κB, IRS1, and GLUT4 antibodies were from Abcam Inc. (Cambridge, UK, lot: GR165665-1; GR95405-9; GR56566-1). Rosiglitazone (RSG) was bought from Sigma (St. Louis, MO, USA, lot: R2408-10 mg). Sodium oleate was bought from Tokyo Chemical Industry (Tokyo, Japan, lot: W76EC-0J). All other reagents were analytical grade. A GOD-POD kit was purchased from Biosino Bio-Technology and Science Inc. (Beijing, China, lot: 143271). ELISA kits were bought from Raybiotech Inc. (Norcross, GA, USA, Human TNF-α, lot: 0926140193; human IL-6, lot: 0926140140). Oleanolic acid (OA) was purchased from the National Institutes for Food and Drug Control (Beijing, China, lot: 110709-200505).
Li M., Han Z., Bei W., Rong X., Guo J, & Hu X. (2015). Oleanolic Acid Attenuates Insulin Resistance via NF-κB to Regulate the IRS1-GLUT4 Pathway in HepG2 Cells. Evidence-based Complementary and Alternative Medicine : eCAM, 2015, 643102.
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3

Bacterial Lipase Characterization and Sebum Modulation

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Bacterial lipase solution was used as the supernatant, and the bacterial culture was centrifuged at 3000 ×g for 10 min and sterilized using a 0.45 µm pore size filter (ADVANTEC, Tokyo, Japan). C. acnes and Staphylococcus aureus were cultured in Gifu anaerobic (GAM) broth, modified Nissui (Nissui Pharmaceutical, Tokyo, Japan) containing sodium thioglycolate, hemin, and vitamin K1 in addition to basic nutrients under anaerobic conditions for 72 h, and tryptone soya broth (Oxoid, Hampshire, UK) under aerobic conditions for 24 hr, respectively. S. aureus strain JCM2874 was used as the strain type in this study. Bacterial lipase solutions of C. acnes and S. aureus (10 mM final concentration) were added to sebum components and incubated for 30 min at 37 °C. After centrifugation at 15,000 r.p.m. for 1 min, the lipase activity was measured [10 (link)]. The fatty acids elaidic acid (Cayman Chemical, Michigan, USA), erucic acid (Tokyo Chemical Industries), and sodium oleate (Tokyo Chemical Industries) were used as compounds similar to oleic acid and as sebum components. CaCl2 and BaCl2 (10 mM final concentration) were used as suppressors of lipase inhibitors [17 (link)].
Nakase K., Momose M., Yukawa T, & Nakaminami H. (2022). Development of skin sebum medium and inhibition of lipase activity in Cutibacterium acnes by oleic acid. Access Microbiology, 4(10), acmi000397.
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4

Synthesis of Palladium Nanoparticles

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Hexadecyltrimethylammonium bromide (CTAB,
≥99%), sodium stearate (NaST, ≥99%), l-ascorbic
acid (AA, ≥ 99%), palladium(II) chloride (PdCl2,
99.999%), and sodium hydroxide (NaOH, ≥ 97.0%) were purchased
from Sigma-Aldrich. Sodium oleate (NaOL, >97.0%) and hexadecyltrimethylammonium
chloride (CTAC, >95.0%) were obtained from Tokyo Chemical Industry.
Hydrochloric acid (HCl, 37 wt % in water) was purchased from VWR Chemicals.
All solutions were prepared with ultrapure water (18.2 MΩ),
which is purified with a Milli-Q Advantage A10 water purification
system from Merck. Additionally, a 10 mM H2PdCl4 solution was prepared by dissolving 0.1773 g of PdCl2 in 10 mL of 0.2 M HCl solution and then diluting to 100 mL with
ultrapure water.1 (link) CTAB and NaOL aqueous
solutions were stored in a water bath at 40 °C. Fisherbrand EPA
screw neck glass vials (20 mL) were used for preparing the solutions.
Glassware and magnetic stir bars were washed by freshly prepared aqua
regia (3:1 volume of HCl and HNO3) prior to use.
Wen X., Lerch S., Wang Z., Aboudiab B., Tehrani-Bagha A.R., Olsson E, & Moth-Poulsen K. (2020). Synthesis of Palladium Nanodendrites Using a Mixture of Cationic and Anionic Surfactants. Langmuir, 36(7), 1745-1753.
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5

Synthesis of Functionalized Magnetic Nanoparticles

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Iron(III) chloride hexahydrate (97%), sodium borohydride powder (98%), m-PEG 5000 (methyl-terminated PEG) powder, sodium alginate from brown algae (A2158), succinic anhydride (> 99%), phosphate-buffered saline (PBS) powder, and TRIS hydrochloride (PharmaGrade) were purchased from Sigma-Aldrich; hydrochloric acid solution 0.02 N was purchased from Fisher Chemical; n-docosane (99%) was purchased from Alfa Aesar; sodium oleate (> 97%) was purchased from Tokyo Chemical Industry Co.; hexanes (95%), ethanol (99%), acetone (99%), chloroform (99.9%), hexane (99%), anhydrous pyridine (99%), and methanol (99%) were purchased from EMD Chemicals Inc.; EDC hydrochloride (cat# 22981) and N-hydroxysulfosuccinimide (sulfo-NHS) (cat # 24510) were purchased from Thermo Fisher Scientific. All chemicals were used as received, without further purification.
Armijo L.M., Wawrzyniec S.J., Kopciuch M., Brandt Y.I., Rivera A.C., Withers N.J., Cook N.C., Huber D.L., Monson T.C., Smyth H.D, & Osiński M. (2020). Antibacterial activity of iron oxide, iron nitride, and tobramycin conjugated nanoparticles against Pseudomonas aeruginosa biofilms. Journal of Nanobiotechnology, 18, 35.
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6

Synthesis of Iron Oxide Nanoparticles

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iron(III) chloride hexahydrate (FeCl3·6H2O, 97%), iron(III) chloride (FeCl3, 97%), aniline (>99.5%), sodium chloride, N‐methyl‐2‐pyrrolidone (anhydrous, 99.5%), nitric acid (70%), hydrochloric acid (37.5%), and hexane (anhydrous, 95%) were purchased from Sigma‐Aldrich. Absolute ethanol was obtained from Fisher Scientific. Sodium oleate (95%) was purchased from Tokyo Chemical Industry (TCI). All the chemicals were used without further purification.
Noh J., Jekal S, & Yoon C. (2023). Polyaniline‐Coated Mesoporous Carbon Nanosheets with Fast Capacitive Energy Storage in Symmetric Supercapacitors. Advanced Science, 10(21), 2301923.
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7

Synthesis of Magnetic Iron Oxide Nanoparticles

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1-Octadecene (tech. 90%), oleic acid (tech. 90%), and iron trichloride hexahydrate (ACS, 97.0-102.0%) were obtained from Alfa Aesar. Sodium oleate (>97%) was obtained from Tokyo Chemical Industry CO, LTD. Sodium hydroxide, sodium sulfate (anhydrous), potassium permanganate (99.2%), n-heptane, ethyl acetate and methylene chloride (HPLC grade) were obtained from Fisher Scientific. Hexane (mixture of isomers), chloroform, and acetone were HPLC grade and obtained from Sigma-Aldrich. Ethanol (200 proof) was obtained from Decon Labs. Phosphoric acid (85%), sulfuric acid and concentrated hydrochloric acid were obtained from Macron. 1% oxygen in argon was obtained from Praxair. Water used in any experiment was purified at 18.2 MOhm-cm. The DigiTrol II was obtained from Sigma-Aldrich. SUBA-SEAL® septum were obtained from Chemglass. Poly(maleic anhydride-alt-1-octadecene) (average Mn 30,000-50,000 Da) was obtained from Sigma-Aldrich. Methoxy-poly(ethylene glycol)-amine, HCl salt was purchased from JenKem Technology USA.
Khandhar A.P., Keselman P., Kemp S.J., Ferguson R.M., Goodwill P.W., Conolly S.M, & Krishnan K.M. (2017). Evaluation of PEG-coated iron oxide nanoparticles as blood pool tracers for preclinical Magnetic Particle Imaging. Nanoscale, 9(3), 1299-1306.
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8

Synthesis of Hybrid Nanoparticles for Drug Delivery

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Chemicals: Ferric chloride hexahydrate (FeCl3·6H2O), ferrous chloride tetrahydrate (FeCl2·4H2O), sodium chloride (NaCl), potassium chloride (KCl), sodium hydrogenphosphate (Na2HPO4), potassium dihydrogen phosphate (KH2PO4), dopamine hydrochloride (DA∙HCl), bovine serum albumine (BSA), cetyl trimethylammonium bromide (CTAB), N-(3 dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC∙HCl), hydrochloric acid (HCl, 37%), sodium hydroxide (NaOH), and paclitaxel (PTX) were purchased from Sigma Aldrich (St. Louis, MO, USA). Oleic acid ≥85% and sodium oleate were purchased from Tokyo Chemical Industry (TCI), Tokyo, Japan. Sodium hyaluronate (5400 Da) was purchased from Lifecore Biomedical, Inc., Chaska, MN, USA.
Materials: Dialysis sacks were purchased from Sigma Aldrich (MWCO: 12,000 Da) (St. Louis, MO, USA) and from SpectrumLabs (Spectra/Por 3 Dialysis Tubing, MWCO: 3500 Da). Syringe filters (25 mm, 0.22 µm) were purchased from VWR International, Milan, Italy.
Vismara E., Bongio C., Coletti A., Edelman R., Serafini A., Mauri M., Simonutti R., Bertini S., Urso E., Assaraf Y.G, & Livney Y.D. (2017). Albumin and Hyaluronic Acid-Coated Superparamagnetic Iron Oxide Nanoparticles Loaded with Paclitaxel for Biomedical Applications. Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry, 22(7), 1030.
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9

Synthesis of CeO2 and Rh-CeO2 Nanowires

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In a typical preparation of CeO2 NWs, 12 mL CeCl3 (0.5 mmol, Alfa Aesar) and sodium oleate (0.75 mmol, Tokyo Chemical Industry) aqueous solution were added into a 20-mL Teflon-lined stainless-steel autoclave. The mixture was magnetically stirred at 800 rpm (round per minute) for 0.5 h. To this solution, n-butylamine (1 mL, Sinopharm) was slowly added into the solution under stirring for another 0.5 h. Afterward, the autoclave was heated at 160 °C for 10 h before it was cooled to room temperature. The resulting products were collected by centrifugation and washed three times with cyclohexane/acetone mixture, and then dried at room temperature overnight. The powder products were subjected to thermal annealing in an air atmosphere at 400 °C for 10 min at a heating rate of 10 °C min−1. For SAs Rh-CeO2 NWs, all the parameters were the same with CeO2 NWs, except for adding extra Na3RhCl6 (5 μmol, Aldrich).
Bai S., Liu F., Huang B., Li F., Lin H., Wu T., Sun M., Wu J., Shao Q., Xu Y, & Huang X. (2020). High-efficiency direct methane conversion to oxygenates on a cerium dioxide nanowires supported rhodium single-atom catalyst. Nature Communications, 11, 954.
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10

Acoustic Vibration Substrate Analysis

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A 100-Hz acoustic vibration was generated from a programmed Arduino board (serving as a sinusoidal waveform generator) connected to a 45-mm 0.2-W super-thin Mylar speaker, as previously employed [13 (link)]. Beef extract, yeast extract, and peptone were from HiMedia (Maharashtra, India). NaCl was from Ajax Finechem-Thermo Scientific (Rockford, IL, USA). CHCl3 was from RCI Labscan (Bangkok, Thailand). MeOH and ammonium hydroxide (25%) were from Merck (Rahway, NJ, USA). Isopropanol was obtained from Honeywell (Charlotte, NC, USA). Formic acid was from Sigma-Aldrich (Milwaukee, WI, USA). Rhamnolipids (R90; 90%) were obtained from AGAE Technologies-Sigma-Aldrich (Milwaukee, WI, USA), and sodium oleate from Tokyo Chemical Industry (Tokyo, Japan). All chemicals were reagent grade or liquid chromatography grade or better as appropriate and used as supplied.
Vinayavekhin N., Wattanophas T., Murphy M.F., Vangnai A.S, & Hobbs G. (2024). Metabolomics responses and tolerance of Pseudomonas aeruginosa under acoustic vibration stress. PLOS ONE, 19(1), e0297030.
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