1 2 distearoyl sn glycero 3 phosphocholine

Manufactured by Lipoid

Sourced in Germany

1,2-distearoyl-sn-glycero-3-phosphocholine is a synthetic phospholipid used in various laboratory applications. It is a common component in liposome formulations and serves as a model system for the study of lipid membrane properties and behavior.

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Lab products found in correlation

15 protocols using 1 2 distearoyl sn glycero 3 phosphocholine

Phosphatidylcholine: Sourcing and Standards

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Phosphatidylcholine type S100 (soybean lecithin, phosphatidylcholine content ≥94%) and S-PC-3 (soybean lecithin, hydrogenated, phosphatidylcholine content ≥98%) were kindly provided by Lipoid GmbH, Ludwigshafen, Germany.
According to the manufacturer’s specification the fatty acids of the two acyl groups of phosphatidylcholine within the used lecithin types are listed in Table 1.
Phosphatidylcholine standards of 1,2-dilinoleoyl-sn-glycero-3-phosphocholine (18:2–18:2 PC, DLPC), 1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine (16:0–18:2 PC, PLPC), 1-palmitoyl-2-stearoyl-sn-glycero-3-phosphocholine (16:0−18:0 PC, PSPC) and 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (16:0–16:0 PC, DPPC) were purchased from Avanti Polar Lipids (Alabama, US). Phosphatidylcholine standards 1-palmitoyl-2-oleoyl-glycero-3-phosphocholine (16:0–18:1 PC, POPC), 1,2-dioleoyl-sn-glycero-3-phosphocholine (18:1–18:1 PC, DOPC) and 1,2-distearoyl-sn-glycero-3-phosphocholine (18:0–18:0 PC, DSPC) were supplied from Lipoid GmbH (Ludwigshafen, Germany).

Zlomke C., Albrecht J, & Mäder K. (2020). Nicardipine Loaded Solid Phospholipid Extrudates for the Prevention of Cerebral Vasospasms: In Vitro Characterization. Pharmaceutics, 12(9), 817.

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Lipid Composition for Liposome Preparation

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Hydrogenated egg phosphatidylcholine (HEPC; ≥98%; trade name Lipoid: EPC-3), 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC; ≥99%), 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC; ≥99%), and N-(Carbonyl-methoxypolyethylene glycol-2000)-1,2-distearoyl-sn-glycero-3-phosphoethanolamine, sodium salt (DSPE-PEG₂₀₀₀ (PEG); ≥98%) were kindly provided by Lipoid GmbH (Ludwigshafen, Germany). 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-(7-nitro-2-1,3-benzoxadiazol-4-yl, ammonium salt) 18:0 NBD-DSPE (≥99%, product number: 810141P) was obtained from Avanti Polar Lipids (Birmingham, AL, USA).
Calcein (product number: C0875) and cholesterol (≥99%) were obtained from Sigma-Aldrich (St. Louis, MO, USA). Sodium dithionite (CAS-No: 7775-14-6, EMSURE^®, for analysis) was obtained from Merck (Merk KGaA, Darmstadt, Germany). TRIS (hydroxymethyl)aminomethane (TRIS; ≥99.9%) and ethylenediaminetetraacetic acid (EDTA; ≥99%) were obtained from Carl Roth GmbH (Karlsruhe, Germany).

Koehler J.K., Gedda L., Wurster L., Schnur J., Edwards K., Heerklotz H, & Massing U. (2023). Tailoring the Lamellarity of Liposomes Prepared by Dual Centrifugation. Pharmaceutics, 15(2), 706.

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Curcumin Liposome Formulation and Characterization

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Curcumin was purchased from Sigma Aldrich (Taufkirchen, Germany). 1,2-Distearoyl-sn-glycero-3-phosphocholine (DSPC) and 1,2-distearoyl-sn-glycero-3-phosphoglycerol (DSPG) were provided by Lipoid GmbH (Ludwigshafen, Germany). 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) was purchased from Sigma Aldrich Chemie GmbH (Taufkirchen, Germany). Dimethyl sulfoxide (DMSO) was obtained from Carl Roth GmbH & Co. (Karlsruhe, Germany). Organic solvents including methanol (MeOH), ethanol (EtOH), and chloroform (CHCl₃) were purchased from VWR International (Monroeville, PA, USA). Phosphate-buffered saline (PBS) pH 7.4 (with and without Ca²⁺/Mg²⁺) was freshly prepared, sterilized, and filtered using 0.2 µm polyethersulfone filters for all experiments.

Ambreen G., Duse L., Tariq I., Ali U., Ali S., Pinnapireddy S.R., Bette M., Bakowsky U, & Mandic R. (2020). Sensitivity of Papilloma Virus-Associated Cell Lines to Photodynamic Therapy with Curcumin-Loaded Liposomes. Cancers, 12(11), 3278.

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Lipid-based Doxorubicin Nanocarrier Formulation

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The phospholipids 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC), 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-PEG2000 (DSPE-PEG2000) were ordered from Lipoid (Ludwigshafen, Germany). 1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine-N-(7-nitro-2-1,3 benzoxadiazol-4-yl) (NBD-PE) and 1,2-Disteroyl-sn-Glycero-3-Phosphoethanolamine-N-[Maleimide (Polyethylene Glycol)2000] (Ammonium Salt) were purchased from Avanti Polar Lipid Inc. Doxorubicin-HCl was from Pharmachemie (Haarlem, The Netherlands). The RGDf[N-Met]Cys was provided by Peptron, South Korea. Sodium 3′-[(1-phenylaminocarbonyl)-3,4-tetrazolium]-bis(4-methoxy-6-nitro)benzene sulfonic acid hydrate (XTT) was purchased from Sigma-Aldrich (Zwijndrecht, The Netherlands). LysoTracker Red DND-99 and Dioctadecyl tetramethylindotricarbocyanine perchlorate (DiD-C₁₈(3)) were purchased from Invitrogen.

Dicheva B.M., ten Hagen T.L., Seynhaeve A.L., Amin M., Eggermont A.M, & Koning G.A. (2015). Enhanced Specificity and Drug Delivery in Tumors by cRGD - Anchoring Thermosensitive Liposomes. Pharmaceutical Research, 32(12), 3862-3876.

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Hypericin and DPBF Characterization Protocol

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Hypericin (Hyp) and 1,3-diphenyl
isobenzofuran (DPBF) were purchased from Thermo Fisher Scientific
GmbH (Karlsruhe, Germany). DiR (1,1-dioctadecyl-3,3,3,3-tetramethylindotricarbocyanine,
iodide) was obtained from Santa Cruz Biotechnology Inc. (Heidelberg,
Germany). 2-Hydroxypropyl-β-cyclodextrin (βCD), cholesterol,
3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT),
fluorescein diacetate (FDA), and propidium iodide (PI) were purchased
from Sigma Aldrich Chemie GmbH (Taufkirchen, Germany). 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), and 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC) were gifted by Lipoid
GmbH (Ludwigshafen, Germany). Sodium dodecyl sulfate (SDS) was obtained
from Sigma Aldrich (Darmstadt, Germany). Ultrapure water was used
for all the experiments. It was generated by PURELAB flex 4 equipped
with a point-of-use biofilter (ELGA LabWater, High Wycombe, UK).

Dayyih A.A., Gutberlet B., Preis E., Engelhardt K.H., Amin M.U., Abdelsalam A.M., Bonsu M, & Bakowsky U. (2022). Thermoresponsive Liposomes for Photo-Triggered Release of Hypericin Cyclodextrin Inclusion Complex for Efficient Antimicrobial Photodynamic Therapy. ACS Applied Materials & Interfaces, 14(28), 31525-31540.

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Lipid-based Doxorubicin Nanoformulation

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The phospholipids 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC), 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-PEG2000 (DSPE-PEG2000) were purchased from Lipoid (Ludwigshafen, Germany). The cationic lipid 1,2-dipalmitoyl-3-trimethylammonium-propane (DPTAP Chloride salt) was from Avanti Polar Lipid Inc. Doxorubicin-HCl was purchased from Pharmachemie (Haarlem, The Netherlands). Sodium 3′-[(1-phenylaminocarbonyl)-3,4-tetrazolium]-bis(4-methoxy-6-nitro)benzene sulfonic acid hydrate (XTT) was purchased from Sigma-Aldrich (Zwijndrecht, The Netherlands). Dioctadecyl tetramethylindotricarbocyanine perchlorate (DiD-C₁₈(3)) was purchased from Invitrogen.

Dicheva B.M., Seynhaeve A.L., Soulie T., Eggermont A.M., ten Hagen T.L, & Koning G.A. (2015). Pharmacokinetics, Tissue Distribution and Therapeutic Effect of Cationic Thermosensitive Liposomal Doxorubicin Upon Mild Hyperthermia. Pharmaceutical Research, 33, 627-638.

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Multifunctional Nanoparticle Synthesis and Characterization

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1,2-Distearoyl-sn-glycero-3-phosphocholine (DSPC) was procured from Lipoid, Switzerland. GQDs were obtained from Mangifera indica (known as mango tree in the local campus of IIT Bombay, India). (2′,7′-dichlorofluorescin diacetate, DCFDA), Hydrogen tetrachloroaurate (HAuCl₄), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC), sodium citrate dehydrate, silver nitrate, cholesterol, trypsin-EDTA, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide (MTT), N-hydroxysuccinimide (NHS), FA, poly(ethylene glycol) 2-aminoethyl ether acetic acid (COOH–PEG-NH₂, M_n 3500), Thiol-PEG-Carboxyl, doxorubicin hydrochloride (DOX.HCL), sodium borohydride (NaBH₄, 99%), ascorbic acid (99.5%), and N-cetyltrimethylammonium bromide (CTAB, 99%) were purchased from Sigma-Aldrich Pvt. Ltd., USA. Phosphate-buffered saline (PBS, pH 7.4), fetal bovine serum (FBS), Dulbecco’s Modified Eagle Medium (DMEM), dimethyl sulfoxide (DMSO), 4′,6-diamidino-2-phenylindole (DAPI), and antibiotic–antimycotic solution were obtained from HiMedia Pvt. Ltd., India. Millipore (>18.2 MΩ cm) was used for all experiments.

Prasad R., Jain N.K., Yadav A.S., Chauhan D.S., Devrukhkar J., Kumawat M.K., Shinde S., Gorain M., Thakor A.S., Kundu G.C., Conde J, & Srivastava R. (2020). Liposomal nanotheranostics for multimode targeted in vivo bioimaging and near‐infrared light mediated cancer therapy. Communications Biology, 3, 284.

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Lipid Nanoparticle Formulation Protocol

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Hydrogenated soy L-α-phosphatidylcholine (HSPC, >99%), 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC, >99%), soy phosphatidylcholine (Soy PC, >99%) and 1,2-distearoyl-sn-glycero-3phosphoethanolamine-N-[methoxy(polyethylene glycol)-2000] (ammonium salt) (DSPE-PEG2000, >99%) were purchased from Lipoid (Ludwigshafen, Germany). Cholesterol (chol, >99%), doxorubicin hydrochloride (DOX) European Pharmacopoeia Reference Standard, acridine orange (75% dye content), vincristine sulfate (95 -105%), sodium azide (NaN3, >99%), ammonium bicarbonate (NH4HCO3, >99%), 2-(N-morpholino) ethane sulfonic acid (MES, >99%), 5% w/v hydroxypropylcyclodextrin (HP-CD), 1,1'-dioctadecyl-3,3,3',3'-tetramethylindocarbocyanine perchlorate (DilC, >98%), histidine >99%, sucrose >99% and ammonium sulfate ([NH4]2SO4, >99%) were obtained from Sigma-Aldrich Ltd. (Poole, UK). Phosphate buffered saline tablets (10 mM, PBS pH 7.3) were acquired from Oxoid Ltd (Basingstoke, UK). All other reagents (ethanol, methanol, isopropyl alcohol) were of analytical grade (HPLC grade, >99.8%) and purchased from commercially available suppliers.
Ultrapure-water was provided by an in-house system.

Roces C.B., Port E.C., Daskalakis N.N., Watts J.A., Aylott J.W., Halbert G.W, & Perrie Y. (2020). Rapid scale-up and production of active-loaded PEGylated liposomes. International journal of pharmaceutics, 586.

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Microbubble Characterization and Lifetime

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Microbubbles with lipid shell and perfluoropropane gas core were prepared. The molar ratio of 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC) and N-(carbonylmethoxypolyethylene glycol-2000)-1,2-distearoyl-sn-glycero-3-phosphoethanolamine (DSPE-PEG2000) (Lipoid) was 9:1. After preparation, the concentration and particle size distribution were measured by a Coulter Counter (Multisizer IV, Beckman Coulter, U.S.A.) after dilution with Isoton II solution. The freshly prepared MBs were polydisperse with the mean diameter of 1.8 μm and the concentration was 5.5 × 10 9 /mL (Fig. 1B). To investigate the lifetime of MBs in the brain, contrast-enhanced ultrasound imaging was performed on mice with craniotomy using a small animal acoustic imaging system (Vevo® LAZR; VisualSonics, U.S.A.) with a 40-MHz transducer. The signal intensity of the images elevated immediately after MBs administration and then gradually dropped to the half level at about 10 mins later (Fig. 1C).

Shen Y., Zhang J., Xu Y., Sun S., Chen K., Chen S., Yang X, & Chen X. (2023). Ultrasound-enhanced brain delivery of edaravone provides additive amelioration on disease progression in an ALS mouse model. Brain stimulation, 16(2).

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Lipid Nanoparticle Formulation and miRNA Encapsulation

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1,2-dioleoyl-3-trimethylammonium-propane (DOTAP), 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE), 1,2-distearoyl-sn-glycero-3-phosphocholine (DSPC) and N-(carbonyl-methoxypolyethyleneglycol-2000)-1,2-distearoyl-sn-glycero-3-phosphoethanolamine (DSPE-mPEG₂₀₀₀) were kindly provided by Lipoid GmbH (Ludwigshafen, Germany). Cholesterol was purchased from Carl Roth GmbH+Co KG (Karlsruhe, Germany), 1,2-dimyristoyl-rac-glycero-3-methoxypolyethylene glycol-2000 (DMG-PEG₂₀₀₀) from Avanti Polar Lipids (Alabaster, USA) and 9-Heptadecanyl 8-{(2-hydroxyethyl)[6-oxo-6-(undecyloxy)hexyl]amino}octanoate (SM-102) from Cayman Chemical Co. (Ann Arbor, USA). Methanol (MeOH) HPLC ultra gradient grade as well as Ethanol (EtOH) HPLC gradient grade were purchased from Carl Roth GmbH+Co KG (Karlsruhe, Germany). Trifluoroacetic acid (TFA) 99% Extra Pure was purchased from Acros Organics | Thermo Fisher Scientific GmbH (Dreieich, Germany). For buffer preparation, purified water of an Arium pro system from Sartorius AG (Göttingen, Germany), HEPES and Sucrose from Carl Roth GmbH+Co KG (Karlsruhe, Germany) were used. Hydrochloric acid for film preparation was purchased from Carl Roth GmbH+Co KG (Karlsruhe, Germany). hsa-miR-100-5p (mature sequence: 5´-AACCCGUAGAUCCGAACUUGUG-3′) from Thermo Fisher Scientific GmbH (Dreieich, Germany) was used for loading LNPs with RNA.

Bender V., Fuchs L, & Süss R. (2024). RP-HPLC-CAD method for the rapid analysis of lipids used in lipid nanoparticles derived from dual centrifugation. International Journal of Pharmaceutics: X, 7, 100255.

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