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1 palmitoyl 2 linoleoyl sn glycero 3 phosphocholine

Manufactured by Avanti Polar Lipids
Sourced in United States

1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine is a lipid molecule that can be used as a building block for the synthesis of more complex lipids and biomembranes. It is a glycerophosphocholine with a palmitic acid and a linoleic acid attached to the glycerol backbone.

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11 protocols using 1 palmitoyl 2 linoleoyl sn glycero 3 phosphocholine

1

Lipid Bilayer Preparation and Functionalization

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1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PLinPC), 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC), 1-palmitoyl-2-(9′-oxo-nonanoyl)-sn-glycero-3-phosphocholine (POxnoPC), cholesterol, 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine-N-(cap biotinyl) (Biotin-DPPE), and 1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-(lissamine rhodamine B sulfonyl) (Rhodamine-DPPE) were purchased from Avanti Polar Lipids. Avidin and succinimidyl 6-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)Hexanoate (NBD NHS-ester) were obtained from Invitrogen. Amino-dPEG12-alcohol was purchased from Quanta Biodesign. Poly(dimethylsiloxane) (PDMS) was purchased from Dow Chemical, and the indium-tin-oxide (ITO) coated glass was obtained from Delta Technologies. α-tocopherol and all other chemicals were purchased from Sigma-Aldrich.
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2

Radiolysis of Lipid Liposomes

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HOCH 2 CH 2 SH and 1-palmitoyl-2-oleyl-sn-glycero-3-phosphocholine (POPC) were purchased from Aldrich. 1-Palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PLPC) and 1-stearoyl-2-arachidonoyl-snglycero-3-phosphocholine (SAPC) were purchased from Avanti Polar Lipids (Alabaster, AL) (see Fig 1B). All solvents were HPLC-grade and the utilized water was glass-distilled. Radiolysis was performed at room temperature (22 ± 2 °C) on 1 mL samples using a 60 Co Gammacell. For the construction of 100 nm liposomes the Mini Extruder was used from Avanti Polar Lipids. The composition of lipids during the experiments was monitored by gas chromatography using the GC 7890Β from Agilent equipped with a flame ionization detector. The column used was the DB-23 capillary column (60m × 0.25mm). The heating was carried out at a temperature of 165 °C for 3 minutes followed by an increase of 1 o C/min up to 195 °C. The temperature remained at 195 °C for 40 minutes and then it was followed by an increase of 10 °C /min up to 240 °C for 10 minutes.
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3

Lipidomic Analysis of Bile Acids and Phospholipids

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PPIX was purchased from Sigma-Aldrich (St. Louis, MO). Taurocholic acid (TCA), tauro-α-muricholic acid (T-α-MCA), tauro-β-muricholic acid (T-β-MCA), and β-muricholic acid (β-MCA) were obtained from Steraloids, Inc. (Newport, RI). 1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PC 34:2) was purchased from Avanti Polar Lipids (Avanti Polar Lipids Inc., Alabaster, AL). N-palmitoyl-D-erythro-sphingosine (C16:0 Cer), N-stearoyl-D-erythro-sphingosine (C18:0 Cer), and N-nervonoyl-D-erythro-sphingosine (C24:1 Cer) were purchased from Cayman Chemical Company (Ann Arbor, MI). All solvents for ultra-performance liquid chromatography and time-of-flight mass spectrometry (UPLC-TOFMS) analysis were of the highest grade commercially available.
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4

Lipid Standards for Metabolomics Analysis

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Linoleic acid (FA 18:2), cholesterol, butylhydroxytoluene (BHT), and 2-methoxypropene (MxP) were purchased from FUJIFILM Wako Pure Chemical Corporation (Osaka, Japan). Cholesteryl linoleate (CE 18:2) was obtained from Tokyo Chemical Industry Co., Ltd. (Tokyo, Japan). 1-Palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PC 16:0/18:2) and 1-palmitoyl-2-hydroxy-sn-glycero-3-phosphocholine (LPC 16:0/0:0) were from Avanti Polar Lipids (Alabaster, AL, USA). All other reagents were of the highest grade available.
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5

Lipid and Oxylipin Standards for Lipidomic Analysis

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1-Palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PC 16:0/18:2), 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (PC 16:0/18:1), and SPLASH® LIPIDOMIX® were purchased from Avanti Polar Lipids (Avanti Polar Lipids, Inc., Alabama, USA). 1,2-Dipalmitate-3-linoleate-glycerol (TG 16:0/16:0/18:2) and cholesteryl linoleate (CE 18:2) were purchased from Larodan (Solna, Sweden). Oxylipin standards (15(S)-hydroperoxyeicosatetraenoic acid, 15(S)-hydroxyeicosatetraenoic acid, 14(15)-epoxyeicosatetraenoic acid, 15-oxoeicosatetraenoic acid, 8(S),15(S)-dihydroxyeicosatetraenoic acid) were from Cayman Chemical (Ann Arbor, USA).
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6

Phosphatidylcholine: Sourcing and Standards

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Phosphatidylcholine type S100 (soybean lecithin, phosphatidylcholine content ≥94%) and S-PC-3 (soybean lecithin, hydrogenated, phosphatidylcholine content ≥98%) were kindly provided by Lipoid GmbH, Ludwigshafen, Germany.
According to the manufacturer’s specification the fatty acids of the two acyl groups of phosphatidylcholine within the used lecithin types are listed in Table 1.
Phosphatidylcholine standards of 1,2-dilinoleoyl-sn-glycero-3-phosphocholine (18:2–18:2 PC, DLPC), 1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (16:0–18:2 PC, PLPC), 1-palmitoyl-2-stearoyl-sn-glycero-3-phosphocholine (16:0−18:0 PC, PSPC) and 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (16:0–16:0 PC, DPPC) were purchased from Avanti Polar Lipids (Alabama, US). Phosphatidylcholine standards 1-palmitoyl-2-oleoyl-glycero-3-phosphocholine (16:0–18:1 PC, POPC), 1,2-dioleoyl-sn-glycero-3-phosphocholine (18:1–18:1 PC, DOPC) and 1,2-distearoyl-sn-glycero-3-phosphocholine (18:0–18:0 PC, DSPC) were supplied from Lipoid GmbH (Ludwigshafen, Germany).
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7

Lipid Standards for Lipidomics Analysis

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1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PLPC) and n-oleoyl-d-erythro-sphingosylphosphorylcholine (SM(d18:1/18:1)) were obtained from Avanti Polar Lipids (AL, USA). Chloroform was purchased from Merck (Darmstadt, Germany). Water was purified (resistance > 18 mΩ/cm) on a PureLab Ultra Analytic System (ELGA Lab Water, Celle, Germany). Ammonium bicarbonate, ammonium formate, sodium ascorbate, and copper (II) sulfate anhydrous were purchased from Sigma-Aldrich (Munich, Germany). UPLC-grade methanol, acetonitrile, formic acid, and isopropanol were obtained from Biosolve VB (Valkenswaard, The Netherlands).
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8

Phospholipid Profiling for Biological Research

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Phospholipids (with purity of > 99%) including N-palmitoyl-D-erythro-sphingosylphosphorylcholine (SM(34:1)), 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (PC(34:1)), 1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PC(34:2)), 1,2-dilinoleoyl-sn-glycero-3-phosphocholine (PC(36:4)) and 1,2-dielaidoyl-sn-glycero-3-phosphocholine (PC(36:2)) were purchased from Avanti Polar lipids (Alabaster, AL, USA). 1,2-diastearoyl-sn-glycero-3-phosphocholine (PC(36:0)) as internal standard was purchased from Sigma-Aldrich Chemicals (St. Louis, MO, USA). HPLC-grade dichloromethane, methanol, and acetonitrile were from Fisher Scientific (Fair Lawn, NJ, USA). Ultrapure water was purified by a Milli-Q system (Millipore, MA, USA).
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9

Phospholipid and Sphingolipid Extraction

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1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PLPC) and n-oleoyl-d-erythro sphingosylphosphorylcholine (SM (d18:1/18:1)) were obtained from Avanti Polar Lipids (Alabaster, AL, USA). Methyl-tert-buthylether (MTBE) and chloroform were purchased from Sigma Aldrich (Taufkirchen, Germany). Potassium ferrocyanide (K4[Fe(CN)6]), disodium hydrogen phosphate (Na2HPO4), and sodium dihydrogen phosphate (NaH2PO4) were obtained from Merck (Darmstadt, Germany). Sodium sulfate was purchased from VWR (Darmstadt, Germany). UPLC-grade methanol, acetonitrile, formic acid, and isopropanol were obtained from Biosolve BV (Valkenswaard, Netherlands). Hydrogen peroxide (30%) and 32% ammonia solutions are from Carl Roth (Karlsruhe, Germany). 50 mM buffer solution of (Na2HPO4/NaH2PO4) (pH = 7.4) was used in the experiments. All chemicals employed were used without further purification. In all solutions and experiments ultrapure water was used (resistivity: 18.2 MΩ.cm, conductivity: 0.055 μS/cm) prepared by Thermo Scientific GenPure pro water purification system (Niederelbert, Germany).
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10

Lipid and Protein Reagents for Cell Signaling

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1,2-Bis palmitoyl-sn-glycero-3-phosphocholine (DPPC), egg yolk phosphatidylcholine (PC), phosphatidylglycerol (PG), 1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (PLPC), phosphatidylserine (PS), and cholesterol (chol) were purchased from Avanti-Polar Lipids (Birmingham, AL). Extracellular-signal-regulated kinase (Erk2) was purchased from Upstate (Millipore, Billerica, MA, USA). Protein concentration was measured by Coomassie blue binding using bovine γ-globulin as the standard (Bio-Rad, Hercules, CA, USA). A mouse monoclonal antibody against human Prdx6 was purchased from Chemicon EMD Millipore (Billerica, MA, USA). Bromoenol lactone (BEL) was obtained from Cayman Chemical (Ann Arbor, MI, USA). Reduced glutathione (GSH), oxidized glutathione (GSSG), MJ33 (1-hexadecyl- 3-trifluoroethylglycero -sn-2-phosphomethanol), tris (2-carboxyethyl) phosphine (TCEP), dithiothreitol (DTT), and all other chemicals were purchased from Sigma-Aldrich (St. Louis, MO, USA).
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