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

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

MedKoo CAT#: 414877

CAS#: 124011-52-5

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.

Chemical Structure

DSPG-Na

CAS# 124011-52-5

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 414877
Name: DSPG-Na
CAS#: 124011-52-5
Chemical Formula: C42H82NaO10P
Exact Mass: 0.00
Molecular Weight: 801.072
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 285	2 Weeks
250mg	USD 500	2 Weeks
1g	USD 1050	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: DSPG-Na; DSPG

IUPAC/Chemical Name: sodium (R)-2,3-bis(stearoyloxy)propyl (2,3-dihydroxypropyl) 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=C(OC[C@H](COP([O-])(OCC(O)CO)=O)OC(CCCCCCCCCCCCCCCCC)=O)CCCCCCCCCCCCCCCCC.[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/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	Chloroform	2.0	2.50

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:	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.
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.

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