DOPG-Na | CAS# 67254-28-8 | phospholipid

MedKoo Cat#: 414876 | Name: DOPG-Na

Description:

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

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

Theoretical Analysis

MedKoo Cat#: 414876

Name: DOPG-Na

CAS#: 67254-28-8

Chemical Formula: C42H78NaO10P

Exact Mass: 0.0000

Molecular Weight: 797.04

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 150.00	Ready to ship
100mg	USD 250.00	Ready to ship
250mg	USD 450.00	Ready to ship
1g	USD 850.00	Ready to ship
2g	USD 1,450.00	Ready to ship

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Related CAS #

No Data

Synonym

DOPG-Na; DOPG sodium

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:

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.

[ 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]