1,2-Di[(cis)-9-octadecenoyl]-sn-glycerol-3-phospho-[1-rac-glycerol] sodium salt

Description

1,2-Dioleoyl-sn-glycero-3-PG (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.

Uses

1,2-Dioleoyl-sn-glycero-3-phospho-rac-(1-glycerol) is an analog of 1,2-Dipalmitoyl-sn-glycero-3-phospho-rac-(1-glycerol) (D525495) which forms lipid bilayers. In the high temperature phase, the conformation of the chains is liquid-like. In the low temperature phases, the chains are stiff and parallel and they interdigitate.

Uses

18:1 (Δ9-Cis) PG has been used:

• in the preparation of giant unilamellar vesicle (GUV)
• in the preparation 200 nm large unilamellar vesicles (LUV)
• as a supplement in native macrophage membranes to generate membrane liposomes with an artificially modified electrical charge

General Description

Phosphoglyceride (PG) are also referred as glycerophospholipid. It is an important component of membranebilayers. It has three-carbon backbone of glycerol, two long-chainfatty acids,esterified tohydroxyl groups on carbons 1 and 2 of the glycerol andphosphoric acidesterified to the C3hydroxyl group of glycerol. It is found at high levels in the membranes of all cells and at low levels in fat stores. 1,2-dioleoyl-sn-glycero-3-phospho-(1′-rac-glycerol) (DOPG)/18:1 (Δ9-Cis) PGhas two hydroxyl groups in its head group. It is an anionic lipid.

Biochem/physiol Actions

Remodeling of diacylphosphatidylglycerols by transesterification was studied in a phosphatidylglycerol-deficient microbe grown with exogenous DOPG.

References

[1] TOMOYOSHI TAKAHASHI. Multiple membrane interactions and versatile vesicle deformations elicited by melittin.[J]. Toxins, 2013: 637-664. DOI: 10.3390/toxins5040637
[2] CíNTIA C. VEQUI-SUPLICY . Vesicles with charged domains[J]. Biochimica et biophysica acta. Biomembranes, 2010, 1798 7: Pages 1338-1347. DOI: 10.1016/j.bbamem.2009.12.023