840035 | 18:1 PS (DOPS)

1,2-dioleoyl-sn-glycero-3-phospho-L-serine (sodium salt)

18:1 PS (DOPS)

Powder

Size SKU Packaging Price
10mg 840035P-10mg 840035P-10mg 1 x 10mg $117.10
25mg 840035P-25mg 840035P-25mg 1 x 25mg $163.50
200mg 840035P-200mg 840035P-200mg 2 x 100mg $908.00
500mg 840035P-500mg 840035P-500mg 5 x 100mg $1,565.00
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Chloroform

Size SKU Packaging Price
10mg 840035C-10mg 840035C-10mg 1 x 10mg 10mg/mL 1mL $117.10 117.1
25mg 840035C-25mg 840035C-25mg 1 x 25mg 10mg/mL 2.5mL $163.50 163.5
200mg 840035C-200mg 840035C-200mg 2 x 100mg 25mg/mL 4mL $908.00 908
500mg 840035C-500mg 840035C-500mg 5 x 100mg 25mg/mL 4mL $1,565.00 1565
Request Bulk Pricing

Info

18:1 PS (DOPS)

1,2-dioleoyl-sn-glycero-3-phospho-L-serine (sodium salt)

DOPS is an excellent substitute for the naturally occurring Brain PS. It has similar physical properties and is more stable to oxidation. DOPS has been used, along with DOPC and DOPE, in lipid mixtures to mimic platelet membranes for coagulation studies.

Data
Hygroscopic
Yes
Light Sensitive
No
Molecular Formula
C42H77NO10PNa
Percent Composition
C 62.28%, H 9.58%, N 1.73%, Na 2.84%, O 19.75%, P 3.82%
Purity
>99%
Stability
1 Year
Storage Temperature
-20°C
CAS Number
90693-88-2
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
810.025
Exact Mass
809.518
Synonyms
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-L-serine (sodium salt)
DOPS
PS(18:1(9Z)/18:1(9Z))
Transition Temp
-11°C
Solubility in Different Solvents
Insoluble in ethanol and DMSO, soluble in Chloroform:Methanol:Water (65:25:4) at 5mg/mL
References

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Rovere M, Powers AE, Jiang H, Pitino JC, Fonseca-Ornelas L, Patel DS, Achille A, Langen R, Varkey J, Bartels T. E46K-like α-synuclein mutants increase lipid interactions and disrupt membrane selectivity. J Biol Chem. 2019 Jun 21;294(25):9799-9812. doi: 10.1074/jbc.RA118.006551. Epub 2019 May 2.

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Velasco-Olmo A, Ormaetxea Gisasola J, Martinez Galvez JM, Vera Lillo J, Shnyrova AV. Combining patch-clamping and fluorescence microscopy for quantitative reconstitution of cellular membrane processes with Giant Suspended Bilayers. Sci Rep. 2019 May 10;9(1):7255. doi: 10.1038/s41598-019-43561-4.

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Silvestre-Roig C, Braster Q, Wichapong K, Lee EY, Teulon JM, Berrebeh N, Winter J, Adrover JM, Santos GS, Froese A, Lemnitzer P, Ortega-Gómez A, Chevre R, Marschner J, Schumski A, Winter C, Perez-Olivares L, Pan C, Paulin N, Schoufour T, Hartwig H, González-Ramos S, Kamp F, Megens RTA, Mowen KA, Gunzer M, Maegdefessel L, Hackeng T, Lutgens E, Daemen M, von Blume J, Anders HJ, Nikolaev VO, Pellequer JL, Weber C, Hidalgo A, Nicolaes GAF, Wong GCL, Soehnlein O. Externalized histone H4 orchestrates chronic inflammation by inducing lytic cell death. Nature. 2019 May;569(7755):236-240. doi: 10.1038/s41586-019-1167-6. Epub 2019 May 1.

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Maity S, Caillat C, Miguet N, Sulbaran G, Effantin G, Schoehn G, Roos WH, Weissenhorn W. VPS4 triggers constriction and cleavage of ESCRT-III helical filaments. Sci Adv. 2019 Apr 10;5(4):eaau7198. doi: 10.1126/sciadv.aau7198. eCollection 2019 Apr.

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Shuddhodana, Zaher Judeh. Alginate-coating of artemisinin-loaded cochleates results in better control over gastro-intestinal release for effective oral delivery. Journal of Drug Delivery Science and Technology. August 2019;52:27-36. doi: 10.1016/j.jddst.2019.04.020


Bryk AH, Prior SM, Plens K, Konieczynska M, Hohendorff J, Malecki MT, Butenas S, Undas A. Predictors of neutrophil extracellular traps markers in type 2 diabetes mellitus: associations with a prothrombotic state and hypofibrinolysis. Cardiovasc Diabetol. 2019 Apr 16;18(1):49. doi: 10.1186/s12933-019-0850-0.

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Lakomek NA, Yavuz H, Jahn R, Pérez-Lara Á. Structural dynamics and transient lipid binding of synaptobrevin-2 tune SNARE assembly and membrane fusion. Proc Natl Acad Sci U S A. 2019 Apr 30;116(18):8699-8708. doi: 10.1073/pnas.1813194116. Epub 2019 Apr 11.

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Çoban Ö, Değim Z, Yılmaz Ş, Altıntaş L, Arsoy T, Sözmen M. Efficacy of targeted liposomes and nanocochleates containing imatinib plus dexketoprofen against fibrosarcoma. Drug Dev Res. 2019 Mar 22. doi: 10.1002/ddr.21530. [Epub ahead of print]

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Gaspar R, Pallbo J, Weininger U, Linse S, Sparr E. Reprint of "Ganglioside lipids accelerate α-synuclein amyloid formation". Biochim Biophys Acta Proteins Proteom. 2019 May;1867(5):508-518. doi: 10.1016/j.bbapap.2019.02.003. Epub 2019 Mar 13.

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Zhang W, Ou X, Wu X. Proteomics profiling of plasma exosomes in epithelial ovarian cancer: A potential role in the coagulation cascade, diagnosis and prognosis. Int J Oncol. 2019 May;54(5):1719-1733. doi: 10.3892/ijo.2019.4742. Epub 2019 Mar 7.

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Höfer CT, Di Lella S, Dahmani I, Jungnick N, Bordag N, Bobone S, Huang Q, Keller S, Herrmann A, Chiantia S. Structural determinants of the interaction between influenza A virus matrix protein M1 and lipid membranes. Biochim Biophys Acta Biomembr. 2019 Mar 20;1861(6):1123-1134. doi: 10.1016/j.bbamem.2019.03.013. [Epub ahead of print]

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Liou AY, Molday LL, Wang J, Andersen JP, Molday RS. Identification and functional analyses of disease-associated P4-ATPase phospholipid flippase variants in red blood cells. J Biol Chem. 2019 Mar 8. pii: jbc.RA118.007270. doi: 10.1074/jbc.RA118.007270. [Epub ahead of print]

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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.

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Liu Q, Oesterlund EJ, Chi X, Pogmore J, Leber B, Andrews DW. Bim escapes displacement by BH3-mimetic anti-cancer drugs by double-bolt locking both Bcl-XL and Bcl-2. Elife. 2019 Mar 12;8. pii: e37689. doi: 10.7554/eLife.37689.

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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.

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Ren C, Yuan Q, Braun M, Zhang X, Petri B, Zhang J, Kim D, Guez-Haddad J, Xue W, Pan W, Fan R, Kubes P, Sun Z, Opatowsky Y, Polleux F, Karatekin E, Tang W, Wu D. Leukocyte Cytoskeleton Polarization Is Initiated by Plasma Membrane Curvature from Cell Attachment. Dev Cell. 2019 Mar 23. pii: S1534-5807(19)30146-7. doi: 10.1016/j.devcel.2019.02.023. [Epub ahead of print]

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Lee EY, Zhang C, Di Domizio J, Jin F, Connell W, Hung M, Malkoff N, Veksler V, Gilliet M, Ren P, Wong GCL. Helical antimicrobial peptides assemble into protofibril scaffolds that present ordered dsDNA to TLR9. Nat Commun. 2019 Mar 4;10(1):1012. doi: 10.1038/s41467-019-08868-w.

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AhYoung AP, Egea PF. Determining the Lipid-Binding Specificity of SMP Domains: An ERMES Subunit as a Case Study. Methods Mol Biol. 2019;1949:213-235. doi: 10.1007/978-1-4939-9136-5_16.

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Yücel Ç, Altintaş Y, Değim Z, Yılmaz Ş, Arsoy T, Altıntaş L, Çokçalışkan C, Sözmen M. Novel Approach to the Treatment of Diabetes: Embryonic Stem Cell and Insulin-Loaded Liposomes and Nanocochleates. J Nanosci Nanotechnol. 2019 Jul 1;19(7):3706-3719. doi: 10.1166/jnn.2019.16321.

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Shoji A, Takahashi Y, Osato S, Sugawara M. An enzyme-modified capillary as a platform for simultaneous fluorometric detection of d-glucose and l- lactate. J Pharm Biomed Anal. 2019 Jan 30;163:1-8. doi: 10.1016/j.jpba.2018.09.028. Epub 2018 Sep 19.

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Lianhua Shen, Nuriza Ulul Azmi, Xian Wen Tan, Shinsuke Yasuda, Arum Tri Wahyuningsih, Junko Inagaki, Kazuko Kobayashi, Eiji Ando, Takanori Sasaki, Eiji Matsuura. Mutants of β2-glycoprotein I: Their features and potent applications. Best Practice & Research Clinical Rheumatology. 2019 February 26. doi: 10.1016/j.berh.2019.01.007


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.

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Emilsson G, Röder E, Malekian B, Xiong K, Manzi J, Tsai FC, Cho NJ, Bally M, Dahlin A. Nanoplasmonic Sensor Detects Preferential Binding of IRSp53 to Negative Membrane Curvature. Front Chem. 2019 Feb 4;7:1. doi: 10.3389/fchem.2019.00001. eCollection 2019.

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Zhang X, Xie X, Heckmann BL, Saarinen AM, Gu H, Zechner R, Liu J. Identification of an intrinsic lysophosphatidic acid acyltransferase activity in the lipolytic inhibitor G0/G1 switch gene 2 (G0S2). FASEB J. 2019 Feb 25:fj201802502R. doi: 10.1096/fj.201802502R. [Epub ahead of print]

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Ruiter M, Kádková A, Scheutzow A, Malsam J, Söllner TH, Sørensen JB. An Electrostatic Energy Barrier for SNARE-Dependent Spontaneous and Evoked Synaptic Transmission. Cell Rep. 2019 Feb 26;26(9):2340-2352.e5. doi: 10.1016/j.celrep.2019.01.103.

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Beber A, Taveneau C, Nania M, Tsai FC, Di Cicco A, Bassereau P, Lévy D, Cabral JT, Isambert H, Mangenot S, Bertin A. Membrane reshaping by micrometric curvature sensitive septin filaments. Nat Commun. 2019 Jan 24;10(1):420. doi: 10.1038/s41467-019-08344-5.

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Ciobanasu C, Dragomir I, Apetrei A. The penetrating properties of the tumor homing peptide LyP-1 in model lipid membranes. J Pept Sci. 2019 Mar;25(3):e3145. doi: 10.1002/psc.3145. Epub 2018 Dec 27.

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Misawa N, Fujii S, Kamiya K, Osaki T, Takaku T, Takahashi Y, Takeuchi S. Construction of a Biohybrid Odorant Sensor Using Biological Olfactory Receptors Embedded into Bilayer Lipid Membrane on a Chip. ACS Sens. 2019 Mar 13. doi: 10.1021/acssensors.8b01615. [Epub ahead of print]

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Janas T, Sapoń K, Stowell MH, Janas T. Selection of Membrane RNA Aptamers to Amyloid Beta Peptide: Implications for Exosome-Based Antioxidant Strategies. Int J Mol Sci. 2019 Jan 13;20(2). pii: E299. doi: 10.3390/ijms20020299.

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Wang X, Li X, Wang H, Zhang X, Zhang L, Wang F, Liu J. Charge and Coordination Directed Liposome Fusion onto SiO2 and TiO2 Nanoparticles. Langmuir. 2019 Feb 5;35(5):1672-1681. doi: 10.1021/acs.langmuir.8b02979. Epub 2018 Dec 26.

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McCulloch KM, Yamakawa I, Shifrin DA Jr, McConnell RE, Foegeding NJ, Singh PK, Mao S, Tyska MJ, Iverson TM. An alternative N-terminal fold of the intestine-specific annexin A13a induces dimerization and regulates membrane-binding. J Biol Chem. 2019 Mar 8;294(10):3454-3463. doi: 10.1074/jbc.RA118.004571. Epub 2019 Jan 4.

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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.

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Sampa Sarkar, Nhiem Tran, Md Harunur Rashid, Tu C. Le, Irene Yarovsky, Charlotte E. Conn, and Calum J. Drummond. Toward Cell Membrane Biomimetic Lipidic Cubic Phases: A High-Throughput Exploration of Lipid Compositional Space. ACS Appl. Bio Mater., 2019, 2 (1), pp 182–195. doi: 10.1021/acsabm.8b00539


Binte Mustafiz SS, Uyama T, Hussain Z, Kawai K, Tsuboi K, Araki N, Ueda N. The role of intracellular anionic phospholipids in the production of N-acyl-phosphatidylethanolamines by cytosolic phospholipase A2ε. J Biochem. 2018 Dec 4. doi: 10.1093/jb/mvy104. [Epub ahead of print]

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Combet S, Cousin F, Rezaei H, Noinville S. Membrane interaction of off-pathway prion oligomers and lipid-induced on-pathway intermediates during prion conversion: A clue for neurotoxicity. Biochim Biophys Acta Biomembr. 2019 Feb 1;1861(2):514-523. doi: 10.1016/j.bbamem.2018.12.001. Epub 2018 Dec 5.

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Lai Y, Xu X, Zhu Z, Hua Z. Highly efficient siRNA transfection in macrophages using apoptotic body-mimic Ca-PS lipopolyplex. Int J Nanomedicine. 2018 Oct 24;13:6603-6623. doi: 10.2147/IJN.S176991. eCollection 2018.

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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.

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Tanushree Mahata, Prasenjit Mondal, Debmalya Bhunia, Somen Nandi, Prashant Kurkute, Kankan Bhattacharyya and Surajit Ghosh.

Self-Assembly of Antimitotic Peptide at Membranes: Computational and Experimental Investigation. ACS Omega Article ASAP DOI: 10.102110.1021/acsomega.8b01568


Wang X, Li X, Wang H, Zhang X, Zhang L, Wang F, Liu J. Charge and Coordination Directed Liposome Fusion onto SiO2 and TiO2 Nanoparticles. Langmuir. 2018 Dec 18. doi: 10.1021/acs.langmuir.8b02979. [Epub ahead of print]

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Zhang X, Pandiakumar AK, Hamers RJ, Murphy CJ. Quantification of Lipid Corona Formation on Colloidal Nanoparticles from Lipid Vesicles. Anal Chem. 2018 Nov 20. doi: 10.1021/acs.analchem.8b03911. [Epub ahead of print]

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Chung PJ, Hwang HL, Dasbiswas K, Leong A, Lee KYC. Osmotic shock-triggered assembly of highly-charged, nanoparticle-supported membranes. Langmuir. 2018 Oct 10. doi: 10.1021/acs.langmuir.8b03026. [Epub ahead of print]

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Khmelinskaia A, Mücksch J, Petrov EP, Franquelim HG, Schwille P. Control of membrane binding and diffusion of cholesteryl-modified DNA origami nanostructures by DNA spacers. Langmuir. 2018 Sep 25. doi: 10.1021/acs.langmuir.8b01850. [Epub ahead of print]

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Khmelinskaia A, Mücksch J, Petrov EP, Franquelim HG, Schwille P. Control of membrane binding and diffusion of cholesteryl-modified DNA origami nanostructures by DNA spacers. Langmuir. 2018 Sep 25. doi: 10.1021/acs.langmuir.8b01850. [Epub ahead of print]

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Bai J, Tucker WC, Chapman ER. PIP2 increases the speed of response of synaptotagmin and steers its membrane-penetration activity toward the plasma membrane. Nat Struct Mol Biol. 2004 Jan;11(1):36-44. Epub 2003 Dec 29.

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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.

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Bao H, Das D, Courtney NA, Jiang Y, Briguglio JS, Lou X, Roston D, Cui Q, Chanda B, Chapman ER. Dynamics and number of trans-SNARE complexes determine nascent fusion pore properties. Nature. 2018 Feb 8;554(7691):260-263. doi: 10.1038/nature25481. Epub 2018 Jan 31.

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Wang L, Biswas KH, Yoon BK, Kawakami LM, Park S, Groves JT, Li L, Huang W, Cho NJ. Membrane Reconstitution of Monoamine Oxidase Enzymes on Supported Lipid Bilayers. Langmuir. 2018 Aug 31. doi: 10.1021/acs.langmuir.8b01348. [Epub ahead of print]

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Bi H, Wang X, Han X, Voitchovsky K. Impact of Electric Fields on the Nanoscale Behavior of Lipid Monolayers at the Surface of Graphite in Solution. Langmuir. 2018 Jul 20. doi: 10.1021/acs.langmuir.8b01631. [Epub ahead of print]

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Piffoux M, Silva AKA, Wilhelm C, Gazeau F, Tareste D. Modification of Extracellular Vesicles by Fusion with Liposomes for the Design of Personalized Biogenic Drug Delivery Systems. ACS Nano. 2018 Jul 10. doi: 10.1021/acsnano.8b02053. [Epub ahead of print]

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Parkkila P, Elderdfi M, Bunker A, Viitala T. Biophysical Characterization of Supported Lipid Bilayers Using Parallel Dual-Wavelength Surface Plasmon Resonance and Quartz Crystal Microbalance Measurements. Langmuir. 2018 Jun 25. doi: 10.1021/acs.langmuir.8b01259. [Epub ahead of print]

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Parkkila P, Elderdfi M, Bunker A, Viitala T. Biophysical Characterization of Supported Lipid Bilayers Using Parallel Dual-Wavelength Surface Plasmon Resonance and Quartz Crystal Microbalance Measurements. Langmuir. 2018 Jun 25. doi: 10.1021/acs.langmuir.8b01259. [Epub ahead of print]

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Parkkila P, Elderdfi M, Bunker A, Viitala T. Biophysical characterization of supported lipid bilayers using parallel dual-wavelength surface plasmon resonance and quartz crystal microbalance measurements. Langmuir. 2018 Jun 12. doi: 10.1021/acs.langmuir.8b01259. [Epub ahead of print]

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Liu Y, Liu J. Cu2+-Directed Liposome Membrane Fusion, Positive-Stain Electron Microscopy, and Oxidation. Langmuir. 2018 Jun 12. doi: 10.1021/acs.langmuir.8b00864. [Epub ahead of print]

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Ramakrishnan S, Gohlke A, Li F, Coleman J, Xu W, Rothman JE, Pincet F. High-Throughput Monitoring of Single Vesicle Fusion Using Freestanding Membranes and Automated Analysis. Langmuir. 2018 May 9. doi: 10.1021/acs.langmuir.8b00116. [Epub ahead of print]

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Gautam K. Samdani, D. Julian McClements, and Eric A. Decker. Impact of Phospholipids and Tocopherols on the Oxidative Stability of Soybean Oil-in-Water Emulsions. J. Agric. Food Chem., Article ASAP

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Phosphatidylserine Allows Observation of the Calcium–Myristoyl Switch of Recoverin and Its Preferential Binding Philippe Calvez, Thaís F. Schmidt, Line Cantin, Kristina Klinker and Christian Salesse J. Am. Chem. Soc., Article ASAP Publication Date (Web): October 11, 2016

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Vamparys, L., R. Gautier, S. Vanni, W.F. Bennett, D.P. Tieleman, B. Antonny, C. Etchebest, and P.F. Fuchs. (2013). Conical Lipids in Flat Bilayers Induce Packing Defects Similar to that Induced by Positive Curvature. Biophys J 104:585-93.

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Leventis, P.A., Grinstein, S. (2010) The distribution and function of phosphatidylserine in cellular membranes. Annu Rev Biophys. 39:407-27. Review.

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Toshihiko Oka, Moynul Hasan, Md. Zahidul Islam, Md. Moniruzzaman, and Masahito Yamazaki. Low pH-Induced Lamellar to Bicontinuous Primitive Cubic Phase Transition in Dioleoylphosphatidylserine/Monoolein. Langmuir, Just Accepted Manuscript

PubMed ID: 28967756

Baharan Ali Doosti, Weria Pezeshkian, Dennis S. Bruhn John H. Ipsen, Himanshu Khandelia, Gavin D. M. Jeffries, and Tatsiana Lobovkina Membrane Tubulation in Lipid Vesicles Triggered by the Local Application of Calcium Ions. Langmuir, Article ASAP

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Biswas KH, Jackman JA, Park JH, Groves JT, Cho NJ Interfacial Forces Dictate the Pathway of Phospholipid Vesicle Adsorption onto Silicon Dioxide Surfaces. Langmuir. 2018 Jan 11. doi: 10.1021/acs.langmuir.7b03799.

PubMed ID: 29281791
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