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Merck

SMB00611

Sigma-Aldrich

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

≥98%

Sinónimos:

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

Fórmula empírica (notación de Hill):
C30H58O10PNa
Número de CAS:
Peso molecular:
632.74
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
NACRES:
NA.25

Ensayo

≥98%

Formulario

powder

grupo funcional

carboxylic acid

tipo de lípido

phosphoglycerides

Condiciones de envío

wet ice

temp. de almacenamiento

−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

Clave InChI

CIRSYGHBBDDURM-DUZWKJOOSA-M

Acciones bioquímicas o fisiológicas

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[1].

Phosphatidylglycerols are used in in silico studies of model membranes. Under specific experimental conditions, they exhibit similar phase transition properties as zwitterionic phosphatidylcholines[2]. 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[3].

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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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
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
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
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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