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SMB00611

Sigma-Aldrich

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

≥98%

Synonyme(s) :

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

Formule empirique (notation de Hill):
C30H58O10PNa
Numéro CAS:
Poids moléculaire :
632.74
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Essai

≥98%

Forme

powder

Groupe fonctionnel

carboxylic acid

Type de lipide

phosphoglycerides

Conditions d'expédition

wet ice

Température de stockage

−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

Clé InChI

CIRSYGHBBDDURM-DUZWKJOOSA-M

Actions biochimiques/physiologiques

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].

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

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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