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880346 | DChemsPC

1,2-dicholesterylhemisuccinoyl-sn-glycero-3-phosphocholine

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1,2-dicholesterylhemisuccinoyl-sn-glycero-3-phosphocholine

Cholesterol exchange is a major reason for the instability of liposomes in blood. The formation of a covalent hybrid between cholesterol and glycerophosphocholine preserves the bilayer-stabilizing effect of free cholesterol but prevents its transfer from the bilayer. Thus, disterolphospholipids are valuable new components for liposome formulation.

Data
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C70H116NO12P
Percent Composition
C 70.38%, H 9.79%, N 1.17%, O 16.07%, P 2.59%
Purity
>99%
Stability
1 Years
Storage Temperature
-20°C
CAS Number
1155878-69-5
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
1194.643
Exact Mass
1193.824
Synonyms
DCholPC
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References

Flasiński M, Konderla B, Broniatowski M, Wydro P. Sterol-Phospholipid Hybrids at the Air/Water Interface: Studies on Properties and Interactions with Parent Lipid Molecules. Langmuir. 2016 Apr 26;32(16):4095-102. doi: 10.1021/acs.langmuir.5b04311. Epub 2016 Apr 13. PMID: 27046325.

 PubMed ID: 27046325

Foglia F, Barlow DJ, Szoka FC, Huang Z, Rogers SE, Lawrence MJ. Structural studies of the monolayers and bilayers formed by a novel cholesterol-phospholipid chimera. Langmuir. 2011 Jul 5;27(13):8275-81. doi: 10.1021/la200739y. Epub 2011 Jun 2. PMID: 21634402.

 PubMed ID: 21634402

Iman M, Huang Z, Szoka FC Jr, Jaafari MR. Characterization of the colloidal properties, in vitro antifungal activity, antileishmanial activity and toxicity in mice of a di-stigma-steryl-hemi-succinoyl-glycero-phosphocholine liposome-intercalated amphotericin B. Int J Pharm. 2011 Apr 15;408(1-2):163-72. doi: 10.1016/j.ijpharm.2011.01.044. Epub 2011 Jan 26. PMID: 21277963; PMCID: PMC3071037.

 PubMed ID: 21277963

Huang Z, Szoka FC Jr. Sterol-modified phospholipids: cholesterol and phospholipid chimeras with improved biomembrane properties. J Am Chem Soc. 2008 Nov 19;130(46):15702-12. doi: 10.1021/ja8065557. Epub 2008 Oct 25. PMID: 18950160; PMCID: PMC2701441.

 PubMed ID: 18950160
Physical/Chemical Properties

A summary of the physical/chemical properties of Sterol-Modified Phospholipids is presented in a PowerPoint presentation. This information was kindly provided by Dr. Francis C. Szoka, Jr., Department of Biopharmaceutical Sciences, University of California, San Francisco, California.

Certificates of Analysis

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