DSPG-Na | CAS# 124011-52-5 | lipid reagent

MedKoo Cat#: 414877 | Name: DSPG-Na

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

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.

Chemical Structure

DSPG-Na

CAS#124011-52-5

Theoretical Analysis

MedKoo Cat#: 414877

Name: DSPG-Na

CAS#: 124011-52-5

Chemical Formula: C42H82NaO10P

Exact Mass: 0.0000

Molecular Weight: 801.07

Elemental Analysis: C, 62.97; H, 10.32; Na, 2.87; O, 19.97; P, 3.87

Price and Availability

Size	Price	Availability
100mg	USD 350.00	2 Weeks
250mg	USD 650.00	2 Weeks
500g	USD 950.00	2 Weeks

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Related CAS #

No Data

Synonym

DSPG-Na; DSPG; 1,2-DSPG

IUPAC/Chemical Name

sodium;2,3-dihydroxypropyl 2,3-di(octadecanoyloxy)propyl phosphate

InChi Key

YNQYZBDRJZVSJE-QTOMIGAPSA-M

InChi Code

InChI=1S/C42H83O10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-37-40(38-51-53(47,48)50-36-39(44)35-43)52-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h39-40,43-44H,3-38H2,1-2H3,(H,47,48);/q;+1/p-1/t39?,40-;/m1./s1

SMILES Code

O=P(OCC(O)CO)([O-])OCC(OC(CCCCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O.[Na+]

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

A phospholipid.

In vitro activity:

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. Reference: J Liposome Res. 2012 Mar;22(1):80-8. https://pubmed.ncbi.nlm.nih.gov/22022836/

In vivo activity:

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. Reference: J Control Release. 2018 Dec 10;291:135-146. https://pubmed.ncbi.nlm.nih.gov/30365993/

	Solvent	mg/mL	mM
Solubility
	Chloroform	2.0	2.50

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 801.07 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Sha X, Guo J, Chen Y, Fang X. Effect of phospholipid composition on pharmacokinetics and biodistribution of epirubicin liposomes. J Liposome Res. 2012 Mar;22(1):80-8. doi: 10.3109/08982104.2011.627513. Epub 2011 Oct 24. PMID: 22022836. 2. Zhu G, Mock JN, Aljuffali I, Cummings BS, Arnold RD. Secretory phospholipase A₂ responsive liposomes. J Pharm Sci. 2011 Aug;100(8):3146-3159. doi: 10.1002/jps.22530. Epub 2011 Mar 31. PMID: 21455978; PMCID: PMC3196631. 3. Maruyama T, Sugii M, Omata D, Unga J, Shima T, Munakata L, Kageyama S, Hagiwara F, Suzuki Y, Maruyama K, Suzuki R. Effect of lipid shell composition in DSPG-based microbubbles on blood flow imaging with ultrasonography. Int J Pharm. 2020 Nov 30;590:119886. doi: 10.1016/j.ijpharm.2020.119886. Epub 2020 Sep 28. PMID: 32998031. 4. Benne N, van Duijn J, Lozano Vigario F, Leboux RJT, van Veelen P, Kuiper J, Jiskoot W, Slütter B. 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. Epub 2018 Oct 23. PMID: 30365993.

In vitro protocol:

In vivo protocol:

1. Maruyama T, Sugii M, Omata D, Unga J, Shima T, Munakata L, Kageyama S, Hagiwara F, Suzuki Y, Maruyama K, Suzuki R. Effect of lipid shell composition in DSPG-based microbubbles on blood flow imaging with ultrasonography. Int J Pharm. 2020 Nov 30;590:119886. doi: 10.1016/j.ijpharm.2020.119886. Epub 2020 Sep 28. PMID: 32998031. 2. Benne N, van Duijn J, Lozano Vigario F, Leboux RJT, van Veelen P, Kuiper J, Jiskoot W, Slütter B. 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. Epub 2018 Oct 23. PMID: 30365993.