MedKoo Biosciences

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

MedKoo CAT#: 414876

CAS#: 67254-28-8

Description: DOPG-Na is a phospholipid containing the long-chain (18:1) fatty acid oleic acid inserted at the sn-1 and sn-2 positions. It can be used in the generation of micelles, liposomes, and other artificial membranes. DOPG is an anionic phospholipid derivative. The negatively charged liposomes prepared with DOPG has been found to possess the best loading capacity and encapsulation rate for Peptide Nucleic Acid (PNA) oligomers.

Chemical Structure

DOPG-Na

CAS# 67254-28-8

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 414876
Name: DOPG-Na
CAS#: 67254-28-8
Chemical Formula: C42H78NaO10P
Exact Mass: 0.00
Molecular Weight: 797.040
Elemental Analysis: C, 63.29; H, 9.86; Na, 2.88; O, 20.07; P, 3.89

Price and Availability

Size	Price	Availability
50mg	USD 150	Ready to ship
100mg	USD 250	Ready to ship
250mg	USD 450	Ready to ship
1g	USD 850	Ready to ship
2g	USD 1450	Ready to ship
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: DOPG-Na; 1,2-Dioleoyl-sn-glycero-3-phospho-(1'-rac-glycerol) 1,2-Dioleoyl-sn-glycero-3-phosphoglycerol DOPG 18:1 (Δ9-cis) PG

IUPAC/Chemical Name: 1,2-Dioleoyl-sn-glycero-3-Phospho-rac-(1-glycerol) (Sodium Salt)

InChi Key: IUVFCFQZFCOKRC-IPKKNMRRSA-M

InChi Code: InChI=1S/C42H79O10P.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;/h17-20,39-40,43-44H,3-16,21-38H2,1-2H3,(H,47,48);/q;+1/p-1/b19-17-,20-18-;/t39?,40-;/m1./s1

SMILES Code: O=P(OC[C@H](OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)(OCC(O)CO)[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: To be determined

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

Certificate of Analysis:

View CoA: current batch, Lot# A23T10K18

QC Data:

View QC data: current batch, Lot# A23T10K18

Safety Data Sheet (SDS):

View Safety Data Sheet (SDS)

Instruction:

View handling instruction

Biological target:	DOPG is a phospholipid containing the long-chain (18:1) fatty acid oleic acid inserted at the sn-1 and sn-2 positions. It can be used in the generation of micelles, liposomes, and other artificial membranes.
In vitro activity:	DOPG inhibited TLR2 activation induced in response to HSPB4, as well as DAMPs that are elevated in diabetes. DOPG demonstrated anti-inflammatory actions, which support further investigation into its development as a possible therapy for corneal injury, especially in diabetic patients at high risk of vision-threatening complications. Reference: Int J Mol Sci. 2023 Mar 19;24(6):5839. https://pubmed.ncbi.nlm.nih.gov/36982926/
In vivo activity:	DOPG promoted keratinocyte proliferation and had anti-inflammatory properties, notably inhibiting Toll-like receptor activation in both keratinocytes and the innate immune system. DOPG enhanced macrophage mitochondrial function. DOPG could address the oxidative stress, reduced keratinocyte proliferation, and increased inflammation commonly associated with chronic diabetic wounds, making it a promising candidate to facilitate wound healing. Reference: Pharmaceutics. 2023 May 14;15(5):1497. https://pubmed.ncbi.nlm.nih.gov/37242739/

Preparing Stock Solutions

The following data is based on the product molecular weight 797.04 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. Huang X, Li J, Yang Y, Wang ZL, Yang XZ, Lu ZD, Xu CF. Lipid-assisted PEG-b-PLA nanoparticles with ultrahigh SN38 loading capability for efficient cancer therapy. Biomater Sci. 2023 Oct 11. doi: 10.1039/d3bm01469j. Epub ahead of print. PMID: 37819252. 2. Fowler TE, Choudhary V, Melnyk S, Farsi M, Chang LY, Fortingo N, Chen X, Watsky MA, Bollag WB. Dioleoylphosphatidylglycerol Inhibits Heat Shock Protein B4 (HSPB4)-Induced Inflammatory Pathways In Vitro. Int J Mol Sci. 2023 Mar 19;24(6):5839. doi: 10.3390/ijms24065839. PMID: 36982926; PMCID: PMC10059050. 3. Luo Y, Vivaldi Marrero E, Choudhary V, Bollag WB. Phosphatidylglycerol to Treat Chronic Skin Wounds in Diabetes. Pharmaceutics. 2023 May 14;15(5):1497. doi: 10.3390/pharmaceutics15051497. PMID: 37242739; PMCID: PMC10222993.
In vitro protocol:	1. Huang X, Li J, Yang Y, Wang ZL, Yang XZ, Lu ZD, Xu CF. Lipid-assisted PEG-b-PLA nanoparticles with ultrahigh SN38 loading capability for efficient cancer therapy. Biomater Sci. 2023 Oct 11. doi: 10.1039/d3bm01469j. Epub ahead of print. PMID: 37819252. 2. Fowler TE, Choudhary V, Melnyk S, Farsi M, Chang LY, Fortingo N, Chen X, Watsky MA, Bollag WB. Dioleoylphosphatidylglycerol Inhibits Heat Shock Protein B4 (HSPB4)-Induced Inflammatory Pathways In Vitro. Int J Mol Sci. 2023 Mar 19;24(6):5839. doi: 10.3390/ijms24065839. PMID: 36982926; PMCID: PMC10059050.
In vivo protocol:	1. Luo Y, Vivaldi Marrero E, Choudhary V, Bollag WB. Phosphatidylglycerol to Treat Chronic Skin Wounds in Diabetes. Pharmaceutics. 2023 May 14;15(5):1497. doi: 10.3390/pharmaceutics15051497. PMID: 37242739; PMCID: PMC10222993.

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[ Ringhieri, P.; Avitabile, C.; Saviano, M.; Morelli, G.; Romanelli, A.; Accardo, A. The influence of liposomal formulation on the incorporation and retention of PNA oligomers. Colloid Surf. B 2016, 145, 462–469, doi.org/10.1016/j.colsurfb.2016.05.034]

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