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Merck

P6412

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

≥99%

Synonyme(s) :

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

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A propos de cet article

Formule linéaire :
C34H66O10PNa
Numéro CAS:
Poids moléculaire :
688.85
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
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biological source

synthetic (organic)

Quality Segment

assay

≥99%

form

powder

functional group

ester

lipid type

phosphoglycerides

shipped in

ambient

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

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.


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Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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