ChemicalBook CAS DataBase List 67254-28-8

67254-28-8

Name	1,2-DI[(CIS)-9-OCTADECENOYL]-SN-GLYCEROL-3-PHOSPHO-[1-RAC-GLYCEROL] SODIUM SALT
CAS	67254-28-8
EINECS(EC#)	200-663-8
Molecular Formula	C42H78NaO10P
MDL Number	MFCD00070069
Molecular Weight	797.03
MOL File	67254-28-8.mol

Chemical Properties

Fp	>200℃
storage temp.	−20°C
solubility	Chloroform: 2 mg/ml
form	solution
color	White to Almost white
biological source	synthetic
InChIKey	IUVFCFQZFCOKRC-PDSLQGCUSA-M
SMILES	[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)(OC(=O)CCCCCCC/C=C\CCCCCCCC)COP(O)(=O)OCC(O)CO.[NaH] \|&1:0,r\|

Safety Data

Symbol(GHS)	GHS06,GHS08
Signal word	Danger
Hazard statements	H302-H315-H319-H331-H336-H351-H361d-H372-H412
Precautionary statements	P201-P273-P301+P312+P330-P302+P352-P304+P340+P311-P308+P313
Hazard Codes	Xn
Risk Statements	22-38-40-48/20/22-67-36/38-20-63 less more
Safety Statements	36/37-26 less more
RIDADR	UN 1888 6.1/PG 3
WGK Germany	3
HS Code	2919.90.5050

Hazard Information

Description

1,2-Dioleoyl-sn-glycero-3-PG (DOPG) is a phospholipid containing the long-chain (18:1) fatty acid oleic acid (Item No. 90260) 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.

General Description

Phosphoglyceride (PG) are also referred as glycerophospholipid. It is an important component of membrane?bilayers. It has three-carbon backbone of glycerol, two long-chain?fatty acids,?esterified to?hydroxyl groups on carbons 1 and 2 of the glycerol and?phosphoric acid?esterified to the C3?hydroxyl 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) PG?has 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

Spectrum Detail

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