1 2 dilauroyl sn glycero 3 phosphoethanolamine

Organotins were purchased from Sigma–Aldrich. 1,2-Dimyristoyl-sn-glycero-3-phospho-rac-(1-glycerol) (sodium salt) (14:0/14:0 PG), 1,2-dilauroyl-sn-glycero-3-phosphoethanolamine (12:0/12:0 PE) and 1,2-dimyristoyl-sn-glycero-3-phosphate (sodium salt) (14:0/14:0 PA) were purchased from Avanti Polar Lipids. All of these compounds were added to a solution of mixed internal standards at the concentration of 0.1 mg ml⁻¹ (IS solution). The other chemicals were from J. T. Baker, Fluka and POCh (Gliwice, Poland). All the chemicals were high purity grade reagents. Stock solutions of TBT were prepared at 5 mg ml⁻¹ ethanol.

AG-205 (cis-2-[[1-(4-Chlorophenyl)-1H-tetrazol-5-yl]thio]-1-(1,2,3,4,4a,9b-hexahydro-2,8-dimethyl-5H-pyrido[4,3-b]indol-5-yl)-ethanone) (cat# 6242) was obtained from Bio-Techne (Minneapolis, MN, USA), dissolved in DMSO (cat# 1.02931, Merck, Darmstadt, Germany) at a concentration of 10 mM, and stored in aliquots at −20 °C. Brefeldin A (BFA) (cat# B6542) was purchased from Sigma-Aldrich (St. Louis, MO, USA), dissolved in ethanol at a final concentration of 5 mg/mL, and stored at −20 °C. MTT (3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide) (cat# M5655) was purchased from Sigma-Aldrich, dissolved in water (10 mg/mL), and stored at −20 °C. Chloroform (cat# 7331) and methanol (cat# AE71) were obtained from Carl Roth (Karlsruhe, Germany). The following lipid standards were purchased from Sigma-Aldrich (St. Louis, MO, USA): cholesterol (cat# C8667), galactosylceramide (cat# C4905), phosphatidylcholine (cat# P3556), sphingomyelin (cat# S7004), and sulfatides (cat# S1006). C16 lactosylceramide (d18:1/16:0) (cat# 860576) and 1,2-dilauroyl-sn-glycero-3-phosphoethanolamine (cat# 850702) were from Avanti Polar Lipids (Alabaster, AL, USA). All chromatographies were performed using silica gel 60 high-performance thin-layer chromatography (HPTLC) plates (cat# 1.05641, Merck, Darmstadt, Germany).

Phospholipid standards: 1,2-Dimyristoyl-sn-glycero-3-phospho-rac-(1-glycerol) (sodium salt), 1,2-dilauroyl-sn-glycero-3-phosphoethanolamine, 1,2-dimyristoyl-sn-glycero-3-phosphate (sodium salt), 1,2-dimyristoyl-glycero-3-phosphocholineand cardiolipin solution from a bovine heart were purchased from Avanti^® Polar Lipids, Inc. (Alabaster, AL, USA) or Sigma-Aldrich.3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) and 2,5-dihydroxybenzoic acid (DHB) were purchased from Sigma-Aldrich, tryptone soya broth (TSB) was from BTL (Lodz, Poland). Surfactin and iturin A were obtained from Sigma-Aldrich. The other chemicals came from J.T. Baker, Fluka and POCh (Gliwice, Poland). All the chemicals were high purity grade reagents.

FITC-CD44 mAb (clone IM7) for flow cytometry analysis was purchased from eBioscience. Biotinylated HABP (hyaluronan binding protein, HABP) was from Merk (Darmstadt, Germany). Mouse anti-CD44 (clone: 515) was obtained from BD Biosciences Pharmingen (San Diego, CA). Native high-molecular-weight hyaluronan was obtained from Sigma-Aldrich (St. Louis, MO, USA). 1,2-Dilauroyl-sn-Glycero-3-Phosphoethanolamine (DLPE) and 1,2-Dilauroyl-sn-Glycero-3-Glycerol (DLPG) were purchased from Avanti Polar Lipids Inc. (Alabaster, AL, USA). PTX, semisynthetic from Taxus sp., minimum 97%, and 1-Ethyl-3-(3-dimethylamino-propyl) carbodiimide (EDAC) were purchased from Sigma. Courain6 and Qdot 800 were purchased from Invitrogen. All other chemicals were of reagent grade or higher.

1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC), 1-palmitoyl-2-oleoyl-sn- glycero-3-phosphoethanolamine (POPE), 1-palmitoyl-2-hydroxy-sn-glycero-3- phosphoglycerol (POPG), 1,2-dilauroyl-sn-glycero-3-phosphoethanolamine (DLPE), 1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine (DPPE), 1,2-dimyristoyl-sn- glycero-3-phosphocholine (DMPC), and 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC) were purchased from Avanti Polar Lipids Inc. (Birmingham, AL). TMX, HTMX, and 5(6)-carboxyfluorescein (CF) (99% by HPLC) were from Sigma-Aldrich (Madrid, Spain). All the other reagents were of the highest purity available. Inorganic salts and buffers were of analytical grade. Purified water was deionized in a Milli-Q equipment from Millipore (Millipore, Bedford, MA), and had a resistivity of ca. 18 MΩ. Stock solutions of the various phospholipids and drugs were prepared in chloroform and stored at −80 °C. Phospholipid phosphorus was determined according to the method of Böttcher [26 (link)]. The buffer used through the work was 150 mM NaCl, 5 mM Hepes, pH 7.4, unless otherwise stated. Water, and all the buffer solutions used in this work, was filtered through 0.2 μm filters prior to use. The osmolarities of all the buffers and solutions were checked using a Osmomat 030 osmometer (Gonotec, Berlin, Germany).