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DPPC (129Y83) (Synonyms: 1,2-DPPC, 1,2-Dipalmitoyl-sn-glycero-3-Phosphatidylcholine, LDipalmitoyl Lecithin, 16:0/16:0-PC, PC(16:0/16:0))

Catalog No.GC33629

DPPC (129Y83) is a phosphoglyceride that can be used in liposome preparation.

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DPPC (129Y83) Chemical Structure

Cas No.: 63-89-8

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50mg
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Sample solution is provided at 25 µL, 10mM.

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Description of DPPC (129Y83)

DPPC (129Y83) is a phosphoglyceride that can be used in liposome preparation.

When to evaluate the effect of multilamellar vesicles (MLVs) of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC (129Y83)) in co-culture with in vitro-produced bovine embryos (IVPEs). Incubation (24 and 48 h) did not impair the MLV structure but affected the average diameter. The rate of blastocyst production was not reduced, demonstrating the nontoxicity of the MLVs even at 2.0 mmol/L[1]. The interactions in cholesterol/DPPC (129Y83)/APC films were found to be weaker than those in the cholesterol/DPPC (129Y83) system, serving as a model of healthy cell membranes, thus proving that the incorporation of APCs is, from a thermodynamic point of view, unfavorable for binary cholesterol/DPPC (129Y83) monolayers[2]. To elucidate the interaction of a cationic surfactant synthesized, investigations involving Nα-benzoyl-arginine decyl amide (Bz-Arg-NHC10), and model membranes composed by 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC (129Y83)) were done. As the concentration of Bz-Arg-NHC10 increased, the main transition temperature of DPPC (129Y83) slightly decreased[3]. MPOx copolymers are proved to modify both the size and lamellarity of DPPC (129Y83) liposomes. The gradient copolymer with higher hydrophilic content induces shrinkage of the uni- and bi-lamellar DPPC (129Y83) vesicles[4]. DPPC (129Y83) liposomes enhanced the pulmonary absorption of unencapsulated free insulin;although unencapsulated free insulin spreads throughout the alveolar mucus layer, the concentration of insulin released near the absorption surface is increased by the encapsulation of insulin into DPPC (129Y83) liposomes and the absorption efficiency is also increased[5]. When show how oppositely charged gold nanoparticles (Au-NPs) interact with monolayers of the zwitterionic DPPC (129Y83). For the zwitterionic DPPC (129Y83), on the other hand, significant effects only occurred for negatively charged NPs, including a decrease in elasticity[6].

DPPC (129Y83)-liposome would serve effectively as a delivery vehicle for inducing immune responses against GSL antigen[7].

References:
[1]. De Rossi H, Bortoliero Costa C, et,al. Modulating the lipid profile of blastocyst cell membrane with DPPC multilamellar vesicles. Artif Cells Nanomed Biotechnol. 2022 Dec;50(1):158-167. doi: 10.1080/21691401.2022.2088545. PMID: 35713365.
[2]. Wn?trzak A, L?tka K, et,al. Interactions of alkylphosphocholines with model membranes-the Langmuir monolayer study. J Membr Biol. 2013 Jun;246(6):453-66. doi: 10.1007/s00232-013-9557-4. Epub 2013 May 15. PMID: 23673723; PMCID: PMC3682106.
[3]. Hermet M, Elisa Fait M, et,al. Interaction of cationic surfactants with DPPC membranes: effect of a novel Nα-benzoylated arginine-based compound. Amino Acids. 2021 Apr;53(4):609-619. doi: 10.1007/s00726-021-02964-2. Epub 2021 Mar 12. PMID: 33710434.
[4]. Papagiannopoulos A, Pippa N, et,al. Lamellarity and size distributions in mixed DPPC/amphiphilic poly(2-oxazoline) gradient copolymer vesicles and their temperature response. Chem Phys Lipids. 2021 Jan;234:105008. doi: 10.1016/j.chemphyslip.2020.105008. Epub 2020 Nov 9. PMID: 33181095.
[5]. Chono S, Togami K, et,al. Aerosolized liposomes with dipalmitoyl phosphatidylcholine enhance pulmonary absorption of encapsulated insulin compared with co-administered insulin. Drug Dev Ind Pharm. 2017 Nov;43(11):1892-1898. doi: 10.1080/03639045.2017.1353521. Epub 2017 Jul 24. PMID: 28689439.
[6]. Torrano AA, Pereira ÂS, et,al. Probing the interaction of oppositely charged gold nanoparticles with DPPG and DPPC Langmuir monolayers as cell membrane models. Colloids Surf B Biointerfaces. 2013 Aug 1;108:120-6. doi: 10.1016/j.colsurfb.2013.02.014. Epub 2013 Mar 5. PMID: 23528608.
[7]. Uemura A, Watarai S, et,al.Induction of immune responses against glycosphingolipid antigens: comparison of antibody responses in mice immunized with antigen associated with liposomes prepared from various phospholipids. J Vet Med Sci. 2005 Dec;67(12):1197-201. doi: 10.1292/jvms.67.1197. PMID: 16397376.

Protocol of DPPC (129Y83)

Cell experiment [1]:

Cell lines

Bovine embryos (IVPEs)

Preparation Method

The effect of (DPPC (129Y83)-produced multilamellar vesicles (MLVs) on the lipid profile of the plasma membrane of IVP bovine embryos was also evaluated by matrix-assisted laser desorption/ionisation mass spectrometry (MALDI-MS). The MLVs were prepared by the lipid hydration method. Briefly, a DPPC chloroform solution (10-3 mol/L) was placed in a glass vial, followed by the chloroform evaporation under nitrogen flow. The MLVs were prepared by adding the appropriate aqueous solution to the DPPC film containing vial at 55℃, stirred for 1 h before cooling down to room temperature. MLV stability was investigated by measuring the vesicle size with different media and time intervals. The film was resuspended in ultrapure water and SOFaaci medium in the absence or presence of 2.5% foetal bovine serum (FBS; v/v), 5 mg/mL bovine serum albumin (BSA), and 13 mmol/L pyruvate. For each resuspension medium, three different lipid concentrations were used: 1.0, 1.5, or 2.0 mmol/L. In addition, the MLVs were evaluated immediately after production (refrigerated at 4℃) and after incubation at 38.5℃ in a controlled gas atmosphere (5% O2, 5% CO2, and 90% N2) for 24 and 48 h.

Reaction Conditions

1.0 and 1.5 mmol/L DPPC (129Y83) for 24 h

Applications

The largest MLVs were observed with 1.0 and 1.5 mmol/L DPPC (129Y83) (with or without incubation) in water compared with SOFaaci medium. After 24 h of incubation, MLVs with the largest diameter (approximately 1.5 µm) were obtained with 1.0 mmol/L DPPC (129Y83) in the culture medium.

Animal experiment [2]:

Animal models

Female BALB/c mice (6-wk-old)

Preparation Method

Liposomes for liposome immune lysis assay (LILA) were prepared from a lipid mixture solution containing DMPC (0.5 μmol), Chol (0.5 μmol), DPPA (0.05 μmol) and GSLs (0.05 μmol) and used for detection of anti-GSL antibodies.Mice was intraperitoneally immunized as follows: group I, GSL alone (0.05 μmol); group II, liposome composed of DMPC, Chol , S. minnesota R595 LPS and GSL; group III, liposome composed of DPPC (129Y83) (0.5 μmol), Chol , S. minnesota R595 LPS and GSL (DPPC (129Y83)-liposome); group IV, liposome composed of DSPC, Chol, and S. minnesota R595 LPS and GSL. All were immunized with 0.5 ml of the immunogen per mouse.

Dosage form

0.05 μmol DPPC (129Y83)

Applications

DPPC (129Y83)-liposome would serve effectively as a delivery vehicle for inducing immune responses against GSL antigen.

References:

[1]. De Rossi H, Bortoliero Costa C, et,al. Modulating the lipid profile of blastocyst cell membrane with DPPC multilamellar vesicles. Artif Cells Nanomed Biotechnol. 2022 Dec;50(1):158-167. doi: 10.1080/21691401.2022.2088545. PMID: 35713365.
[2]. Uemura A, Watarai S, et,al.Induction of immune responses against glycosphingolipid antigens: comparison of antibody responses in mice immunized with antigen associated with liposomes prepared from various phospholipids. J Vet Med Sci. 2005 Dec;67(12):1197-201. doi: 10.1292/jvms.67.1197. PMID: 16397376.

Chemical Properties of DPPC (129Y83)

Cas No. 63-89-8 SDF
Synonyms 1,2-DPPC, 1,2-Dipalmitoyl-sn-glycero-3-Phosphatidylcholine, LDipalmitoyl Lecithin, 16:0/16:0-PC, PC(16:0/16:0)
Canonical SMILES CCCCCCCCCCCCCCCC(O[C@H](COC(CCCCCCCCCCCCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O)=O
Formula C40H80NO8P M.Wt 734.04
Solubility <30mg/ml in ethanol Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of DPPC (129Y83)

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1 mg 5 mg 10 mg
1 mM 1.3623 mL 6.8116 mL 13.6232 mL
5 mM 0.2725 mL 1.3623 mL 2.7246 mL
10 mM 0.1362 mL 0.6812 mL 1.3623 mL
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