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P6412 Sigma-Aldrich

1,2-Dimyristoyl-sn-glycero-3-phospho-rac-(1-glycerol) sodium salt

≥99%

Synonym: 1,2-Ditetradecanoyl-sn-glycero-3-phospho-(1′-rac-glycerol) sodium salt, L-α-Phosphatidyl-DL-glycerol, dimyristoyl sodium salt, L-α-Phosphatidyl-DL-glycerol, dimyristoyl, DMPG-Na, DMPG, PG(14:0/14:0), Tetradecanoic acid 1-[[[(2,3-dihydroxypropoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester monosodium salt

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Properties

Related Categories Biochemicals and Reagents, Cell Biology, Glycerophosphoglycerols, Glycerophospholipid Metabolism, Glycerophospholipids,
assay   ≥99%
storage temp.   −20°C
SMILES string   [H][C@@](COP([O-])(OCC(O)CO)=O)(OC(CCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCC)=O.[Na+]
InChI   1S/C34H67O10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2;/h31-32,35-36H,3-30H2,1-2H3,(H,39,40);/q;+1/p-1/t31?,32-;/m1./s1
InChI key   QLNOOKSBAYIHQI-SKZICHJRSA-M

Description

General description

1,2-Dimyristoyl-sn-glycero-3-phospho-rac-(1-glycerol) sodium salt (DMPG) is a 14C atoms containing anionic saturated phospholipid. It is predominantly present in the gram-positive bacterial membranes and comprises two chains. To mimic bacterial membranes, DMPG is combined with zwitterionic phospholipids. At low salt, DMPG forms leaky vesicles in gel and fluid phases. It displays gel−fluid transition at high salt. DMPG is used as a model system for peptide−lipid interaction studies and in temperature based membrane structural studies.

Application

1,2-Dimyristoyl-sn-glycero-3-phospho-rac-(1-glycerol) sodium salt has been used as an internal standard in reverse phase high performance liquid chromatography(RP-HPLC). It has also been used as a component of foam films (FFs) for diffusion studies.

Prototype for the preparation of liposomes with negatively charged hydrophilic head groups. Phase transitions, close-packing ratios, and ion permeability are all strongly affected by the presence of a stoichiometric amount (1:2) of divalent cations.

Packaging

25, 100, 500 mg in poly bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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