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124011-52-5

124011-52-5 Structure

124011-52-5 Structure
IdentificationBack Directory
[Name]

1,2-DISTEAROYL-SN-GLYCERO-3-PHOSPHATIDYL-RAC-GLYCEROL, NA SALT
[CAS]

124011-52-5
[Synonyms]

1,2-DISTEAROYL-SN-GLYCERO-3-PHOSPHATIDYL-RAC-GLYCEROL, NA SALT
1,2-distearoyl-sn-glycero-3-phosphatidyl-rac-glycerol sodium salt
Octadecanoic acid,1-[[[(2,3-dihydroxypropoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester,sodium salt
[Molecular Formula]

C42H84NaO10P
[MDL Number]

MFCD03454063
[MOL File]

124011-52-5.mol
[Molecular Weight]

803.09
Chemical PropertiesBack Directory
[solubility ]

Chloroform:2.0(Max Conc. mg/mL);2.5(Max Conc. mM)
[form ]

A crystalline solid
[color ]

White to off-white
Hazard InformationBack Directory
[Description]

DSPG is used in FDA approved drugs. It is an anionic phospholipid derivative. DSPG has been used to form an ionic complex with amphotericin B and encapsulate it into small unilamellar liposomes with significantly reduced toxicity (AmBisome?). DSPG-Na is a lipid reagent, which is useful in drug formulation, DNA & RNA delivery.
[Uses]

(Rac)-1,2-Distearoyl-sn-Glycero-3-Phosphatidylglycerol (sodium) is an anionic phospholipid, can be used for drug delivery and the synthesis of liposomes[1].
[in vitro]

Three liposome formulations were investigated: HSPC:Chol (L-EPI; 5:4 molar ratio), HSPC:Chol:DSPG (D-EPI; 5:4:1 molar ratio), and HSPC:Chol:DSPG:DSPE-mPEG(2000) (S-EPI; 5:4:1:0.3 molar ratio). Small unilamellar liposomes were prepared by the modified thin-film hydration method with extrusion through polycarbonate filters, and EPI was remote loaded into liposomes by the transmembrane ammonium sulfate gradient method._x000D_ _x000D_ Reference: J Liposome Res. 2012 Mar;22(1):80-8. https://pubmed.ncbi.nlm.nih.gov/22022836/
[in vivo]

Vaccination of atherosclerotic mice on a western-type diet with DSPG-liposomes encapsulating an LDL-derived peptide antigen significantly reduced plaque formation by 50% and stabilized the plaques, and reduced serum cholesterol concentrations. These results indicate that DSPG-liposomes have potential as a delivery system in vaccination against atherosclerosis._x000D_ _x000D_ Reference: J Control Release. 2018 Dec 10;291:135-146. https://pubmed.ncbi.nlm.nih.gov/30365993/
[target]

A phospholipid.
[References]

[1] Naomi Benne, et al. Anionic 1,2-distearoyl-sn-glycero-3-phosphoglycerol (DSPG) liposomes induce antigen-specific regulatory T cells and prevent atherosclerosis in mice. J Control Release. 2018 Dec 10;291:135-146. DOI:10.1016/j.jconrel.2018.10.028
Spectrum DetailBack Directory
[Spectrum Detail]

1,2-DISTEAROYL-SN-GLYCERO-3-PHOSPHATIDYL-RAC-GLYCEROL, NA SALT(124011-52-5)1HNMR
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