850757 | 16:0-18:1 PE

1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine

16:0-18:1 PE

Powder

Size SKU Packaging Price
25mg 850757P-25mg 850757P-25mg 1 x 25mg $97.50
200mg 850757P-200mg 850757P-200mg 2 x 100mg $292.00
500mg 850757P-500mg 850757P-500mg 5 x 100mg $525.00
1g 850757P-1g 850757P-1g 1 x 1g $760.91
Request Bulk Pricing

Chloroform

Size SKU Packaging Price
25mg 850757C-25mg 850757C-25mg 1 x 25mg 10mg/mL 2.5mL $97.50 97.5
200mg 850757C-200mg 850757C-200mg 2 x 100mg 25mg/mL 4mL $292.00 292
500mg 850757C-500mg 850757C-500mg 5 x 100mg 25mg/mL 4mL $525.00 525
1g 850757C-1g 850757C-1g 2 x 500mg 25mg/mL 20mL $760.91 760.91
Request Bulk Pricing

Info

16:0-18:1 PE

1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine

Data
Hygroscopic
Yes
Light Sensitive
No
Molecular Formula
C39H76NO8P
Percent Composition
C 65.24%, H 10.67%, N 1.95%, O 17.83%, P 4.31%
Purity
>99%
Stability
1 Year
Storage Temperature
-20°C
CAS Number
26662-94-2
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
717.996
Exact Mass
717.531
Synonyms
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
POPE
PE(16:0/18:1(9Z))
110637
Transition Temp
25°C (Tm), 71°C (Th)
Solubility in Different Solvents
Soluble in ethanol, DMSO, and Chloroform:Methanol:Water (73:23:3) at 5mg/mL
References

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Walter JD, Sawicka M, Dutzler R. Cryo-EM structures and functional characterization of murine Slc26a9 reveal mechanism of uncoupled chloride transport. Elife. 2019 Jul 24;8. pii: e46986. doi: 10.7554/eLife.46986.

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Domanska B, Fortea E, West MJ, Schwartz JL, Crickmore N. The role of membrane-bound metal ions in toxicity of a human cancer cell-active pore-forming toxin Cry41Aa from Bacillus thuringiensis. Toxicon. 2019 Sep;167:123-133. doi: 10.1016/j.toxicon.2019.06.003. Epub 2019 Jun 7.

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Toyama Y, Shimada I. Frequency selective coherence transfer NMR spectroscopy to study the structural dynamics of high molecular weight proteins. J Magn Reson. 2019 Jul;304:62-77. doi: 10.1016/j.jmr.2019.05.004. Epub 2019 May 15.

PubMed ID: 31129430

Ahlem Eddehech, Nabil Smichi, Yani Arhab, Alexandre Noiriel, Abdelkarim Abousalham, Youssef Gargouri, Zied Zarai. Production, purification and functional characterization of phospholipase C from Bacillus thuringiensis with high catalytic activity. Process Biochemistry. 2019 August;83:122-130. doi: 10.1016/j.procbio.2019.05.012


Heitmeier MR, Hresko RC, Edwards RL, Prinsen MJ, Ilagan MXG, Odom John AR, Hruz PW. Identification of druggable small molecule antagonists of the Plasmodium falciparum hexose transporter PfHT and assessment of ligand access to the glucose permeation pathway via FLAG-mediated protein engineering. PLoS One. 2019 May 9;14(5):e0216457. doi: 10.1371/journal.pone.0216457. eCollection 2019.

PubMed ID: 31071153

Hitchner MA, Santiago-Ortiz LE, Necelis MR, Shirley DJ, Palmer TJ, Tarnawsky KE, Vaden TD, Caputo GA. Activity and characterization of a pH-sensitive antimicrobial peptide. Biochim Biophys Acta Biomembr. 2019 May 8. pii: S0005-2736(19)30097-5. doi: 10.1016/j.bbamem.2019.05.006. [Epub ahead of print]

PubMed ID: 31075228

Romoli O, Mukherjee S, Mohid SA, Dutta A, Montali A, Franzolin E, Brady D, Zito F, Bergantino E, Rampazzo C, Tettamanti G, Bhunia A, Sandrelli F. Enhanced Silkworm Cecropin B Antimicrobial Activity against Pseudomonas aeruginosa from Single Amino Acid Variation. ACS Infect Dis. 2019 May 10. doi: 10.1021/acsinfecdis.9b00042. [Epub ahead of print]

PubMed ID: 31045339

Pir Cakmak F, Grigas AT, Keating CD. Lipid Vesicle-Coated Complex Coacervates. Langmuir. 2019 Jun 18;35(24):7830-7840. doi: 10.1021/acs.langmuir.9b00213. Epub 2019 May 24.

PubMed ID: 31091880

Colombo S, Criscuolo A, Zeller M, Fedorova M, Domingues MR, Domingues P. Analysis of oxidised and glycated aminophospholipids: Complete structural characterisation by C30 liquid chromatography-high resolution tandem mass spectrometry. Free Radic Biol Med. 2019 May 28. pii: S0891-5849(19)30356-9. doi: 10.1016/j.freeradbiomed.2019.05.025. [Epub ahead of print]

PubMed ID: 31150763

Basu SS, McMinn MH, Giménez-Cassina Lopéz B, Regan MS, Randall EC, Clark AR, Cox CR, Agar NYR. Metal Oxide Laser Ionization Mass Spectrometry Imaging (MOLI MSI) Using Cerium(IV) Oxide. Anal Chem. 2019 May 21;91(10):6800-6807. doi: 10.1021/acs.analchem.9b00894. Epub 2019 May 8.

PubMed ID: 31025851

Inoue K, Del Carmen Marín M, Tomida S, Nakamura R, Nakajima Y, Olivucci M, Kandori H. Red-shifting mutation of light-driven sodium-pump rhodopsin. Nat Commun. 2019 Apr 30;10(1):1993. doi: 10.1038/s41467-019-10000-x.

PubMed ID: 31040285

Frewein MPK, Rumetshofer M, Pabst G. Global small-angle scattering data analysis of inverted hexagonal phases. J Appl Crystallogr. 2019 Mar 28;52(Pt 2):403-414. doi: 10.1107/S1600576719002760. eCollection 2019 Apr 1.

PubMed ID: 30996718

Borcik CG, Versteeg DB, Wylie BJ. An Inward-Rectifier Potassium Channel Coordinates the Properties of Biologically Derived Membranes. Biophys J. 2019 May 7;116(9):1701-1718. doi: 10.1016/j.bpj.2019.03.023. Epub 2019 Apr 2.

PubMed ID: 31010661

Jingjing Yang, Ge Gao, Xiaodong Zhang, Yong-Hao Ma, Xiaokai Chen, Fu-GenWu. One-step synthesis of carbon dots with bacterial contact-enhanced fluorescence emission: Fast Gram-type identification and selective Gram-positive bacterial inactivation. Carbon. 2019 May;146:827-839. doi: 10.1016/j.carbon.2019.02.040


Liu X, Wu G, Yu Y, Chen X, Ji R, Lu J, Li X, Zhang X, Yang X, Shen Y. Molecular understanding of calcium permeation through the open Orai channel. PLoS Biol. 2019 Apr 22;17(4):e3000096. doi: 10.1371/journal.pbio.3000096. eCollection 2019 Apr.

PubMed ID: 31009446

Fensterseifer ICM, Felício MR, Alves ESF, Cardoso MH, Torres MDT, Matos CO, Silva ON, Lu TK, Freire MV, Neves NC, Gonçalves S, Lião LM, Santos NC, Porto WF, de la Fuente-Nunez C, Franco OL. Selective antibacterial activity of the cationic peptide PaDBS1R6 against Gram-negative bacteria. Biochim Biophys Acta Biomembr. 2019 Mar 26. pii: S0005-2736(19)30074-4. doi: 10.1016/j.bbamem.2019.03.016. [Epub ahead of print]

PubMed ID: 30926365

Gomes B, Sanna G, Madeddu S, Hollmann A, Santos NC. Combining 25-Hydroxycholesterol with an HIV Fusion Inhibitor Peptide: Interaction with Biomembrane Model Systems and Human Blood Cells. ACS Infect Dis. 2019 Apr 12;5(4):582-591. doi: 10.1021/acsinfecdis.8b00321. Epub 2019 Feb 28.

PubMed ID: 30816690

Collin G. Borcik, Derek B. Versteeg, Benjamin J. Wylie. An Inward-Rectifier Potassium Channel Coordinates the Properties of Biologically Derived Membranes. Biophysical Journal. 2019 April 1. doi: 10.1016/j.bpj.2019.03.023


Hubrich R, Park Y, Mey I, Jahn R, Steinem C. SNARE-Mediated Fusion of Single Chromaffin Granules with Pore-Spanning Membranes. Biophys J. 2019 Jan 22;116(2):308-318. doi: 10.1016/j.bpj.2018.11.3138. Epub 2018 Dec 8.

PubMed ID: 30598283

Möuts A, Yamamoto T, Nyholm TKM, Murata M, Slotte JP. Nonlamellar-Phase-Promoting Colipids Enhance Segregation of Palmitoyl Ceramide in Fluid Bilayers. Biophys J. 2019 Mar 19. pii: S0006-3495(19)30190-0. doi: 10.1016/j.bpj.2019.03.004. [Epub ahead of print]

PubMed ID: 30940348

Quade B, Camacho M, Zhao X, Orlando M, Trimbuch T, Xu J, Li W, Nicastro D, Rosenmund C, Rizo J. Membrane bridging by Munc13-1 is crucial for neurotransmitter release. Elife. 2019 Feb 28;8. pii: e42806. doi: 10.7554/eLife.42806.

PubMed ID: 30816091

Zhou H, Wei Z, Wang S, Yao D, Zhang R, Ma C. Structural and Functional Analysis of the CAPS SNARE-Binding Domain Required for SNARE Complex Formation and Exocytosis. Cell Rep. 2019 Mar 19;26(12):3347-3359.e6. doi: 10.1016/j.celrep.2019.02.064.

PubMed ID: 30893606

Lopes SC, Ivanova G, de Castro B, Gameiro P. Cardiolipin and phosphatidylethanolamine role in dibucaine interaction with the mitochondrial membrane. Biochim Biophys Acta Biomembr. 2019 Mar 3. pii: S0005-2736(19)30050-1. doi: 10.1016/j.bbamem.2019.02.011. [Epub ahead of print]

PubMed ID: 30840858

Lai YC, Li CC, Sung TC, Chang CW, Lan YJ, Chiang YW. The role of cardiolipin in promoting the membrane pore-forming activity of BAX oligomers. Biochim Biophys Acta Biomembr. 2019 Jan;1861(1):268-280. doi: 10.1016/j.bbamem.2018.06.014. Epub 2018 Jun 26.

PubMed ID: 29958826

Pan J, Dalzini A, Song L. Cholesterol and phosphatidylethanolamine lipids exert opposite effects on membrane modulations caused by the M2 amphipathic helix. Biochim Biophys Acta Biomembr. 2019 Jan;1861(1):201-209. doi: 10.1016/j.bbamem.2018.07.013. Epub 2018 Jul 30.

PubMed ID: 30071193

Bhattacharyya D, Kim M, Mroue KH, Park M, Tiwari A, Saleem M, Lee D, Bhunia A. Role of non-electrostatic forces in antimicrobial potency of a dengue-virus derived fusion peptide VG16KRKP: Mechanistic insight into the interfacial peptide-lipid interactions. Biochim Biophys Acta Biomembr. 2019 Apr 1;1861(4):798-809. doi: 10.1016/j.bbamem.2019.01.011. Epub 2019 Jan 25.

PubMed ID: 30689979

Nyholm TKM, Jaikishan S, Engberg O, Hautala V, Slotte JP. The Affinity of Sterols for Different Phospholipid Classes and Its Impact on Lateral Segregation. Biophys J. 2019 Jan 22;116(2):296-307. doi: 10.1016/j.bpj.2018.11.3135. Epub 2018 Dec 6.

PubMed ID: 30583790

Tran HT, Anderson LH, Knight JD. Membrane-Binding Cooperativity and Coinsertion by C2AB Tandem Domains of Synaptotagmins 1 and 7. Biophys J. 2019 Mar 19;116(6):1025-1036. doi: 10.1016/j.bpj.2019.01.035. Epub 2019 Feb 5.

PubMed ID: 30795874

Połeć K, Barnaś B, Kowalska M, Dymek M, Rachwalik R, Sikora E, Biela A, Kobiałka M, Wójcik K, Hąc-Wydro K. The influence of the essential oil extracted from hops on monolayers and bilayers imitating plant pathogen bacteria membranes. Colloids Surf B Biointerfaces. 2019 Jan 1;173:672-680. doi: 10.1016/j.colsurfb.2018.10.047. Epub 2018 Oct 19.

PubMed ID: 30384263

Mittermeier L, Demirkhanyan L, Stadlbauer B, Breit A, Recordati C, Hilgendorff A, Matsushita M, Braun A, Simmons DG, Zakharian E, Gudermann T, Chubanov V. TRPM7 is the central gatekeeper of intestinal mineral absorption essential for postnatal survival. Proc Natl Acad Sci U S A. 2019 Feb 15. pii: 201810633. doi: 10.1073/pnas.1810633116. [Epub ahead of print]

PubMed ID: 30770447

Alqarni A, Mcintyre KJ, Brown SHJ, Meyer BJ, Mitchell TW. A High-Throughput Method for the Analysis of Erythrocyte Fatty Acids and the Omega-3 Index. Lipids. 2018 Oct;53(10):1005-1015. doi: 10.1002/lipd.12108.

PubMed ID: 30592061

Franklin ET, Betancourt SK, Randolph CE, McLuckey SA, Xia Y. In-depth structural characterization of phospholipids by pairing solution photochemical reaction with charge inversion ion/ion chemistry. Anal Bioanal Chem. 2019 Jan 7. doi: 10.1007/s00216-018-1537-1. [Epub ahead of print]

PubMed ID: 30613841

Starr ML, Sparks RP, Arango AS, Hurst LR, Zhao Z, Lihan M, Jenkins JL, Tajkhorshid E, Fratti RA. Phosphatidic acid induces conformational changes in Sec18 protomers that prevent SNARE priming. J Biol Chem. 2019 Mar 1;294(9):3100-3116. doi: 10.1074/jbc.RA118.006552. Epub 2019 Jan 7.

PubMed ID: 30617180

Starr ML, Sparks RP, Arango AS, Hurst LR, Zhao Z, Lihan M, Jenkins JL, Tajkhorshid E, Fratti RA. Phosphatidic acid induces conformational changes in Sec18 protomers that prevent SNARE priming. J Biol Chem. 2019 Mar 1;294(9):3100-3116. doi: 10.1074/jbc.RA118.006552. Epub 2019 Jan 7.

PubMed ID: 30617180

Lu X, Xiao H, Li S, Pang X, Song J, Liu S, Cheng H, Li Y, Wang X, Huang C, Guo T, Ter Meulen J, Daffis S, Yan J, Dai L, Rao Z, Klenk HD, Qi J, Shi Y, Gao GF. Double Lock of a Human Neutralizing and Protective Monoclonal Antibody Targeting the Yellow Fever Virus Envelope. Cell Rep. 2019 Jan 8;26(2):438-446.e5. doi: 10.1016/j.celrep.2018.12.065.

PubMed ID: 30625326

Wang S, Li Y, Gong J, Ye S, Yang X, Zhang R, Ma C. Munc18 and Munc13 serve as a functional template to orchestrate neuronal SNARE complex assembly. Nat Commun. 2019 Jan 8;10(1):69. doi: 10.1038/s41467-018-08028-6.

PubMed ID: 30622273

Mandal T, Hustedt EJ, Song L, Oh KJ. CW EPR and DEER Methods to Determine BCL-2 Family Protein Structure and Interactions: Application of Site-Directed Spin Labeling to BAK Apoptotic Pores. Methods Mol Biol. 2019;1877:257-303. doi: 10.1007/978-1-4939-8861-7_18.

PubMed ID: 30536012

He X, Zhang Q. Synthesis, Purification, and Mass Spectrometric Characterization of Stable Isotope-Labeled Amadori-Glycated Phospholipids. ACS Omega. 2018 Nov 30;3(11):15725-15733. doi: 10.1021/acsomega.8b01893. Epub 2018 Nov 19.

PubMed ID: 30533579

Li P, Wang J, Zou Y, Sun Z, Zhang M, Geng Z, Xu W, Wang D. Interaction of Hsp90AA1 with phospholipids stabilizes membranes under stress conditions. Biochim Biophys Acta Biomembr. 2019 Feb 1;1861(2):457-465. doi: 10.1016/j.bbamem.2018.11.009. Epub 2018 Dec 2.

PubMed ID: 30517848

Irazazabal L, Porto WF, Fensterseifer ICM, Alves ESF, Matos CO, Menezes ACS, Felício MR, Gonçalves S, Santos NC, Ribeiro SM, Humblot V, Lião LM, Ladram A, Franco OL. Fast and potent bactericidal membrane lytic activity of PaDBS1R1, a novel cationic antimicrobial peptide. Biochim Biophys Acta Biomembr. 2019 Jan;1861(1):178-190. doi: 10.1016/j.bbamem.2018.08.001. Epub 2018 Aug 10.

PubMed ID: 30463701

Barayeu U, Lange M, Méndez L, Arnhold J, Shadyro OI, Fedorova M, Flemmig J. Cytochrome c autocatalyzed carbonylation in the presence of hydrogen peroxide and cardiolipins. J Biol Chem. 2019 Feb 8;294(6):1816-1830. doi: 10.1074/jbc.RA118.004110. Epub 2018 Dec 12.

PubMed ID: 30541920

Chung HW, Petersen EN, Cabanos C, Murphy KR, Pavel MA, Hansen AS, Ja WW, Hansen SB. A Molecular Target for an Alcohol Chain-Length Cutoff. J Mol Biol. 2019 Jan 18;431(2):196-209. doi: 10.1016/j.jmb.2018.11.028. Epub 2018 Dec 5.

PubMed ID: 30529033

Thomas LL, van der Vegt SA, Fromme JC. A Steric Gating Mechanism Dictates the Substrate Specificity of a Rab-GEF. Dev Cell. 2019 Jan 7;48(1):100-114.e9. doi: 10.1016/j.devcel.2018.11.013. Epub 2018 Dec 6.

PubMed ID: 30528786

Dias C, Pais JP, Nunes R, Blázquez-Sánchez MT, Marquês JT, Almeida AF, Serra P, Xavier NM, Vila-Viçosa D, Machuqueiro M, Viana AS, Martins A, Santos MS, Pelerito A, Dias R, Tenreiro R, Oliveira MC, Contino M, Colabufo NA, de Almeida RFM, Rauter AP. Sugar-based bactericides targeting phosphatidylethanolamine-enriched membranes. Nat Commun. 2018 Nov 19;9(1):4857. doi: 10.1038/s41467-018-06488-4.

PubMed ID: 30451842

Nyholm TKM, Jaikishan S, Engberg O, Hautala V, Slotte JP. The Affinity of Sterols for Different Phospholipid Classes and Its Impact on Lateral Segregation. Biophys J. 2019 Jan 22;116(2):296-307. doi: 10.1016/j.bpj.2018.11.3135. Epub 2018 Dec 6.

PubMed ID: 30583790

Bao H, Goldschen-Ohm M, Jeggle P, Chanda B, Edwardson JM, Chapman ER. Exocytotic fusion pores are composed of both lipids and proteins. Nat Struct Mol Biol. 2016 Jan;23(1):67-73. doi: 10.1038/nsmb.3141. Epub 2015 Dec 14.

PubMed ID: 26656855

Harmouche N, Bechinger B. Lipid-Mediated Interactions between the Antimicrobial Peptides Magainin 2 and PGLa in Bilayers. Biophys J. 2018 Aug 16. pii: S0006-3495(18)30936-6. doi: 10.1016/j.bpj.2018.08.009. [Epub ahead of print]

PubMed ID: 30195937

Kimble-Hill AC, Petrache HI, Seifert S, Firestone MA. Reorganization of Ternary Lipid Mixtures of Nonphosphorylated Phosphatidylinositol Interacting with Angiomotin. J Phys Chem B. 2018 Aug 27. doi: 10.1021/acs.jpcb.7b12641. [Epub ahead of print]

PubMed ID: 29877706

Cao W, Ma X, Li Z, Zhou X, Ouyang Z. Locating Carbon-Carbon Double Bonds in Unsaturated Phospholipids by Epoxidation Reaction and Tandem Mass Spectrometry. Anal Chem. 2018 Aug 23. doi: 10.1021/acs.analchem.8b02021. [Epub ahead of print]

PubMed ID: 30095894

Prior studies have shown that the biological mixture of the two hydrophobic surfactant proteins, SP-B and SP-C, produces faster adsorption of the surfactant lipids to an air/water interface, and that they induce 1-palmitoyl-2-oleoyl phosphatidylethanolamine (POPE) to form inverse bicontinuous cubic phases. Previous studies have shown that SP-B has a much greater effect than SP-C on adsorption. If the two proteins induce faster adsorption and formation of the bicontinuous structures by similar mechanisms, then they should also have different abilities to form the cubic phases. To test this hypothesis, we measured small-angle X-ray scattering on the individual proteins combined with POPE. SP-B replicated the dose-related ability of the combined proteins to induce the cubic phases at temperatures more than 25 degrees C below the point at which POPE alone forms the curved inverse-hexagonal phase. With SP-C, diffraction from cubic structures was either absent or present at very low intensities only with larger amounts of protein. The correlation between the structural effects of inducing curved structures and the functional effects on the rate of adsorption fits with the model in which SP-B promotes adsorption by facilitating formation of an inversely curved, rate-limiting structure.


Chavarha, M., R.W. Loney, K. Kumar, S.B. Rananavare, and S.B. Hall. (2012). Differential effects of the hydrophobic surfactant proteins on the formation of inverse bicontinuous cubic phases. Langmuir 28:16596-604.

PubMed ID: 23140329

Disordering Effects of Digitonin on Phospholipid Monolayers M. Orczyk, K. Wojciechowski , and G. Brezesinski Langmuir, Article ASAP

PubMed ID: 28333465

Charles G. Cranfield, Sónia Troeira Henriques, Boris Martinac, Paul Duckworth, David J. Craik and Bruce Cornell. Kalata B1 and Kalata B2 Have a Surfactant-Like Activity in Phosphatidylethanolomine-Containing Lipid Membranes. Langmuir, Article ASAP

PubMed ID: 28605904

Jordi H. Borrell and Òscar Domènech. Critical Temperature of 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine Monolayers and Its Possible Biological Relevance. J. Phys. Chem. B, Article ASAP

PubMed ID: 28636818

Saba Ghazvini, Ryan Alonso, Nabil Alhakamy, and Prajnaparamita Dhar. pH induced changes in the surface viscosity of unsaturated phospholipids monitored using active interfacial microrheology. Langmuir, Just Accepted Manuscript

PubMed ID: 29019691

Silva T, Claro B, Silva BFB, Vale N, Gomes P, Gomes MS, Funari SS, Teixeira J, Uhríková D, Bastos M. Unravelling a Mechanism of Action for a Cecropin A-Melittin Hybrid Antimicrobial Peptide: The Induced Formation of Multilamellar Lipid Stacks. Langmuir. 2018 Jan 22. doi: 10.1021/acs.langmuir.7b03639.

PubMed ID: 29304549

Li G, Kim J, Huang Z, St Clair JR, Brown DA, London E. Efficient replacement of plasma membrane outer leaflet phospholipids and sphingolipids in cells with exogenous lipids. Proc Natl Acad Sci U S A. 2016 Dec 6;113(49):14025-14030. Epub 2016 Nov 21.

PubMed ID: 27872310
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