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840475 | 18:1 (Δ9-Cis) PG

1,2-dioleoyl-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt)

18:1 (Δ9-Cis) PG

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Size SKU Packaging Price
25mg 840475P-25mg 840475P-25mg 1 x 25mg $97.00
200mg 840475P-200mg 840475P-200mg 2 x 100mg $284.00
500mg 840475P-500mg 840475P-500mg 5 x 100mg $480.00
1g 840475P-1g 840475P-1g 1 x 1g $732.35
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Chloroform

Size SKU Packaging Price
25mg 840475C-25mg 840475C-25mg 1 x 25mg 10mg/mL 2.5mL $97.00 97
200mg 840475C-200mg 840475C-200mg 2 x 100mg 25mg/mL 4mL $284.00 284
500mg 840475C-500mg 840475C-500mg 5 x 100mg 25mg/mL 4mL $480.00 480
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Info

18:1 (Δ9-Cis) PG

1,2-dioleoyl-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt)

Data
Hygroscopic
Yes
Light Sensitive
No
Molecular Formula
C42H78O10PNa
Percent Composition
C 63.29%, H 9.86%, Na 2.88%, O 20.07%, P 3.89%
Purity
>99%
Stability
1 Year
Storage Temperature
-20°C
CAS Number
67254-28-8
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
797.026
Exact Mass
796.523
Synonyms
1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt)
DOPG
PG(18:1(9Z)/18:1(9Z))
Transition Temp
-18°C
Solubility in Different Solvents
Insoluble in DMSO, soluble in ethanol and Chloroform:Methanol:Water (65:25:4) at 5mg/mL
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References

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Tetsuya Ohta, Risato Yamada, Satoshi Fujita, Taketoshi Takahata, Kohei Shiba, Sachiko Machida, Shin-ichi Tate. DOPG small unilamellar vesicles function as nano-carriers targeting the clustered lectin-like oxidized LDL receptor (LOX-1) on the cell surface. Journal of Drug Delivery Science and Technology. 2019 June;51:327-336. doi: 10.1016/j.jddst.2019.03.014

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Ben-Zichri S, Kolusheva S, Danilenko M, Ossikbayeva S, Stabbert WJ, Poggio JL, Stein DE, Orynbayeva Z, Jelinek R. Cardiolipin mediates curcumin interactions with mitochondrial membranes. Biochim Biophys Acta Biomembr. 2019 Jan;1861(1):75-82. doi: 10.1016/j.bbamem.2018.10.016. Epub 2018 Oct 31.

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Luque-Caballero G, Maldonado-Valderrama J, Quesada-Pérez M, Martín-Molina A. Interaction of DNA with likely-charged lipid monolayers: An experimental study. Colloids Surf B Biointerfaces. 2019 Mar 1;178:170-176. doi: 10.1016/j.colsurfb.2019.02.058. [Epub ahead of print]

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Barbosa SC, Nobre TM, Volpati D, Cilli EM, Correa DS, Oliveira ON Jr. The cyclic peptide labaditin does not alter the outer membrane integrity of Salmonella enterica serovar Typhimurium. Sci Rep. 2019 Feb 13;9(1):1993. doi: 10.1038/s41598-019-38551-5.

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Gao S, Wan Y, Li W, Huang C. Visualized Networking of Co-Regulated Lipids in Human Blood Based on High-Throughput Screening Data: Implications for Exposure Assessment. Environ Sci Technol. 2019 Mar 5;53(5):2862-2872. doi: 10.1021/acs.est.8b06289. Epub 2019 Feb 21.

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Palchetti S, Caputo D, Digiacomo L, Capriotti AL, Coppola R, Pozzi D, Caracciolo G. Protein Corona Fingerprints of Liposomes: New Opportunities for Targeted Drug Delivery and Early Detection in Pancreatic Cancer. Pharmaceutics. 2019 Jan 15;11(1). pii: E31. doi: 10.3390/pharmaceutics11010031.

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Dedic J, Rocha S, Okur HI, Wittung-Stafshede P, Roke S. Membrane-Protein-Hydration Interaction of α-Synuclein with Anionic Vesicles Probed via Angle-Resolved Second-Harmonic Scattering. J Phys Chem B. 2019 Feb 7;123(5):1044-1049. doi: 10.1021/acs.jpcb.8b11096. Epub 2019 Jan 24.

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Yanru Xin, Huazhi Zhang, Qigang Hu, Sidan Tian, Chenhui Wang, Liang Luo, and Fanling Meng. Oligotyrosines Inhibit Amyloid Formation of Human Islet Amyloid Polypeptide in a Tyrosine-Number-Dependent Manner. ACS Biomater. Sci. Eng. 2019, 5, 2, 1092-1099. doi: 10.1021/acsbiomaterials.8b01384

Garle AL, Budhlall BM. PEG Bottle Brush Copolymers as Antimicrobial Mimics: Role of Entropic Templating in Membrane Lysis. Langmuir. 2019 Mar 5;35(9):3372-3382. doi: 10.1021/acs.langmuir.8b00756. Epub 2019 Feb 18.

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Konate K, Dussot M, Aldrian G, Vaissière A, Viguier V, Ferreiro Neira I, Couillaud F, Vivès E, Boisguerin P, Deshayes S. Peptide-based nanoparticles to rapidly and efficiently "Wrap'n Roll" siRNA into cells. Bioconjug Chem. 2018 Dec 26. doi: 10.1021/acs.bioconjchem.8b00776. [Epub ahead of print]

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Ewins E, Lira RB, Zhang W, Yuan J, Antonietti M, Robinson T, Dimova R. Poly(Ionic Liquid) Nanoparticles Selectively Disrupt Biomembranes. Adv Sci (Weinh). 2018 Dec 17;6(4):1801602. doi: 10.1002/advs.201801602. eCollection 2019 Feb 2019

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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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Yanru Xin, Huazhi Zhang, Qigang Hu, Sidan Tian, Chenhui Wang, Liang Luo, and Fanling Meng. Inhibit Amyloid Formation of Human Islet Amyloid Polypeptide in a Tyrosine-Number-Dependent Manner. ACS Biomaterials Science & Engineering 2019 5 (2), 1092-1099. DOI: 10.1021/acsbiomaterials.8b01384

Di Domenico M, Pozzi D, Palchetti S, Digiacomo L, Iorio R, Astarita C, Fiorelli A, Pierdiluca M, Santini M, Barbarino M, Giordano A, Di Carlo A, Frati L, Mahmoudi M, Caracciolo G. Nanoparticle-biomolecular corona: A new approach for the early detection of non-small-cell lung cancer. J Cell Physiol. 2019 Jun;234(6):9378-9386. doi: 10.1002/jcp.27622. Epub 2018 Dec 5.

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Gao S, Wan Y, Li W, Huang C. Visualized Networking of Co-Regulated Lipids in Human Blood Based on High-Throughput Screening Data: Implications for Exposure Assessment. Environ Sci Technol. 2019 Feb 21. doi: 10.1021/acs.est.8b06289. [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 Dec 18;90(24):14387-14394. doi: 10.1021/acs.analchem.8b03911. Epub 2018 Nov 20.

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Feng Y, Chen B, Yu Q, Li L. Identification of Double Bond Position Isomers in Unsaturated Lipids by m-CPBA Epoxidation and Mass Spectrometry Fragmentation. Anal Chem. 2019 Jan 4. doi: 10.1021/acs.analchem.8b04905. [Epub ahead of print]

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Zhang X, Barraza KM, Upton KT, Beauchamp JL. Subtle Changes in Lipid Environment Have Profound Effects on Membrane Oxidation Chemistry. J Am Chem Soc. 2018 Nov 21. doi: 10.1021/jacs.8b08610. [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]

PubMed ID: 30427176

Amadei F, Fröhlich B, Stremmel W, Tanaka M. Non-Classical Interactions of Phosphatidylcholine with Mucin Protect Intestinal Surfaces: A Microinterferometry Study. Langmuir. 2018 Oct 25. doi: 10.1021/acs.langmuir.8b03035. [Epub ahead of print]

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Eric H. Hill, Jingang Li, Linhan Lin, Yaoran Liu, and Yuebing Zheng. Opto-Thermophoretic Attraction, Trapping, and Dynamic Manipulation of Lipid Vesicles. Langmuir, Just Accepted Manuscript. DOI: 10.1021/acs.langmuir.8b01979. Publication Date (Web): October 11, 2018

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Patrick M. Arnott, Himanshu Joshi, Aleksei Aksimentiev, and Stefan Howorka. Dynamic Interactions between Lipid-Tethered DNA and Phospholipid Membranes. Langmuir, Article ASAP DOI: 10.1021/acs.langmuir.8b02271 Publication Date (Web): October 10, 2018

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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Lee MT, Yang PY, Charron NE, Hsieh MH, Chang YY, Huang HW. Comparison of the Effects of Daptomycin on Bacterial and Model Membranes. Biochemistry. 2018 Sep 7. doi: 10.1021/acs.biochem.8b00818. [Epub ahead of print]

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Takechi-Haraya Y, Goda Y, Sakai-Kato K. Atomic Force Microscopy Study on the Stiffness of Nanosized Liposomes Containing Charged Lipids. Langmuir. 2018 Jun 18. doi: 10.1021/acs.langmuir.8b01121. [Epub ahead of print]

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Steer D, Leung SSW, Meiselman H, Topgaard D, Leal C. Structure of Lung-Mimetic Multilamellar Bodies with Lipid Compositions Relevant in Pneumonia. Langmuir. 2018 Jun 14. doi: 10.1021/acs.langmuir.8b01359. [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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Beltramo PJ, Scheidegger L, Vermant J. Toward Realistic Large-Area Cell Membrane Mimics: Excluding Oil, Controlling Composition, and Including Ion Channels. Langmuir. 2018 May 14. doi: 10.1021/acs.langmuir.8b00837.

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Ma L, Li Y, Ma J, Hu S, Li M. Watching Three-Dimensional Movements of Single Membrane Proteins in Lipid Bilayers. Biochemistry. 2018 Apr 12. doi: 10.1021/acs.biochem.8b00253

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Yu Q, Sun J, Huang S, Chang H, Bai Q, Chen YX, Liang D. Inward Budding and Endocytosis of Membranes Regulated by de Novo Designed Peptides. Langmuir. 2018 May 16. doi: 10.1021/acs.langmuir.8b00882. [Epub ahead of print]

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Chavarha, M., R.W. Loney, S.B. Rananavare, and S.B. Hall. (2013). An anionic phospholipid enables the hydrophobic surfactant proteins to alter spontaneous curvature. Biophys J 104:594-603.

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Effects of Mechanical Properties of Lipid Bilayers on the Entry of Cell-Penetrating Peptides into Single Vesicles, Md. Zahidul Islam†, Sabrina Sharmin†, Victor Levadnyy†‡, Sayed Ul Alam Shibly†, and Masahito Yamazaki*†§∥ †Integrated Bioscience Section, Graduate School of Science and Technology, §Nanomaterials Research Division, Research Institute of Electronics, and ∥Department of Physics, Graduate School of Science, Shizuoka University, Shizuoka 422-8529, Japan ‡ Theoretical Problem Center of Physico-Chemical Pharmacology, Russian Academy of Sciences, Kosugina, 4, 117977, Moscow, Russia, Langmuir, Article ASAP DOI: 10.1021/acs.langmuir.6b03111

PubMed ID: 28166411

Bockelmann S, Mina JGM, Korneev S, Hassan DG, Mueller D, Hilderink A, Vlieg HC, Raijmakers R, Heck AJR, Haberkant P, Holthuis JCM. A search for ceramide binding proteins using bifunctional lipid analogs yields CERT-related protein StarD7. J Lipid Res. 2018 Jan 17. pii: jlr.M082354. doi: 10.1194/jlr.M082354.

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