Disease relevance of dihexadecoxyphosphinic acid

• Spin-labeled analogues as membrane components of large unilamellar liposomes containing cholesterol and dicetyl phosphate or in free solution were evaluated using the MTT assay to determine growth inhibition on MT1, MT3, and MCF7 breast cancer cell lines [1].
• Pleurotolysin-induced hemolysis is inhibited by liposomes prepared from cholesterol, dicetyl phosphate and sphingomyelin derived from sheep erythrocytes whereas a variety of other lipid preparations fail to inhibit [2].

High impact information on dihexadecoxyphosphinic acid

• Incorporation of dinitrophenylaminocaproylphosphatidylethanolamine (Dnp-Cap-PE) into egg lecithin/cholesterol/dicetylphosphate bilayers did not significantly enhance the response of AKR mice to this synthetic amphipathic antigen [3].
• Cytochrome c was also efficiently bound to membranes containing the negatively charged dicetylphosphate yet could be readily dissociated by nonlabeled PG-containing liposomes [4].
• The addition of dicetyl phosphate or dimyristoylphosphatidylglycerol, which are negatively charged at neutral pH, decreased the affinity of the vesicles for CO-heme [5].
• The spreading of the PAC at the air/water interface results in a Langmuir film with a stratified architecture, such that DHP forms a monolayer on the water surface, while the metallosupramolecular coordination polyelectrolyte (MEPE) is immersed in the aqueous subphase [6].
• MOMP was found to form hydrophilic diffusion pores by incorporation into artificial liposome vesicles composed of egg yolk phosphatidylcholine and dicetylphosphate, indicating that MOMP of S. dysenteriae type 1 exhibited significant porin activity [7].

Biological context of dihexadecoxyphosphinic acid

• To develop a novel nonviral gene carrier, three types of polyamine-dialkyl phosphates conjugates were synthesized via an unprecedented synthetic intermediate, dimerized dicetyl phosphate (DCP) anhydride, and the transfection efficiency and the complexation properties of the conjugate-DNA were evaluated [8].
• Superoxide (O2-)-dependent lipid peroxidation on addition of xanthine oxidase (XO) and Fe(3+)-ADP was induced in egg phosphatidylcholine (PC) liposomes containing dicetylphosphate (DCP), which are negatively charged like biological membranes, but not in uncharged egg PC liposomes [9].
• Liposomes with different diameters (50-400 nm) and different membrane fluidity were prepared from hydrogenated egg phosphatidylcholine (HEPC) or egg phosphatidylcholine (EPC), cholesterol (Ch) and dicetylphosphate in various molar ratios [10].

Anatomical context of dihexadecoxyphosphinic acid

• We used the lipids to prepare liposomes that consisted of phosphatidycholine, cholesterol, and dicetylphosphate in the molar ratio, 1:1.6:0.2, which is similar to the membrane composition of red blood cells [11].
• Liposomes were prepared from egg lecithin, cholesterol, and dicetyl phosphate or phosphatidic acid, and mixed with fresh blood plasma or whole blood [12].
• The permeability of liposomes composed of egg lecithin, cholesterol and dicetylphosphate was increased by addition of the acrosome reactive substance which was obtained from the jelly coat of the sea urchin, Hemicentrotus pulcherrimus [13].

Associations of dihexadecoxyphosphinic acid with other chemical compounds

• In conclusion, it was found that negative DCP liposome provides better drug retention in the skin with lower skin permeability, and the topical drug delivery from DCP liposome was further enhanced by the pretreatment of the skin surface with empty SA liposome [14].
• An increase in the amount of negative charges introduced by dicetylphosphate enhanced the permeability of the positively charged amino acid (i.e., lysine) [15].
• CPFX-liposomes were prepared with hydrogenated soybean phosphatidylcholine (HSPC), cholesterol (CH) and dicetylphosphate (DCP) in a lipid molar ratio of 7/2/1 by the hydration method and then adjusted to five different particle sizes (100, 200, 400, 1000 and 2000 nm) [16].
• The liposomes containing DCP, DPPS or DMDPA were unaffected by osmotic shock caused by external addition of glucose, suggesting a decrease in lipid packing in the liposomal membranes [17].
• Spectroscopic studies on sodium di(2-ethylhexyl)-sulfosuccinate (AOT) inverted micelles, films of AOT and L-alpha-lysolecithin and on dihexadecyl phosphate vesicles show that histamine and gamma-aminobutyric acid (GABA) act differently on these membrane models [18].

Gene context of dihexadecoxyphosphinic acid

• Changes in the u.v.-visible absorption spectrum of cytochrome b5 which occur upon addition of dicetyl phosphate, dimyristoyl phosphatidic acid (DMPA), or mixed DMPA/dimyristoyl phosphatidylcholine vesicles are consistent with haem transfer from the cytochrome to the membrane via an intermediate haemoprotein species [19].
• Positively or negatively charged liposomes were obtained using either hydrogenated (Phospholipon90H) or non-hydrogenated soy phosphatidylcholine (Phospholipon90) and cholesterol, in combination with stearylamine or dicetylphosphate [20].
• The MLV and ULV, prepared in the presence of bovine serum albumin (BSA), were composed of dimyristoyl-lecithin, cholesterol and dicetyl phosphate in a molar ratio of 7:2:1 [21].
• Vesicular electrokinetic chromatography was used to investigate solute partitioning from the aqueous phase into dihexadecyl hydrogen phosphate (DHP) vesicles [22].
• Free-flow electrophoresis of vesicles confirmed FVIII binding to PS:PC required both net negative charge and specific head-group: neither PS vesicles given a positive charge with stearylamine nor PC vesicles made negative with dicetyl phosphate bound FVIII [23].

Analytical, diagnostic and therapeutic context of dihexadecoxyphosphinic acid

• In contrast, small sodium dihexadecyl phosphate (DHP) vesicles mainly aggregate upon NaCl addition as shown by electron microscopy and the lack of osmometer behavior [24].
• The transmission electron microscopy (TEM) images of the liposomal dispersion show particles embedding circular transparent domains that exactly correlate to the theoretical 4G PAMAM/DCP complex sizes, thus, providing evidence of 4G PAMAM interspersed within the two mesophases [25].
• Dicetyl phosphate (DCP) ions incorporated into layered double hydroxide (LDH) clays to form a DCP/LDH hybrid were prepared and structurally characterized by X-ray diffraction analysis, scanning electron microscopy, thermogravimetry, and differential thermal analyses [26].

References