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Merck

SMB00611

Sigma-Aldrich

1,2-Dilauroyl-sn-glycero-3-phosphorylglycerol sodium salt

≥98%

Synonym(e):

1,2-Didodecanoyl-sn-glycero-3-phosphorylglycerol sodium, 1-[[[(2,3-Dihydroxypropoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester-dodecanoic acid sodium

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About This Item

Empirische Formel (Hill-System):
C30H58O10PNa
CAS-Nummer:
Molekulargewicht:
632.74
UNSPSC-Code:
12352211
PubChem Substanz-ID:
NACRES:
NA.25

Assay

≥98%

Form

powder

Funktionelle Gruppe

carboxylic acid

Lipid-Typ

phosphoglycerides

Versandbedingung

wet ice

Lagertemp.

−20°C

InChI

1S/C30H59O10P.Na/c1-3-5-7-9-11-13-15-17-19-21-29(33)37-25-28(26-39-41(35,36)38-24-27(32)23-31)40-30(34)22-20-18-16-14-12-10-8-6-4-2;/h27-28,31-32H,3-26H2,1-2H3,(H,35,36);/q;+1/p-1/t27-,28+;/m0./s1

InChIKey

CIRSYGHBBDDURM-DUZWKJOOSA-M

Biochem./physiol. Wirkung

In nature, phosphatidylglycerol is a ubiquitous phospholipid that has specialized structural and functional properties in membranes. Although rare in mammalian membranes, it is highly prevalent in thylakoid membranes of cyanobacteria and higher plants, and it plays a role in photosynthesis. Phosphatidylglycerol may also have a role in bioactive sphingolipid signaling.

Phosphatidylglycerols are used in in silico studies of model membranes. Under specific experimental conditions, they exhibit similar phase transition properties as zwitterionic phosphatidylcholines. Lipid-based particle drug delivery studies using dispersions of dilauroylphosphatidylethanolamine (DLPE) and dilauroylphosphatidylglycerol (DLPG) have been shown to exhibit a metastable state which allows for the manipulation of delayed nucleation; thus providing new avenues in the design of novel modalities for the drug delivery of therapeutic payloads.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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R M Epand et al.
Biophysical journal, 63(2), 327-332 (1992-08-01)
Dilauroyl and dimyristoylphosphatidylglycerol (DMPG) form a more stable gel state when aqueous suspensions are incubated several days at low temperature (0-2 degrees C), pH 7.4 with 0.15 M NaCl. This gel state is characterized by a higher transition temperature and
Guy Jacoby et al.
Scientific reports, 5, 9481-9481 (2015-03-31)
The metastable-to-stable phase-transition is commonly observed in many fields of science, as an uncontrolled independent process, highly sensitive to microscopic fluctuations. In particular, self-assembled lipid suspensions exhibit phase-transitions, where the underlying driving mechanisms and dynamics are not well understood. Here
Silvia Vaena de Avalos et al.
The Journal of biological chemistry, 280(8), 7170-7177 (2004-12-22)
Inositolsphingolipid phospholipase C (Isc1p) is the Saccharomyces cerevisiae member of the extended family of neutral sphingomyelinases that regulates the generation of bioactive ceramides. Recently, we reported that Isc1p is post-translationally activated in the post-diauxic phase of growth and that it
Jianjun Pan et al.
Biochimica et biophysica acta, 1818(9), 2135-2148 (2012-05-16)
We have determined the molecular structures of commonly used phosphatidylglycerols (PGs) in the commonly accepted biologically relevant fluid phase. This was done by simultaneously analyzing small angle neutron and X-ray scattering data, with the constraint of measured lipid volumes. We

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