1 2 diphytanoyl sn glycero 3 phosphoethanolamine

Manufactured by Avanti Polar Lipids

Sourced in United States

1,2-diphytanoyl-sn-glycero-3-phosphoethanolamine is a synthetic lipid compound. It is a type of phospholipid that can be used in the preparation of liposomes and other lipid-based systems for research and laboratory applications.

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Lab products found in correlation

6 protocols using 1 2 diphytanoyl sn glycero 3 phosphoethanolamine

Peptide Purification and Characterization

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Peptides (Table 1) were purchased from Pepceuticals (Enderby, UK) and Cambridge Research Biochemicals (Cleveland, UK) as desalted grade and were further purified using water/acetonitrile gradients using a Waters SymmetryPrep C8, 7 mm, 19 × 300 mm column. They were all amidated at the C-terminus. The lipids 1-palmitoyl-2-oleoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (POPG), 1-palmitoyl_d₃₁-2-oleoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (POPG-d31), 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine (POPE), 1-palmitoyl_d₃₁-2-oleoyl-sn-glycero-3-phosphoethanolamine (POPE-d31), 1,2-diphytanoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (DPhPG) and 1,2-diphytanoyl-sn-glycero-3-phosphoethanolamine (DPhPE) were purchased from Avanti Polar Lipids, Inc. (Alabaster, AL) and used without any purification. All other reagents were used as analytical grade or better.Table 1

Peptides sequences, biophysical characteristics and concentration of peptide necessary to start membrane activity in electrophysiology experiments.

Peptide	Sequence	Length	Charge	H	μH	Peptide concentration (µM)
Peptide	Sequence	Length	Charge	H	μH	DPhPE/DPhPG	DPhPG
Temporin B	LLPIVGNLLK SLL	13	+2	0.947	0.601	25.34	35
Temporin B L1FK	FLPIVGLLKS LLK	13	+3	0.924	0.548	11.32	4.94
Temporin B KKG6A	KKLLPIVANL LKSLL	15	+4	0.709	0.600	200	100

All peptides were amidated at the C-terminus. Hydrophobicity (H) and hydrophobic moment (µH) were calculated using HeliQuest^{88 (link)}.

Manzo G., Ferguson P.M., Gustilo V.B., Hind C.K., Clifford M., Bui T.T., Drake A.F., Atkinson R.A., Sutton J.M., Batoni G., Lorenz C.D., Phoenix D.A, & Mason A.J. (2019). Minor sequence modifications in temporin B cause drastic changes in antibacterial potency and selectivity by fundamentally altering membrane activity. Scientific Reports, 9, 1385.

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MALDI-TOF/MS Analysis of Glycerophospholipids

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The matrix used for MALDI-TOF/MS analyses was 9-Aminoacridine hemihydrate (9-AA) and was purchased from Acros Organics (Morris Plains, NJ, United States). All organic solvents used in extraction and MS analyses were commercially distilled, of the highest available purity, and purchased from Sigma-Aldrich, J. T. Baker, or Carlo Erba. The following commercial glycerophospholipids (used as standards): 1,2-dimyristoyl-sn-glycero-3-phosphate, 1,2-dimyristoyl-sn-glycero-3-phospho-(1′-rac-glycerol), 1,2-dimyristoyl-sn-glycero-3-phospho-L-serine, 1,2-diphytanoyl-sn-glycero-3-phosphoethanolamine, 1′,3′-bis[1,2-dimyristoyl-sn-glycero-3-phospho]-sn-glycerol, 1′,3′-bis[1,2-dioleoyl-sn-glycero-3-phospho]-sn-glycerol were purchased from Avanti Polar Lipids, Inc. (Alabaster, AL, United States).

Lopalco P., Lobasso S., Lopes-dos-Santos R.M., Van Stappen G, & Corcelli A. (2019). Lipid Profile Changes During the Development of Artemia franciscana, From Cysts to the First Two Naupliar Stages. Frontiers in Physiology, 9, 1872.

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Production and Characterization of Anthrax Toxin Components

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Recombinant Bacillus anthracis PA₈₃ and LF_N were produced as described in refs. [49 (link), 50 ]. D512K and K245G-R252N bicomponent octameric variant of PA was produced as described in ref. [51 (link)]. PA₆₃ was prepared from PA₈₃ using furin [52 (link)] or purchased from List Biological Laboratories, Inc. (Campbell, CA, USA) in the purified form. The following chemical reagents were used: KCl, MES, KOH, HCl (Sigma-Aldrich, St. Louis, MO, USA), “purum” hexadecane (Fluka, Buchs, Switzerland), pentane (Burdick and Jackson, Muskegon, MI), and agarose (Bethesda Research Laboratory, Gaithersburg, MD). 1,2-Diphytanoyl-sn-glycero-3-phosphocholine (DPhPC), 1,2-diphytanoyl-sn-glycero-3-phospho-L-serine (DPhPS), 1, 2-dioleoyl-sn-glycero-3-phosphocholine (DOPC), 1,2-dioleoyl-sn-glycero-3-phospho-L-serine (DOPS), 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE), bis (monooleoylglycero)phosphate (S,R isomer) (DOBMP), 1,2-diphytanoyl-sn-glycero-3-phosphoethanolamine (DPhPE), 1,2-dioleoyl-3-trimethylammonium-propane (DOTAP), and bis(monomyristoylglycero)phosphate (S,R isomer) (DMBMP) lipids were purchased from Avanti Polar Lipids, Inc., Alabaster, AL, USA (all in chloroform). Per-6-(3-aminopropylthio)-β-cyclodextrin (AmPrβCD) was a kind gift of Dr. Vladimir Karginov, KFBio, LLC (Ashburn, VA, USA). Milli-Q water (EMD Millipore, Billerica, MA, USA) was used to prepare solutions.

Kalu N., Atsmon-Raz Y., Abolfath S.M., Lucas L., Kenney C., Leppla S.H., Tieleman D.P, & Nestorovich E.M. (2018). Effect of late endosomal DOBMP lipid and traditional model lipids of electrophysiology on the anthrax toxin channel activity. Biochimica et biophysica acta. Biomembranes, 1860(11), 2192-2203.

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Lipidomic Analysis by MALDI-TOF/MS

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All organic solvents used for lipid extraction and MS analyses were commercially distilled and of the highest available purity (Sigma–Aldrich). The matrix used for MALDI-TOF/MS analyses was the 9-Aminoacridine hemihydrate (9-AA) and was purchased from Acros Organics (Morris Plains, NJ, United States). The following commercial glycerophospholipids (used as standards): 1,2-dioleoyl-sn-glycero-3-phospho-(1′-rac-glycerol), bis(monooleoylglycero)phosphate, 1-palmitoyl-2- linoleoyl-sn-glycero-3-phosphate, bis(monomyristoylglycero) phosphate, N-palmitoyl-D-erythro-sphingosylphosphorylcho- line, N-stearoyl-D-erythro-sphingosylphosphorylcholine, sn-(3- myristoyl-2-hydroxy)-glycerol-1-phospho-sn-3′-(1′,2′-dimyrist- oyl)-glycerol, 1,2-dimyristoyl-sn-glycero-3-phospho-(1′-rac-gly- cerol), 1,2-dimyristoyl-sn-glycero-3-phosphate, 1,2-dimyristoyl- sn-glycero-3-phospho-L-serine, 1,2-diphytanoyl-sn-glycero-3-phosphoethanolamine, 1′,3′-bis[1,2-dimyristoyl-sn-glycero-3-phospho]-sn-glycerol, 1′,3′-bis[1,2-dioleoyl-sn-glycero-3-phos- pho]-sn-glycerol, were purchased from Avanti Polar Lipids, Inch (Alabaster, AL, United States). Plates for thin-layer chromatography (TLC) (Silica gel 60A, 10 × 20 cm, 0.2-mm-thick layer), were purchased from Merck (Darmstadt, Germany).

Lobasso S., Tanzarella P., Mannavola F., Tucci M., Silvestris F., Felici C., Ingrosso C., Corcelli A, & Lopalco P. (2021). A Lipidomic Approach to Identify Potential Biomarkers in Exosomes From Melanoma Cells With Different Metastatic Potential. Frontiers in Physiology, 12, 748895.

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Glycerophospholipid Standards Acquisition

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9-Aminoacridine hemihydrate (9-AA) was purchased from Acros Organics (Morris Plains, NJ). All organic solvents used in extraction and MS analyses were commercially distilled, of the highest available purity, and purchased from Sigma-Aldrich, J. T. Baker, or Carlo Erba. The following commercial glycerophospholipids (used as standards) 1,2-dimyristoyl-sn-glycero-3-phosphate, 1,2-dimyristoyl-sn-glycero-3-phospho-(1′-rac-glycerol), 1,2-dimyristoyl-sn-glycero-3-phospho-L-serine, 1,2-diphytanoyl-sn-glycero-3-phosphoethanolamine, 1′,3′-bis[1,2-dimyristoyl-sn-glycero-3-phospho]-sn-glycerol, 1′,3′-bis[1,2-dioleoyl-sn-glycero-3-phospho]-sn-glycerol, were purchased from Avanti Polar Lipids (Alabaster, AL).

Lopalco P., Stahl J., Annese C., Averhoff B, & Corcelli A. (2017). Identification of unique cardiolipin and monolysocardiolipin species in Acinetobacter baumannii. Scientific Reports, 7, 2972.

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MALDI-TOF/MS Glycerophospholipid Analysis

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The matrix used for MALDI-TOF/MS analyses was 9-aminoacridine hemihydrate (9-AA) and was purchased from Acros Organics (Morris Plains, NJ, United States). All organic solvents used in extraction and MS analyses were commercially distilled, of the highest available purity, and purchased from Sigma-Aldrich, J.T. Baker, or Carlo Erba. The following commercial glycerophospholipids (used as standards): 1,2-dimyristoyl-sn-glycero-3-phosphate, 1,2-dimyristoyl-sn-glycero- 3-phospho-(1′-rac-glycerol), 1,2-dimyristoyl-sn-glycero-3-phos- pho-L-serine, 1,2-diphytanoyl-sn-glycero-3-phosphoethanola- mine, 1′,3′-bis[1,2-dimyristoyl-sn-glycero-3-phospho]-sn-glyce- rol, 1′,3′-bis[1,2-dioleoyl-sn-glycero-3-phospho]-sn-glycerol, were purchased from Avanti Polar Lipids, Inc. (Alabaster, AL, United States).

Lopalco P., Vitale R., Cho Y.S., Totaro P., Corcelli A, & Lobasso S. (2019). Alteration of Cholesterol Sulfate/Seminolipid Ratio in Semen Lipid Profile of Men With Oligoasthenozoospermia. Frontiers in Physiology, 10, 1344.

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