DSPE | CAS# 1069-79-0 | phospholipids

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

MedKoo CAT#: 414874

CAS#: 1069-79-0

Description: DSPE has been used in an FDA approved liposomal drug. It is the staring material for the synthesis of mPEG-DSPE, a widely used surface modifying amphiphilic molecule that keeps liposomes from interacting with blood components and provides a long circulation time for liposomes and other nanoparticles. DSPE has been explored to construct liposomes that are stable and long circulating in blood, but promptly release its content after ultrasound sonication.

Chemical Structure

DSPE

CAS# 1069-79-0

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 414874
Name: DSPE
CAS#: 1069-79-0
Chemical Formula: C41H82NO8P
Exact Mass: 747.58
Molecular Weight: 748.080
Elemental Analysis: C, 65.83; H, 11.05; N, 1.87; O, 17.11; P, 4.14

Price and Availability

Size	Price	Availability
250mg	USD 285	2 Weeks
500mg	USD 500	2 Weeks
1g	USD 850	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: DSPE; 1,2-Distearoyl-sn-glycero-3-Phosphoethanolamine 1,2-DSPE

IUPAC/Chemical Name: 1,2-Distearoyl-sn-glycero-3-phosphoethanolamine

InChi Key: LVNGJLRDBYCPGB-LDLOPFEMSA-N

InChi Code: InChI=1S/C41H82NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39H,3-38,42H2,1-2H3,(H,45,46)/t39-/m1/s1

SMILES Code: CCCCCCCCCCCCCCCCCC(O[C@@H](COP(O)(OCCN)=O)COC(CCCCCCCCCCCCCCCCC)=O)=O

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: [Evjen TJ, Hagtvet E, Nilssen EA, Brandl M, Fossheim SL. Sonosensitive dioleoylphosphatidylethanolaminecontaining liposomes with prolonged blood circulation time of doxorubicin. Eur J Pharm Sci 2011;43:318—24, http://dx.doi.org/10.1016/j.ejps.2011.05.007]

Product Data:

Product Data

Instruction:

View handling instruction

Biological target:	1,2-Distearoyl-sn-glycero-3-phosphorylethanolamine (DSPE) is a phosphoethanolamine (PE) lipid that can be used in the synthesis of liposomes.
In vitro activity:	The release behaviors of DOX from DSPE-PEG-C60 micelles were consistent with the DSPE-PEG micelles, and it showed sustained release. There was lower cytotoxicity of DSPE-PEG-C60 micelles on normal cell lines (L02, H9c2, GES-1) than free DOX and DSPE-PEG micelles. In conclusion, the prepared DOX-loaded DSPE-PEG-C60 micelles have great promise for safe, effective tumor therapy. Reference: Front Pharmacol. 2022 Aug 4;13:952800. https://pubmed.ncbi.nlm.nih.gov/35991873/
In vivo activity:	Intrapulmonary delivery of these DSPE-PEG polymers significantly enhanced absorptions of poorly absorbed model drugs and did not induce serious damage to the pulmonary membranes of rats. These findings suggested that these DSPE-PEG polymers are potential for promoting absorptions of poorly absorbable macromolecules with no evidence of damage to the local pulmonary membranes of rats. Reference: Drug Dev Ind Pharm. 2021 Feb;47(2):337-346. https://pubmed.ncbi.nlm.nih.gov/33502913/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	Chloroform	3.0	4.01

Preparing Stock Solutions

The following data is based on the product molecular weight 748.08 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. Xu B, Ding Z, Hu Y, Zhang T, Shi S, Yu G, Qi X. Preparation and Evaluation of the Cytoprotective Activity of Micelles with DSPE-PEG-C60 as a Carrier Against Doxorubicin-Induced Cytotoxicity. Front Pharmacol. 2022 Aug 4;13:952800. doi: 10.3389/fphar.2022.952800. PMID: 35991873; PMCID: PMC9386048. 2. Zhao F, Xiao K, Wu C. Glucose-PEG2000-DSPE modified carbamazepine nano system alleviated cell apoptosis and oxidative stress in epilepsy. Nucleosides Nucleotides Nucleic Acids. 2022;41(7):671-683. doi: 10.1080/15257770.2022.2061714. Epub 2022 Apr 15. PMID: 35428408. 3. Gao Y, Sun Y, Liao G, Zhang H, Long Q. DSPE-PEG polymers for improving pulmonary absorption of poorly absorbed macromolecules in rats and relative mechanism. Drug Dev Ind Pharm. 2021 Feb;47(2):337-346. doi: 10.1080/03639045.2021.1879837. Epub 2021 Feb 4. PMID: 33502913. 4. Liu H, Liu N, Teng W, Chen J. Study on a dSPE-LC-MS/MS method for lysophosphatidylcholines and underivatized neurotransmitters in rat brain tissues. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Oct 1;1096:11-19. doi: 10.1016/j.jchromb.2018.07.040. Epub 2018 Jul 29. PMID: 30125781.
In vitro protocol:	1. Xu B, Ding Z, Hu Y, Zhang T, Shi S, Yu G, Qi X. Preparation and Evaluation of the Cytoprotective Activity of Micelles with DSPE-PEG-C60 as a Carrier Against Doxorubicin-Induced Cytotoxicity. Front Pharmacol. 2022 Aug 4;13:952800. doi: 10.3389/fphar.2022.952800. PMID: 35991873; PMCID: PMC9386048. 2. Zhao F, Xiao K, Wu C. Glucose-PEG2000-DSPE modified carbamazepine nano system alleviated cell apoptosis and oxidative stress in epilepsy. Nucleosides Nucleotides Nucleic Acids. 2022;41(7):671-683. doi: 10.1080/15257770.2022.2061714. Epub 2022 Apr 15. PMID: 35428408.
In vivo protocol:	1. Gao Y, Sun Y, Liao G, Zhang H, Long Q. DSPE-PEG polymers for improving pulmonary absorption of poorly absorbed macromolecules in rats and relative mechanism. Drug Dev Ind Pharm. 2021 Feb;47(2):337-346. doi: 10.1080/03639045.2021.1879837. Epub 2021 Feb 4. PMID: 33502913. 2. Liu H, Liu N, Teng W, Chen J. Study on a dSPE-LC-MS/MS method for lysophosphatidylcholines and underivatized neurotransmitters in rat brain tissues. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Oct 1;1096:11-19. doi: 10.1016/j.jchromb.2018.07.040. Epub 2018 Jul 29. PMID: 30125781.

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*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

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1: Che J, Okeke CI, Hu ZB, Xu J. DSPE-PEG: a distinctive component in drug delivery system. Curr Pharm Des. 2015;21(12):1598-605. doi: 10.2174/1381612821666150115144003. PMID: 25594410.

2: Zhao W, Xiong Y, Zhangsun D, Luo S. DSPE-PEG Modification of α-Conotoxin TxID. Mar Drugs. 2019 Jun 8;17(6):342. doi: 10.3390/md17060342. PMID: 31181805; PMCID: PMC6627868.

3: Wang D, Wang Y, Zhao G, Zhuang J, Wu W. Improving systemic circulation of paclitaxel nanocrystals by surface hybridization of DSPE-PEG2000. Colloids Surf B Biointerfaces. 2019 Oct 1;182:110337. doi: 10.1016/j.colsurfb.2019.06.066. Epub 2019 Jul 12. PMID: 31306829.

4: Lawal A, Wong RCS, Tan GH, Abdulra'uf LB, Alsharif AMA. Recent Modifications and Validation of QuEChERS-dSPE Coupled to LC-MS and GC-MS Instruments for Determination of Pesticide/Agrochemical Residues in Fruits and Vegetables: Review. J Chromatogr Sci. 2018 Aug 1;56(7):656-669. doi: 10.1093/chromsci/bmy032. PMID: 29688338.

5: Reis D, Silva P, Perestrelo R, Câmara JS. Residue Analysis of Insecticides in Potatoes by QuEChERS-dSPE/UHPLC-PDA. Foods. 2020 Jul 26;9(8):1000. doi: 10.3390/foods9081000. PMID: 32722562; PMCID: PMC7466252.

6: Rydberg HA, Yanez Arteta M, Berg S, Lindfors L, Sigfridsson K. Probing adsorption of DSPE-PEG2000 and DSPE-PEG5000 to the surface of felodipine and griseofulvin nanocrystals. Int J Pharm. 2016 Aug 20;510(1):232-9. doi: 10.1016/j.ijpharm.2016.06.046. Epub 2016 Jun 18. PMID: 27329674.

7: Zhang Y, Li S, Zhou X, Sun J, Fan X, Guan Z, Zhang L, Yang Z. Construction of a Targeting Nanoparticle of 3',3″-Bis-Peptide-siRNA Conjugate/Mixed Lipid with Postinserted DSPE-PEG2000-cRGD. Mol Pharm. 2019 Dec 2;16(12):4920-4928. doi: 10.1021/acs.molpharmaceut.9b00800. Epub 2019 Nov 6. PMID: 31642677.

8: Zhang W, Wang Z, Wu C, Jin Y, Liu X, Wu Z, Liu J. The effect of DSPE- PEG2000, cholesterol and drug incorporated in bilayer on the formation of discoidal micelles. Eur J Pharm Sci. 2018 Dec 1;125:74-85. doi: 10.1016/j.ejps.2018.09.013. Epub 2018 Sep 17. PMID: 30236551.

9: Li X, Dong Q, Yan Z, Lu W, Feng L, Xie C, Xie Z, Su B, Liu M. MPEG-DSPE polymeric micelle for translymphatic chemotherapy of lymph node metastasis. Int J Pharm. 2015 Jun 20;487(1-2):8-16. doi: 10.1016/j.ijpharm.2015.03.074. Epub 2015 Apr 1. PMID: 25841567.

10: Zeng J, Li C, Duan X, Liu F, Li A, Luo C, Jia L, Gan Y, Yan L, Zheng Y. PEGylation of lipophilic SN38 prodrug with DSPE-mPEG2000 versus cremophor EL: comparative study for intravenous chemotherapy. Drug Deliv. 2019 Dec;26(1):354-362. doi: 10.1080/10717544.2019.1587045. PMID: 30909751; PMCID: PMC6442117.

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