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74304

Sigma-Aldrich

1,2-Dioleoyl-sn-glycero-3-phosphoric acid monosodium salt

≥98% (TLC)

Synonym(s):

3-sn-Phosphatidic acid, 1,2-dioleoyl monosodium salt, L-β,γ-Dioleoyl-α-phosphatidic acid monosodium salt, DOPA monosodium salt

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About This Item

Empirical Formula (Hill Notation):
C39H72NaO8P
CAS Number:
Molecular Weight:
722.95
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:

biological source

synthetic

assay

≥98% (TLC)
≥98% (as oleic acid, GC)

form

solid

impurities

1.6-4.7% sodium

solubility

chloroform: 20 mg/mL, clear, colorless

functional group

phospholipid

storage temp.

−20°C

SMILES string

[H][C@@](COP([O-])(O)=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[Na+]

InChI

1S/C39H73O8P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h17-20,37H,3-16,21-36H2,1-2H3,(H2,42,43,44);/q;+1/p-1/b19-17-,20-18-;/t37-;/m1./s1

InChI key

JUKKLZHXFHPJSF-ZBFGHDQJSA-M

Biochem/physiol Actions

Dioleoylphosphatidic acid inhibits the spontaneous curvature of synthetic lipid monolayers in a dose-dependent manner.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Shu Jie Li et al.
Biophysical chemistry, 109(1), 149-155 (2004-04-03)
We have investigated the effects of anionic dioleoylphosphatidic acid (DOPA) on the structure and phase behavior of dipalmitoleoylphosphatidylethanolamine (DPOPE) membranes by small-angle X-ray scattering. The results of X-ray diffraction experiments indicate that an L(alpha) to H(II) phase transition in DPOPE

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